Organopolysiloxane-modified polysaccharide and process for producing the same
View Patent ↗An organopolysiloxane-modified polysaccharide prepared by esterification reacting (A) an organopolysiloxane having residual carboxylic anhydride groups and (B) a polysaccharide having hydroxyl groups, wherein the organopolysiloxane is bonded to the polysaccharide through half ester groups, and a process for the preparation of organopolysiloxane-modified polysaccharide, in which component (A) and component (B) are subjected to an esterification reaction in the presence of (C) a non-protonic polar solvent. The organopolysiloxane-modified polysaccharide comprising polysaccharide and organopolysiloxane bonded thereto through half ester groups is novel. The process for the preparation of organopolysiloxane-modified polysaccharide permits introduction of organopolysiloxane into polysaccharide at a high introduction ratio.
1. An organopolysiloxane-modified polysaccharide prepared by a process comprising the step of esterfication reacting:
(A) an organopolysiloxane having residual carboxylic anhydride groups and having the formula selected from the group of;
where R 1 is a monovalent organic group containing a residual carboxylic anhydride group,
R 2 is a hydrogen atom or monovalent hydrocarbon group, with the proviso that at least one R 2 is a monovalent hydrocarbon,
n is an integer greater than zero, and
c is an integer from 1 to 4; and
(B) a polysaccharide having hydroxyl groups,
wherein the organopolysiloxane is bonded to the polysaccharide through half ester groups.
2. The organopolysiloxane-modified polysaccharide according to claim 1 , wherein the residual carboxylic anhydride has a formula selected from the group of;
where R 3 is a divalent hydrocarbon group, and R 4 is a hydrogen atom or alkyl group.
3. The organopolysiloxane-modified polysaccharide according to claim 1 , wherein the half ester group has a formula selected from the group of;
where R 3 is a divalent hydrocarbon group, and R 4 is a hydrogen atom or alkyl group.
4. The organopolysiloxane-modified polysaccharide according to claim 1 , wherein component (B) is selected from the group of ligneous polysaccharides, polysaccharides obtained from fruit flesh and rhizome, plant adhesive substances, legume-derived polysaccharides, seaweed-derived polysaccharides, microorganism-produced polysaccharides, polysaccharides of animal origin, or a derivative of these polysaccharides.
5. The organopolysiloxane-modified polysaccharide according to claim 1 , wherein components (A) and (B) are esterfication reacted in the presence of (C) a non-protonic polar solvent.
6. The organopolysiloxane-modified polysaccharide according to claim 5 , wherein component (C) is N,N-dimethylacetamide, N,N-dimethylformamide, dimethyl sulfoxide, or hexamethylphosphortriamide.
7. A process for the preparation of organopolysiloxane-modified polysaccharide, said process comprising the step of esterification reacting:
(A) an organopolysiloxane having residual carboxylic anhydride groups and having the formula selected from the group of;
where R 1 is a monovalent organic group containing a residual carboxylic anhydride group,
R 2 is a hydrogen atom or monovalent hydrocarbon group, with the proviso that at least one a monovalent hydrocarbon,
n is an integer greater than zero, and
c is an integer from 1 to 4; and
(B) a polysaccharide having hydroxyl groups, in the presence of
(C) a non-protonic polar solvent.
8. The process for the preparation of organopolysiloxane-modified polysaccharide according to claim 7 , wherein the residual carboxylic anhydride has a formula selected from the group of:
where R 3 is a divalent hydrocarbon group, and R 4 is a hydrogen atom or alkyl group.
9. The process for the preparation of organopolysiloxane-modified polysaccharide according to claim 7 , wherein component (B) is selected from the group of ligneous polysaccharides, polysaccharides obtained from fruit flesh and rhizome, plant adhesive substances, legume-derived polysaccharides, seaweed-derived polysaccharides, microorganism-produced polysaccharides, polysaccharides of animal origin, or a derivative of these polysaccharides.
10. The process for the preparation of organopolysiloxane-modified polysaccharide according to claim 7 , wherein component (C) is N,N-dimethylacetamide, N,N-dimethylformamide, dimethyl sulfoxide, or hexamethylphosphortriamide.
11. The process for the preparation of organopolysiloxane-modified polysaccharide according to claim 7 , wherein the organopolysiloxane is bonded to the polysaccharide through half ester groups.
12. The process for the preparation of organopolysiloxane-modified polysaccharide according to claim 11 , wherein the half ester group has a formula selected from the group of;
where R 3 is a divalent hydrocarbon group, and R 4 is a hydrogen atom or alkyl group.