4811 4815.output

* GB785218 (A)

Description: GB785218 (A) ? 1957-10-23

Improvements to ventilators

Description of GB785218 (A)

We, COLT VENTILATION LIMITED, a British Company, of Surbiton, Surrey do hereby declare the invention, for which we pray that a patent may be granted to us, and the method by which it is to be performed, to be particularly described in and by the following statement: The invention relates to a ventilator comprising one or more groups of parallel pivoted louvres, connected for parallel movement. It is an object of the invention to provide a ventilator of this kind which provides a construction which is weathertight when the ventilator is closed, and good air flow characteristics when the ventilator is open. According to the invention the ventilator comprises one or more groups of adjacent louvres each of which is arcuate in crosssection and mounted for rotation about a longitudinal axis located between its upper and lower edges, and each of which is connected to a control linkwork so that during adjustment all the louvres of a group are caused to rotate through the same angle in the same rotational sense. In this way when the ventilator is opened substantially smooth air flow over the surfaces of the louvre is attained so that air will pass more freely through the ventilators than in ventilators of comparable area with straight louvres In addition more positive direction of the air flow is ensured at an angular setting of the louvres, since the air flow is substantially undisturbed over the surfaces of each louvre Weathertightness when closed may be ensured by forming a smooth lip at the lower edge of each louvre, overlapping the upper edge of the adjacent louvre. In a preferred form the ventilator comprises a framework, parallel pivot rods 785,218 detachably mounted in the framework and each louvre is secured at each end to a mounting plate pivoted on the rod; the 45

mounting plates for each group of louvres are connected to a control linkwork In this form of construction one mounting plate may carry a stud passing through an arcuate slot in a guide plate carried by the 50 framework, the stud being provided with a nut so that the stud may be locked at any predetermined position in the arcuate slot thus ensuring that the louvres of the group are held at a predetermined angular setting 55 The guide plate may conveniently engage over two adjacent pivots and thus be held rigidly with respect to the framework. The invention is illustrated in the accompanying drawings in which: 60 Figure 1 is a front elevation taken from the interior of the space to be ventilated, whilst Figure 2 is a side elevation partly in section of the ventilator shown in Figure 1 65 Referring to the drawings, the ventilator structure comprises a framework constructed as an angular frame 1 in the sides of which are mounted parallel free pivoted rods 2 detachably secured in position by split pins 70 3 or the like Each louvre 4 comprises a smooth slat of generally arcuate aerofoil section swept out near its lower edge to form a lip 14 and is secured at each end to a mounting plate 5 which is pivoted on one 75 of the rods 2 Each mounting plate is pivoted at one corner to a control link 6 whereby the mounting plates 5 and louvres 4 are caused to undergo simultaneous parallel movement Mounted in engagement 80 with two adjacent rods 2 is a quadrant shaped plate 7 having an arcuate slot 8 serving as a guide for a stud 9 securing one of the mounting plates 5 to the control link 6. PATENT SPECIFICATION Inventor:-LEONARD GORDON DAVIES. Date of filing Complete Specification: Jan 13, 1956. Application Date: Oct 15, 1954 No 26693154. Complete Specification Published:: Oct 23, 1957. Index at Acceptance Class 137, A 2 C 1. International Classification:-F 24 Y. COMPLETE SPECIFICATION. Improvements to Ventilators. 785,218 The other end of the stud 9 is fitted with a wing nut 10 so that the guide plate 7 may be gripped when the wing nut is tightened. It will thus be appreciated that the louvre having the mounting plate provided with a stud acts as a controlling louvre and when preset to any position and locked there, controls the angular setting of the remaining louvres of the group It will of course be l A appreciated that a similar linkage may be provided at each side of the ventilator and that a similar guide plate stud and wing nut may be provided at each side. The ventilator shown in Figure 2 shows in full lines the setting when

the ventilator is fully closed each louvre 4 having its lip 14 overlapping the top edge of the adjacent louvre and presenting an unbroken weatherproof surface to the exterior Stops 11 are provided for engagement over the outer edge of the top louvre and under the lip 14 at the bottom edge of the bottom louvre. When it is desired to open the ventilator the wing nut 10 is loosened and the control louvre moved until it takes up the desired angular position which may, for example, be the fully opened position shown in chain lines in Figure 2, when the control link 6 will also assume the position shown in chain : lines in Figure 2 The wing nut 10 is then tightened to lock the louvres 4 rigidly in position Of course it will be appreciated that the louvres may be locked in any intermediate position. 5) Various modifications are obviously possible Thus the ventilator may comprise two or more groups of inter-connected louvres each of which groun is independently adjustable so that the air stream entering the space to be ventilated may be guided in different directions The pivoted rods may be rotationally fixed in the side members of the framework, the mounting plates being a frictional fit on the pivot rods so that the-stud and guide slot are no longer required It is also possible to fix the pivoted rods permanently in the side members of the frame and to bolt or otherwise detachably secure each guide to its mounting plate so that the ventilator may still be assembled on site and any louvre may be detached without disturbing the remaining louvres or the control link work.

