chemistry of alkyl polyglucoside esters
DESCRIPTION
TRANSCRIPT
Paul T. Bially
The Chemistry of
Alkyl Polyglucoside Esters
Organic Chemistry of Esters
Carboxylic acid derivatives in which hydroxyl group
(-OH) is replaced by an alkoxy group (-OR)
R—C—OH + R’—OH R—C—O—R’ + H2O
Esterification:OO
ACID ALCOHOL ESTER
Synthesis of Alkyl Polyglucosides
OO
OOHH
OOHHOOHH
OOHHOOHH HHOO
OOOOHH
OOHHOOHH
OOOOHH
OOHHOOHH
OOHH
OO
OO
-- HH22OO
HH++
nn
nnmm
++
GLUCOSE FATTY
ALCOHOL
ALKYL
POLYGLUCOSIDE
1) Maleic Anhydride
2) Sodium Sulfite
1) Citric Acid
2) Sodium Hydroxide
1) Tartaric Acid
2) Sodium Hydroxide
AlkylpolyglucosideAlkylpolyglucoside
SulfosuccinateSulfosuccinate
OOHH
++
OOOOHH
OOHHOOHH
OOOOHH
OOHHOOHH
OO
OO
nnmm
Alkylpolyglucoside
Synthesis of Alkyl Polyglucoside Esters (AGEs)
AlkylpolyglucosideAlkylpolyglucoside
CitrateCitrate
AlkylpolyglucosideAlkylpolyglucoside
TartrateTartrate
AGEs Retain Favorable APG Properties…
Derived from
natural, renewable
raw materials
Strong biological
performance as
built-in and tank
mix adjuvants
Biodegradable,
not harmful to
the environment
Free from dioxane,
ethylene oxide, and
nitrosamine
precursors
Mild to skin and
non-irritating to
the eyes
AGEs Are Highly Effective Soil Penetrants
WDPT (s)
Treatment 8000mgL-1 2000mgL-1 1000mgL-1 500mgL-1
Citrate Ester 2.0 52.6 68.0 155.0
Tartrate Ester 2.0 61.4 83.3 180.0
Sulfosuccinate Ester 2.8 65.2 100.7 135.0
L61 4.2 110.6 128.3 325.9
31R1 5.5 121.0 284.2 471.8
L62 8.0 152.7 167.9 468.4
25R2 9.8 203.3 394.4 >600
L64 8.0 511.4 >600 >600
APG (C8-10) 3.0 >600 >600 >600
APG (C9-11) 3.0 >600 >600 >600
Top 3 performers in GREEN
Patent pending