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* GB785219 (A)

Description: GB785219 (A) ? 1957-10-23

Improvements in or relating to the manufacture of tuning coils for use incircuits of radio, television and the like


PATENT SPECIFICATION Date of filing Complete Specification: Sept 21, 1955. Application Date: Sept 21, 1964 No 27297/54. Complete Specification Published: Oct 23, 1967. Index at Acceptance -Class 38 ( 2), T( 1 C: 7 C 1 83: 7 C 6: 11). International Classification:-HO 2 b. COMPLETE SPECIFICATION. Improvements in or relating to the Manufacture of Tuning Coils for Use in Circuits of Radio, Television and the like. We, E K COLE LIMITED, of Ekdo Works, Priory Crescent, Southend-on-Sea, Essex, a British Company, and ARTHUR EDWARD KING, of 2 Highfield Close, Westcliff-on-Sea, Essex, a British Subject, do hereby declare the invention, for which we pray that a patent may be granted to us, and the method by which it is to be performed, to be particularly described in and by the following statement:- This invention relates to the manufacture of tuning coils for use in circuits of radio, television and the like. Short wave coils for such circuits must usually be wound with great accuracy so as to ensure the correct length and number of turns A difficulty arises in securing the ends of the coil without detracting from accurate winding This is usually effected by having a slotted disc mounted at each end of the coil former and winding into the anchoring slots the ends of the wire from the coils Not only is this a relatively delicate operation but it also involves the expense of fitting the discs which moreover have proved to be far from ideal as a fixing means. It has been proposed to wind a multilayer inductance coil upon a former of thermoplastic material and to provide the coil with integral extending ends of wire bent to a direction parallel with the axis of the former and to embed the said ends in the wall of the former by the application of pressure and heat In such a case, however, the embedded ends formed no part of the coil and their position was not designed to determine within accurate limits the exact dimensions of the coil and hence its inductance. One feature of the present invention is a tuning coil for use in radio and similar lPrice 3 s 6 d l circuits, comprising a cylindrical former of thermoplastic material on which conducting wire is wound into a single-layer coil, the length of the coil being determined by anchoring the ends of the coil in the material of the former by heat

and pressure applied at predetermined positions. Another feature of the invention is a method of making tuning coils for use in radio and similar circuits, in which conducting wire is wound into a single-layer coil upon a cylindrical former of thermoplastic material, the length of the coil being determined by subjecting the ends of the coil to heat and pressure at predetermined positions so that they are forced below the surface of the former and embedded in the softened material thereof, which when cooling anchors the ends of the coil. A further feature of the invention is an apparatus for carrying out the foregoing method, comprising means for mounting the coil former and a plunger or plungers adapted to be heated and to force the ends of the coil into the coil former. The coil former will usually be mounted on a mandrel during the winding operation and after winding, the ends of the coil are secured as above stated before the coil is removed from the mandrel. The above and other features of the invention will be apparent from the following description and the appended claims. The invention will be more readily understood by a perusal of the following description of one form thereof having reference to the drawings accompanying the Provisional Specification and in which:- Figure 1 illustrates diagrammatically sufficient of a coil winding machine to illustrate the modifications according to the invention; Figure 2 is a perspective view of a coil 785,219 65. 785,219 manufactured by the machine of Figure 1; and Figure 3 illustrates in more detail a part shown in Figure 1. , In Figure 1 a cylindrical coil former 1 of thermoplastic material is shown mounted on a mandrel 2 which is rotated by a spur wheel 3 driven in the usual manner A wire 4 is wound, by the usual method, on the former 1 to form the coil shown, the convolutions being evenly spaced apart. When winding has been completed two heated plungers 5 are noved into forceable contact with the ends of the coil at an exact predetermined position, thereby determining the length of the coil Each plunger has a sphenoidal tip for engaging the wire of the coil as shown in Figure 3. This causes the thermoplastic material of z O the former, at the point of engagement to soften and the ends of the coil are forced below the normal surface of the former The plungers are then raised and on cooling, the embedded ends of the coil are firmly -5 anchored in the former The wire is then severed from the supply of wire carried by the machine and the resultant coil is showvn in Figure 2 The coil and its former may then 1 ue easily removed from the mandrel without fear olf damage to the coil or its fixed ends.

It has been found possible to make coils quickly and with great accuracy by the above method In the case of bifilar wound coils :,5 used for instance in discriminator circuits for television receivers, the above method of manufacture has been applied with material advantages.


* GB785220 (A)

Description: GB785220 (A) ? 1957-10-23

Improvements in or relating to electricity supply arrangements


COMPLETE SPECIFICATION. Improvements in or relating to Electricity Supply Arrangements. We, E. K. COLE LIMITED of Ecko Works, Priory Crescent, Southend;on-Sea, Essex, a British Company, and ARTHUR EDWARD KING, of 7 Satanita Close, Westcliffe-on-Sea, Essex, a British Subject, do hereby declare the invention, for which we pray that a patent may be granted to us, and the method by which it is to be performed, to be particularly described in and by the following statement: This invention relates to means for supplying electricity to apparatus mounted on a movable conveyor. The invention is in particular for use in soak test equipment for electrical apparatus e.g. radio or television receivers. In such soak test the apparatus is subjected to conditions simulating those experienced in actual use of the apparatus and it is necessary to move the apparatus on a conveyor so that each apparatus under test enters the test system at the same point,

receives the same conditions of test for the same period of time, and may be removed from the conveyor at a given position when the test is complete. Of course the conveyor may be adapted for more than one test system to be operated simultaneously and spread over its length but for simplicity we shall describe the simplest form in which the conveyor constitutes a single system. In such a system it is important to avoid sparking which gives rise to electrical interference and a system with a stationary conductor traversed by sliding electrical contacts is defective from this point of view. A feature of the invention is a means for supplying electricity to apparatus on a movable conveyor, in which the supply conductors, from which parallel connections are provided for connecting to apparatus on the conveyor, move synchronously with the conveyor. Another feature of the present invention is an arrangement for supplying electricity to apparatus under test which comprises feeder electric conductors in two continuous bands, passing about guides, means for supplying electricity to the conductors so that they constitute opposite terminals of an electrical supply, means for imparting motion to the conductors about their guides, means for moving a conveyor synchronously with said conductors and means fixed at predetermined spacing along said conductors for supplying electricity to apparatus carried by the conveyor. The above and other features of the invention will be more readily understood from a perusal of the following description having reference to the drawing accompanying the Provisional Specification and which is a perspective view of sufficient to illustrate one embodiment of the invention. In the drawing, gun metal drums 1, la are adapted to be rotated about vertical shafts 2 and 2a, the drums 1 (and the other similar drums, if desired) being resiliently engaged by copper carbon brushes (not shown) bearing against their peripheries or against their horizontal faces, as desired. A number of drums similar to 1 and la, and similarly arranged, are used at other appropriate positions (not shown) along the conveyor. The drums are insulated from their shafts by suitable bushes. Two horizontally disposed endless copper bands 3 and 4 pick up current from the drums 1 around which they pass (for example the conductors 3 and 4 may be a line and neutral on a single phase supply). We have found that laminated bands of copper are preferable to single bands of corresponding overall thickness, and we have successfully used bands, 2" wide and consisting of 2 laminations each 0.040" thick, in conjunction with guide drums of 14" diameter. Between the conductors are fixed in spaced relation carriers 5 at the

extremities of which are runners 6 which ride within guide rails 7 and 8. The carriers 5 are insulated from the copper bands from which electrical connections (not shown) are taken to terminals 9 on the carriers. From these terminals flexible leads 10 connect to control apparatus 11 on trays 12. Control apparatus 11 serves to determine the voltages to be supplied to apparatus to be carried by trays 12. The trays 12 are fixed by links 13 to a chain 14 which meshes with sprocket wheels 15 and lSa on the shafts 2 and 2a. A. similar chain 16 is fixed to the carriers 5 and engages, and is driven by, a sprocket wheel 17 which is also mounted on the shaft 2. Similar sprocket wheels are mounted on the other shafts. The shaft 2 is driven by spur wheels 18 and 19 from a suitable source of drive. In use the apparatus to be tested will be introduced into a tray 12 and connected via control apparatus 11 and flexible leads 10 with terminals 9 on the appropriate carrier 5. When the shaft is driven, the tray 12 is carried by the chain 14 as shown in the drawings and synchronously with this movement the carriers 5 and conductors 3 and 4 also move. Thus throughout its traverse through the conveyor the equipment under test is maintained supplied with electric current from the conductors 3 and 4. Should it be desired at any time during the movement of the equipment in the aforesaid manner automatically to break the electric supply this can easily be effected by having adjacent to the apparatus means which in a given position will break the circuit between the flexible leads 10 and the terminals 9. Various modifications may be made in the specific arrangements described without exceeding the scope of the invention. What we claim is : - 1. A means for supplying electricity to apparatus on a movable conveyor, in which the supply conductors, from which parallel connections are provided for connecting to apparatus on the conveyor, move synchronously with the conveyor. 2. Means according to Claim 1, wherein the supply conductors comprise horizontally disposed continuous metal bands which in operation bear against the peripheries of metal drums or the like which rotate about vertical axes and to which electricity is supplied by means of resiliently engaging contacts such as carbon brushes. 3. Means according to Claim 2, wherein said metal bands are secured to carriers secured to a horizontally disposed chain engaging a plurality of sprocket wheels mounted on vertical shafts. 4. Means according to Claim 3, wherein

said metal drums are mounted on the sprocket wheel shafts. 5. Means according to Claim 3, wherein the conveyor comprises a second chain pro vided with dependent trays or the like, said second chain engaging further sprocket wheels mounted on said shafts so as to move synchronously with the first-mentioned chain. 6. Means according to Claim 3, wherein the conveyor driving means is coupled to one of said vertical shafts. 7. Means according to Claim 5, wherein each tray is provided with control apparatus which determines the voltages to be supplied to apparatus carried by the conveyor. 8. An arrangement for supplying electricity to apparatus under test which comprises feeder electric conductors in two continuous bands, passing about guides, means for supplying electricity to the conductors so that they constitute opposite terminals of an electrical supply, means for imparting motion to the conductors about their guides, means for moving a conveyor synchronously with said conductors and means fixed at predetermined spacing along said conductors for supplying electricity to apparatus carried by the conveyor. 9. An arrangement according to Claim 8, wherein said bands are horizontally disposed and the guides comprise metal drums or the like rotatable about vertical axes. 10. An arrangement according to Claim 9, wherein electricity is supplied to said bands by means of resiliently engaging contacts, such as carbon brushes, which bear against said metal drums. 11. An arrangement according to Claim 9, wherein said drums are mounted on vertical shafts which also carry sprocket wheels engaging a chain to which are secured carriers secured to said bands, and driving means being coupled to one of said shafts, whereby said conductors are movable about said guide drums. 12. An arrangement according to Claim 11, wherein the means for moving the conveyor synchronously with said conductors comprises a second chain forming part of the conveyor and engaging further sprocket wheels mounted on said shafts. 13. An arrangement according to Claim 17, wherein said conveyor comprises a plurality of trays or the like dependent from said second chain and spaced therealong in positions appropriate to the said electricity supply means fixed along the said conductors. 14. Means for supplying electri^ity to apparatus on a movable conveyor, substantiallv as herein described with reference to the drawings accompanying the Provisional Specification.

* GB785221 (A)

Description: GB785221 (A) ? 1957-10-23

Improvements relating to buckles for belts for personal wear


PATENT SPECIFICATION Inventor:-HERBERT HOWARD WOOD. Dale of filing Complete Specification: Nov 18, 1955. Aplicati 1 on Date: Nov 29, 1954 No 34463154. Costmplete Specification Published: Oct 23, 1957. Index at Acceptance -lass 43, Al. international Classification:-A 44 b. COMPLETE SPECIFICATION. Improvements relating to Buckles for Belts for Personal Wear. We, THOMAS WALKER L Iuvr ED, a British Company, of St Paul's Square, Birmingham 3, do hereby declare the invention, for which we pray that a patent may be granted to us, and the method by which it is to be performed, to be particularly described in and by the following statement:- This invention relates to buckles for belts for personal wear, such buckles being of that kind which have a fixed prong or projection (instead of a hinged prong) adapted to engage a hole in the free end of the belt, the said buckle having an end bar, to which the fixed end of the belt can be secured, and a transverse plate spaced from the said end bar and carrying the aforesaid fixed prong or projection. The object of the present invention is to provide a fixed-prong buckle of the above kind of an improved construction. According to the invention, a buckle for a belt for personal wear consists of a frame having a pair of side bars joined together at one end by an end bar, for the attachment of a fixed end of a belt, and carrying between their opposite ends a plate spaced from the said end bar and from which plate is stamped a fixed prong or projection for engagement with a hole in the other end of the belt, the said fixed prong or projection being set rearwardly of the plane of the plate and being integrally joined to the latter inwards of the plate's outer

periphery, at an edge of an aperture in the said plate Preferably 3.5 the prong or projection is joined to the plate at a place near to the front edge of the aperture, that is the edge which is furthest from the end bar of the buckle. Figure 1 of the accompanying drawing is 410 a front elevation of a buckle constructed in accordance with one form of the present invention. lPrice 3 s 6 d l Figure 2 is an end view of the buckle. Figure 3 is a horizontal section on line III-III, Figure 1. Figure 4 is a perspective rear view of the buckle. Figure 5 is a horizontal section through the buckle and a portion of a belt attached to and fastened by the said buckle. Figure 6 is a front elevation of a modified form of buckle in accordance with the invention, but without the cap or cover which is subsequently applied. Figure 7 is a horizontal section on line VII-VII, Figure 6. Figure 8 is a front elevation of the end portion of the buckle with the cap or cover applied. Figure 9 is a horizontal section on line IX-IX, Figure 8. Figure 10 is a plan of the cap. Referring to Figures 1 to 5 of the drawing, the belt buckle therein shown comprises a U-shaped frame having side bars 1 joined at their rear ends by an integral end bar 2 for attachment to the fixed end 3 of the belt, as shown in Figure 5 These side bars 1 are joined at their front ends by an integral lozenge-shaped transverse plate 4 spaced from the end bar, the said plate 4 being integrally joined at its opposite ends to the side bars This plate is provided with a short, fixed, integral prong 5, of cranked form, for engaging a selected hole in the free end 6 of the belt, as shown in Figure 5, the said prong being set rearwardly of the plane of the plate 4 and projecting obliquely from its inner face, away from its front edge, as shown, being stamped or punched out of the plate so as to be left joined thereto at a place near to, but spaced inwards of, the said front edge of the plate The punching or stamping operation for forming the prong 7959221 6,5 785,221 is caused to remove a substantial portion of metal on either side of the prong, so as to leave the plate 4 with a large ornamental aperture 7 of substantially elliptical or other suitable shape, the prong projecting centrally behind the said aperture. The belt is fastened by passing the free end 6 behind the plate 4, so as to engage the prong 5 with one or other of the holes in the belt, and then passing said free end forwardly through the buckle frame, the pull on the belt maintaining the prong in full engagement with the hole.

In the modification shown in Figures 6 to 10, the buckle comprises a U-shaped metal frame consisting of side bars 1, 1, joined by an end bar 2, as in Figures 1 to 5, but in this modification the said end bar 2 carries a clamping plate 8 and lay-band 9, non201 adjustable end of the belt being clamped to said plate 8 in known manner by a lever-grip device 10 pivoted between ears 11 on the plate (see Figure 7), whilst the forward ends of the side bars 1, 1, are joined by an integral circular plate 12 The said plate 12 is disposed forwards of the arms 1, 1, the latter having their forward ends bent or cranked forwardly, as shown in Figure 7, and integrally joined to the plate 12 at top and bottom thereof The said plate 12 is provided with a short fixed integral prong 5 stamped or pressed out of it so as to be left joined to the plate at a place near to, but spaced inwards of, the front peripheral edge portion of the latter The prong 5 projects obliquely and rearwardly from the inner face of the plate, away from the said front edge portion of the plate, and is adapted to engage a selected adjustment hole in the free end of the belt. In order to fasten a belt provided with the above-described buckle, the free end of the belt is passed behind the circular plate 12 and through the opening in the buckle frame until the selected adjustment hole 4.5 can be engaged with the fixed prong. The stamping or punching of the prong 5 out of the aforesaid circular plate 12 leaves a slot 13 in the said plate, and in order to conceal this slot, and impart a neat and attractive appearance to the buckle, an ornamental metal cap or cover 14 is attached to the plate The said cap or cover is of a shallow, circular dish shape, having a shallow annular peripheral wall 15 adapted to be closed or clenched over the peripheral edge of the plate 12, as in Figures S and 9, said wall being gapped at top and bottom, at 16 (Figure 10) to fit over the forwardly-bent ends of the arms 1, 1, where they join the plate.


* GB785222 (A)

Description: GB785222 (A) ? 1957-10-23

New monoazo dyestuffs derived from cyanuric chloride

Description of GB785222 (A) Translate this text into Tooltip

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The EPO does not accept any responsibility for the accuracy of data and information originating from other authorities than the EPO; in particular, the EPO does not guarantee that they are complete, up-to-date or fit for specific purposes.

PATENT SPECIFICATION - Inventor: WILLIAM ELLIOT STEPHEN Date of filing Complete Specification: Nov 14, 1955. Application Date: Nov 29, 1954. No 34499/54. Complete Specification Published: Oct 23, 1957. ERRATUM SPECIFICATION No 785,222 Page 8, line 36, after " boiling " insert " solution " THE PATENT OFFICE, 23rd June, 1958. stu me prc losi I 209,-/zi tnere Is aescrinea rne m Ianulacure ui azo dyestuffs by synthesising dyestuffs containing one or more cyanuric nuclei, ( 1) by uniting together or with other suitable components by reaction which lead to the formation of azo dyestuffs, intermediate products containing one or more cyanuric nuclei, or ( 2) by uniting azo dyestuffs containing appropriate groupings, either to each other or to other complexes, radicals or suitable residues by reaction with the halogen of cyanuric halides. In the said Specification there are disclosed monoazo dyestuffs, wherein there are attached to the triazine ring two chlorine atoms and which are obtained by reaction of one molecular proportion of an aminonaphthol sulphonic acid with one molecular proportion of cyanuric chloride and subsequently treating the product with a diazo compound obtained by diazotising for example aniline, p-toluidine or p-aminoacetanilide There are also disclosed monoazo dyestuffs, wherein there are attached to the triazine ring one chlorine atom and one anilino group, and which are obtained by reaction of one molecular proportion of an aminonaphthol sulphonic acid and one molecular proportion of aniline with one molecular proportion of cyanuric

chloride and subsequently treating the product with a diazo compound obtained by diazotising a substitution product of aniline having a negative substituent for example Cl, COTI or SO 3 H. Adw 1 virbc LLZLU uy UIC IU Ll Udllt ul V Ql U)l UW, have superior tinctorial value and superior fastness to wet treatments, as compared with monoazo dyestuffs of comparable shade specifically described in United Kingdom Specification No 209723 containing only 1 chlorine atom attached to the triazine ring and superior fastness to light as compared with monoazo dyestuffs of comparable shade specifically described in United Kingdom Specification No. 209,723 which contain two chlorine atoms attached to the triazine ring but which do not contain the ortho-sulphophenylazo substituent, when the dyestuffs are applied to cellulosic textile materials by a process which comprises impregnating the said textile materials with the dyestuff in aqueous solution and subsequently subjecting the textile material to the action of an acid-binding agent in aqueous medium for a short period of time of the order only of a few minutes, advantageously in the presence of an electrolyte such as sodium chloride or sodium sulphate. According to our invention we provide new monoazo dyestuffs which in the form of their free acids are of the formula P 03 H H /\_/ Cl A > 5 N Y C I 785,222 Index a Interna L b; he pi th be inl PATENT SPECIFICATION Inventor: WILLIAM ELLIOT STEPHEN Date of filing Complete Specification: Nov 14, 1955. Application Date: Nov 29, 1954. No 34499/54. Complete Specification Published: Oct 23, 1957. Index at acceptance:-Class 2 ( 4), G, P 1 (A 3: F 4), P 9 A 3 A 4. International Classification:-CO 9 b. COMPLETE SPECIFICATION New Monoazo Dyestuffs Derived from Cyanuric Chloride We, IMPERIAL CHEMICAL INDUSTRIES LIMITED, of Imperial Chemical House, Millbank, London, S W 1, a British Company, do hereby declare the invention, for which we pray that a patent may be granted to us, and the method by which it is to be performed, to be particularly described in and by the following statement: - This invention relates to new monoazo dyestuffs and more particularly it relates to new monoazo dyestuffs which are valuable for the production of fast red colourations on cellulosic materials. In United Kingdom Specification No. 209,723 there is described ithe manufacture of azo dyestuffs by synthesising dyestuffs containing one or more cyanuric nuclei, ( 1) by uniting together or with other suitable components by reaction which

lead to the formation of azo dyestuffs, intermediate products containing one or more cyanuric nuclei, or ( 2) by uniting azo dyestuffs containing appropriate groupings, either to each other or to other complexes, radicals or suitable residues by reaction with 'the halogen of cyanuric halides. In the said Specification there are disclosed monoazo dyestuffs, wherein there are attached to the triazine ring two chlorine atoms and which are obtained by reaction of one molecular proportion of an aminonaphthol sulphonic acid with one molecular proportion of cyanuric chloride and subsequently treating the product with a diazo compound obtained by diazotising for example aniline, p-toluidine or p-aminoacetanilide There are also disclosed monoazo dyestuffs, wherein there are attached to the triazine ring one chlorine atom and one anilino group, and which are obtained by reaction of one molecular proportion of an aminonaphthol sulphonic acid and one molecular proportion of aniline with one molecular proportion of cyanuric chloride and subsequently treating the product with a diazo compound obtained by diazotising a substitution product of aniline having a negative substituent for example Cl, COH or SO 3 H. There are no compounds disclosed in the said specification, however, which contain attached to the triazine ring, in addition to two atoms of chlorine, the residue of an aminonaphthol sulphonic acid coupling component to which is attached the residue of a diazo component of the benzene series which contains sulphonic acid groups. We have found that certain monoazo dyestuffs of the kind containing two chlorine atoms attached to the triazine ring and also an aminonaphthol sulphonic acid radical containing an ortho, sulphophenylazo substituent, which dyestuffs in their free acid form are represented by the formula given below, have superior tinctorial value and superior fastness to wet treatments, as compared with monoazoi dyestuffs of comparable shade specifically described in United Kingdom Specification No 209723 containing only 1 chlorine atom attached to the triazine ring and superior fastness to light as compared with monoazo dyestuffs of comparable shade specifically described in United Kingdom Specification No. 209,723 which contain two chlorine atoms attached to the triazine ring but which do not contain the ortho-sulphophenylazo substituent, when ithe dyestuffs are applied to, cellulosic textile materials by a process which comprises impregnating the said (textile materials with the dyestuff in aqueous solution and subsequently subjecting the textile material to the action of an acid-binding agent in aqueous medium for a short period of time of the order only of a few minutes, advantageously in the presence of an electrolyte such ias sodium chloride or sodium sulphate.

According to our invention we provide new monoazo dyestuffs which in the form of their free acids are of the formula PO 03 H ?H NH C A NN = HS 785,222 7.5 wherein the benzene nucleus A optionally bears further substituents other than hydroxyl and amino groups, X stands for a hydrogen atom or a substituent other than halogen, and wherein Y 1 and Ye iare such that one of Y 1 and Y, stands for a hydrogen atom and the other stands for a hydrogen atom or the group -SOH. According to our invention we also provide a process for the manufacture of the said new monoazo dyestuffs which comprises diazotising a primary aromatic amine of the formula: wherein X has the meaning stated above and (the benzene nucleus may optionally bear further substituents other than hydroxy and amino groups, and coupling the diazo compound lthus formed with a coupling component of the formula: c l OH NH C C l wherein Y, and Y have the meaning stated above. As examples of primary aromatic amines which may be used in the process of our invention there may be mentioned aniline-2sulphonic acid, aniline-2:5-disulphonic-acid, 3-aminobenzotrifluoride 4 sulphonic acid,2:4-dimethylaniline 6 sulphonic acid, 4chloro-5-methylaniline 2 sulphonic acid, 5chloro 4 methylaniline-2-sulphonic acid, 3acetylaminoaniline-6-sulphonic acid, 4-acetylaminoanilin e-2-sulphonic acid, 4-chloroaniline2-sulphonic acid, 3:4 dichloroaniline-6-sulphonic acid, 4-methylaniline-2-sulphonic acid, 3-methylaniline-6-sulphonic acid, 2:4-dimethoxyaniline-6-sulphonic acid, 4-methoxyaniline2-sulphonic acid and 5 methoxyaniline 2sulphonic acid. As coupling components for use in the process of -our invention there may be used for example the primary condensation products obtained by reaction of l-amino-8-naphthol6-sulphonic acid or 1-amino-8-naphthol-3: 6disulphonic acid, or 1-amino-8-naphthol-4:6disulphonic acid, with one molecular proportion of cyanuric chloride in aqueous medium. According to a further feature of our invention we provide an alternative process for the manufacture of the said new monoazo dyestuffs which comprises reacting a monoazo compound which in the form of its free acid is of the formula 3 H OH N N=N X H 5031 Y wherein X, Y, and Y, have the meaning stated above and the benzene nucleus A may optionally bear further osubstituents other than hydroxyl and amino groups, with one molecular proportion of cyanuric chloride The monoazo compound may conveniently be in the form of its alkali metal salt, for example its sodium salt. The monoazo compounds used as starting materials for reaction with cyanuric chloride by the alternative process of the invention may be obtained by coupling, in alkaline medium, the diazo compound obtained

by diazotising a primary aromatic amine, as defined above, with lan aminonaphthol sulphonic acid of the formula wherein the Y 1 and Y have the meanings stated above, or, alternatively, when the said diazo compound does not contain an acylamino group, by coupling the said diazo compound 75 with the N-acetyl derivative of the aminonaphthol sulphonic acid and subsequently removing the acetyl group by hydrolysis with for example caustic soda. In the process of our invention, the diazo 80 tising of the primary aromatic amine and the coupling of the diazo compound thus produced wvith the coupling component are preferably carried out at a temperature below 5 C, conveniently at a temperature between O and 85 C In the process of our invention wherein there is used a coupling component containing the cyanuric nucleus it is advantageous to use for the coupling reaction the said coupling componente prepared in situ at temperatures 90 between Oland 5 C by methods known from the literature and to carry out the couplings at similar temperatures and at as low a p H as is possible for efficient coupling, in order that side reactions, for example hydrolysis of the 95 chlorine atoms remaining attached to the triazine ring, are minimized. In the manufacture of the new dyestuffs of the invention by the alternative process, namely by reacting equimolecular proportions 100 of a monoazo compound of the formula stated and cyanuric chloride, the reaction is preferably carried out in aqueous medium at temperatures between O and 50 C. 785,222 785,222 3 Similarly, in order to avoid such side-reactions during manufacture and storage, it is generally preferable to isolate the new dyestuffs from the media in which they have been formed at a p H from 6 4 to 7 8 and to dry the resultant dyestuff pastes at relatively low temperatures, for example between 200 and 400 C., preferably in the presence of buffering agents suitable for maintaining a p H value of about 6 5 Examples of such buffering agents are mixtures of disodium hydrogen phosphate and sodium dihydrogen phosphate or of disodium hydrogen phosphate and potassium dihydrogen phosphate. The new dyestuffs of this invention in the form of their alkali metal salts are readily soluble in water and are especially suitable for the production of level and fast red colourations on cellulosic textile materials by continuous dyeing techniques, for example by a process which comprises impregnating the said textile materials in aqueous medium with the dyestuff and thereafter subjecting the textile materials, optionally after drying, to the action of an acid binding agent for example caustic soda, in aqueous medium advantageously containing an electrolyte such as sodium chloride or sodium sulphate, for a short period of time, commonly of the order only of a few

minutes, at temperatures lying between atmospheric temperature and the temperature of the boiling solution and also by printing methods, for example by a process which comprises applying to the said textile materials a printing paste containing the dyestuff and a substance which on heating or steaming liberates an acid binding agent, for example sodium bicarbonate, and subsequently subjecting the textile materials to the action of heat or steam The colourations thus produced possess a high degree of fastness to light and to wet treatments, especially to repeated washing. The invention is illustrated but not limited by the following Examples in which the parts are by weight. EXAMPLE 1. A solution of 18 5 parts of cyanuric chloride in 100 parts of acetone is poured into a stirred mixture of 300 parts of water and 300 parts of crushed ice, and 2 parts of 2 N hydrochloric acid are added To the suspension of cyanuric chloride thus obtained there is added during 1 hour a solution of 36 3 parts of the disodium salt of 1-amino-'8-naphthol3: 6-disulphonic acid, in 160 parts of water, which has been made faintly alkaline to Brilliant Yellow by the addition of aqueous sodium carbonate solution, the temperature of the mixture during and subsequent to the addition being kept below 50 C The reaction mixture is stirred until no unchanged 1-amino8-naphthol-3: 6-disulphonic acid remains in the resulting solution. A suspension of the diazo compound from 16.45 parts of aniline-2-sulphonic acid, obtained by diazotising a mixture of the aniline-2-sulphonic acid in 200 parts of water and 22 parts of hydrochloric acid (density 1.18) at a temperature between G' and 20 C 70 with 6 55 parts of sodium nitrite is added to the mixture during 5 minutes while the temperature of the mixture is maintained between G O and 50 C 50 Parts of sodium acetate crystals are then added during 10 75 minutes to the mixture, which is then stirred for about 20 hours at a temperature between 00 and 40 C after which time sufficient anhydrous sodium carbonate is added to render the aqueous medium slightly alkaline to litmus 80 Sufficient sodium chloride to give a concentration of 200 grams per litre is added and the mixture is stirred for 30 minutes and then filtered The solid on the filter is washed with % aqueous sodium chloride solution and 85 dried at 20 to 450 C The product forms a bluish-red powder which dissolves in water to give a yellowish-red solution and in concentrated sulphuric acid to give a reddish-violet solution 90 When applied to cellulosic fibres, for example, cotton, by the aforesaid method of impregnation and subsequent treatment with an acid binding agent, yellowish-red colourations are obtained possessing very good fastness 95 to repeated washing and good fastness to light.

EXAMPLE 2. A solution of 18 5 parts of cyanuric chloride in 100 parts of acetone is poured into a stirred mixture of 300 parts of water and 300 100 parts of crushed ice To the suspension of cyanuric chloride thus obtained there is added at a temperature below 40 C during 1 hour a solution in 700 parts of water of 59 7 parts of the trisodium salt of the aminoazo compound, 105 obtained by coupling diazotised 2: 4 Ldimethylaniline-6-sulphonic acid with 1-acetylamino-8naphthol-3: 6-disulphonic acid in alkaline medium and hydrolysing the product with caustic soda The mixture is stirred for one 110 hour at a temperature below 40 C and then 2 N aqueous sodium carbonate solution is added gradually during a further hour at such a rate as to maintain the mixture slightly acid to litmus The mixture is then made slightly 115 alkaline to litmus by the addition of more 2 N aqueous sodium carbonate solution Sufficient sodium chloride to give a concentration of 200 grams per litre is added and the mixture is stirred for 30 minutes and then filtered The 120 solid on the filter is then washed with 20 % aqueous sodium chloride solution and dried at a temperature between 20 and 450 C The product forms a bluish-red powder which dissolves in water to give a red solution and 125 in concentrated sulphuric acid to give a redviolet solution. EXAMPLE 3. An alternative method for the preparation of the dyestuff of Example 1 is as follows: 4 7 g 5,222 A solution of 18 5 parts of cyanuric chloride in 100 parts of acetone is poured into a stirred mixture of 300 parts of water and 300 parts of crushed ice During 40 minutes there is added to the suspension so formed a solution of 56 9 parts of the trisodium salt of the aminoazo compound formed by coupling orthanilic acid with 1-acetylamino-8-naphthol3: 6-disulphonic acid in the presence of sodium carbonate and hydrolysing the product in aqueous solution by means of caustic soda The mixture is stirred at a temperature between 0 and 50 C for 30 minutes and then sodium carbonate solution is added to it gradually until the solution formed reacts alkaline to litmus paper Sufficient salt to give a concentration of 200 grams per litre is then added and then an aqueous solution containing 7 parts of anhydrous disodium hydrogen phosphate and 12 5 parts of anhydrous potassium dihydrogen phosphate is added and the mixture is stirred for 2 hours and then filtered The solid is mixed intimately with 4 parts of anhydrous disodium hydrogen phosphate and 7 2 parts of anhydrous potassium dihydrogen phosphate and dried at 40 -C. EXAMPLE 4. This Example describes an alternative method for the manufacture of the dyestuff described in Example 1 The procedure of Example 1 is

carried out up to and including the addition of the suspension of the diazo compound of aniline-2-sulphonic acid to the solution containing the N-dichlorocyanuryl-lamino-8-naphthol-3: 6-disulphonic acid Then there is gradually added to the stirred mixture, while keeping the temperature between 00 and C, sufficient soda ash to render the mixture only slightly acid to Congo Red paper. Sufficient sodium chloride is then added to give a concentration of 200 grams per litre and the mixture is stirred for 30 minutes, after which time the gradual addition of soda ash is resumed until the p H of the mixture is between 6 and 7 as indicated by Universal Indicator paper, and afterwards in sufficient quantity as required to maintain a p H of 6-7 for 1 hour At the end of this period more soda ash is added to make the mixture alkaline to glazed red litmus paper and maintain it so until all the diazo component has reacted A solution of 7 parts of anhydrous disodium hydrogen phosphate and 12 5 parts of anhydrous potassium dihydrogen phosphate in parts of water is then added and the mixture is stirred for a further 30 minutes while keeping the temperature at 00 to 40 C, and then filtered The solid is washed with a % aqueous solution of sodium chloride, mixed with 4 parts of anhydrous disodium hydrogen phosphate and 7 2 parts of anhydrous potassium dihydrogen phosphate, and then dried at 20-45 C In the following Table are listed derivatives of aniline-2-sulphonic acid which in equivalent amount can be substituted for it as diazo components in the method of the above Example Also listed in the Table are the shades of the dyeings obtained on cotton when the corresponding products are applied from aqueous solutions by padding and after-treating, optionally after drying, the padded material with brine solution containing caustic soda at varying temperatures In all cases these dyeings show very good fastness to severe washing and to soda boiling. Diazo component coupled with N-dichlorocyanuryl-l-amino-8naphthol-3: 6-disulphonic acid 4-Chloro-5-methyl-2-aminobenzene-sulphonic a 4-toluidine-3-sulphonic acid 5-chloro-4-methyl-2-aminobenzene-sulphonic a 4-chloroaniline-2-sulphonic acid aniline-2: 5-disulphonic acid 3-aminobenzotrifluoride-4-sulphonic acid 3: 4-dichloroaniline-6-sulphonic acid 3-aminoanisole-4-sulphonic acid EXAMPLE 4. A solution of 18 5 parts of cyanuric chloride in 100 parts of acetone is poured into a stirred mixture of 300 parts of water and 300 parts of crushed ice and 2 parts of 2 N hydrochloric acid are added There is then added to the suspension of cyanuric chloride during 50 minutes, a solution of 36 3 parts of the disodium salt of 1-amino-8-naphthol-4: 6disulphonic acid in 250 parts of water which has been made faintly

alkaline to Brilliant Shade of dyeings on cotton Red Bluish red Bluish red Red Very yellowish red Very yellowish red Bluish red Red Yellow by the addition of sodium carbonate solution, the temperature of the mixture during and subsequent to the additions being 100 kept below 50 C The reaction mixture is stirred until no unchanged 1-amino-8naphthol-4: 6-disulphonic acid remains in the resulting solution A suspension of the diazo compound from 16 45 parts of aniline-2 105 sulphonic acid prepared by diazotising a mixture of the aniline-2-sulphonic acid in 200 parts of water and 18 parts of hydrochloric 785,222 and bluish red solutions respectively and gives yellowish red colourations on cellulosic materials for example cotton when applied thereto by padding with an aqueous solution and after treating the padded material with a brine solution containing caustic soda The colourations obtained lose little depth when submitted to severe washing or soda boiling. In place of the 16 45 parts of aniline-2sulphonic acid used as diazo component in this Example the compounds tabulated below may be substituted for it in equivalent amounts and the dyestuffs then obtained give when applied to cellulosic materials colourations having the shades indicated below and very good resistance to severe washing and to soda boiling. acid (density 1 18) by means of 6 55 parts of sodium nitrite keeping the temperature between 00 and 20 C is then added to the resulting solution formed as above The ensuing procedure involving the gradual addition of sodium carbonate and the addition of salt to the coupling mixture and ultimately of a mixture of sodium dihydrogen phosphate and potassium dihydrogen phosphate dissolved in water after the coupling reaction is completed is the same as described in Example 4 After filtering off the dyestuff the filter cake is mixed with 4 parts of anhydrous disodium hydrogen phosphate and 7 2 parts of anhydrous potassium dihydrogen phosphate and dried at to 400 C The product dissolves in water and in sulphuric acid to give yellowish red Diazo component coupled with l-(dichlorocyanurylamino)-8naphthol-4: 6-disulphonic acid 4-Toluidine-3-sulphonic acid 4-chloroaniline-2-sulphonic acid 3-aminobenzotrifluoride-4-sulphonic acid -


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