Organopolysiloxane, acid-neutralized salt thereof, and applications thereof

1. An organopolysiloxane represented by the following general formula (1) or acid-neutralized salt thereof:

R 1 a R 2 b L 1 c Q d SiO (4-a-b-c-d)/2   (1)

wherein R 1 represents a monovalent organic group not having a nitrogen atom or a polyoxyalkylene structure or any reactive structure to radical polymerization with the proviso that R 2 , L and Q are excluded therefrom, a hydrogen atom, or a hydroxyl group;

R 2 represents a halogen-substituted or non-substituted, and linear or branched monovalent hydrocarbon group having 6 to 30 carbon atoms;

L 1 represents a silylalkyl group having a siloxane dendron structure, in the case of i=1, represented by the following general formula (3)

wherein R 3 independently represents a substituted or non-substituted, and linear or branched monovalent hydrocarbon group having 1 to 30 carbon atoms, R 4 independently represents an alkyl group having 1 to 6 carbon atoms or a phenyl group, Z is a divalent organic group, i specifies a number of generations of said silylalkyl group, represented by L i , in the case in which a number of generations of said silylalkyl group, which is a number of repetitions of said silylalkyl group, is k, i is an integer ranging from 1 to k, and a number of generations k is an integer ranging from 1 to 10, L i+1 is said silylalkyl group in the case of i<k, and L i+1 is R 4 in the case of i=k, and h i is a number ranging from 0 to 3, or

an organosiloxane group in the form of a chain, represented by the following general formula (2-1)

wherein R 11 is independently a substituted or non-substituted monovalent hydrocarbon group having 1 to 30 carbon atoms, a hydroxyl group or a hydrogen atom, at least one of R 11 is said monovalent hydrocarbon group; t is a number ranging from 2 to 10; and r is a number ranging from 1 to 500, or represented by the following general formula (2-2)

wherein R 11 and r are the same as defined above;

Q represents a side-chain bonded hydrophilic group having a tertiary-amine structure and represented by following general formula:

—C q H 2q —O—CH 2 —CH(OH)—CH 2 —N(R Q1 )(R Q2 )

wherein q is a number ranging from 1 to 6, each of R Q1 and R Q2 is independently a halogen-substituted or non-substituted monovalent hydrocarbon group or an alkanol group, at least one of R Q1 and R Q2 has a hydroxyl group, provided the total number of hydroxyl groups in R Q1 and R Q2 is at most three (3), and any of R Q1 and R Q2 does not have a nitrogen atom in the group; and

each of a, b, c, and d is independently a number having the following range: 1.0≤a≤2.5, 0≤b≤1.5, 0≤c≤1.5, and 0.0001≤d≤1.5;

and wherein the number of Si atoms ranges from 4 to 1000.

2. The organopolysiloxane or acid-neutralized salt thereof according to claim 1 , which is represented by the following structural formula (1-1)

wherein

R 2 , L 1 , and Q are independently the same as defined above,

X is a group selected from the group consisting of a methyl group, monoglycerol group, diglycerol group, triglycerol group, polyglycerol group or R 2 , and L 1 group;

n1+n2+n3+n4 is a number ranging from 2 to 1,000,

n1 is a number ranging from 1 to 999,

n2 is a number ranging from 0 to 998,

n3 is a number ranging from 0 to 998, and

n4 is a number ranging from 1 to 999.

3. The organopolysiloxane or acid-neutralized salt thereof according to claim 1 , wherein Q is a hydrophilic group having a tertiary-amine structure and represented by the following general formula (4-1)

—C q H 2q —O—CH 2 —CH(OH)—CH 2 —N(R Q3 ) 2   (4-1)

wherein q is a number ranging from 1 to 6, and each R Q3 independently represents a linear or branched C1-C10 alkanol group having one alcoholic hydroxyl group.

4. The organopolysiloxane or acid-neutralized salt thereof according to claim 1 , wherein Q is a hydrophilic group having a tertiary-amine structure and represented by the following general formula (4-2)

—C q H 2q —O—CH 2 —CH(OH)—CH 2 —N(R Q4 ) 2   (4-2)

wherein q is a number ranging from 1 to 6, and each R Q4 independently represents —CH 2 —CH(CH 3 )—OH or —CH 2 —CH 2 —OH.

5. The organopolysiloxane or acid-neutralized salt thereof according to claim 1 , which further has at least one group selected from R 2 and L 1 groups.

6. A surfactant or dispersant comprising the organopolysiloxane or acid-neutralized salt thereof according to claim 1 .

7. An oil agent comprising the organopolysiloxane or acid-neutralized salt thereof according to claim 1 .

8. A thickening agent comprising the organopolysiloxane or acid-neutralized salt thereof according to claim 1 .

9. A cosmetic raw material comprising the organopolysiloxane or acid-neutralized salt thereof according to claim 1 .

10. A composition comprising:

(A) the organopolysiloxane or acid-neutralized salt thereof according to claim 1 ; and

(B) at least one oil agent, which is in the form of a liquid at 5 to 100° C., and is selected from the group consisting of a silicone oil, a non-polar organic compound, and a low-polar compound.

11. The composition according to claim 10 , further comprising:

(C) water and/or at least one type of alcohol selected from the group consisting of lower alcohols and polyhydric alcohols.

12. A water-based composition comprising:

(A′) an acid-neutralized product of the organopolysiloxane according to claim 1 , wherein the acid of the acid-neutralized product is at least one type of acid selected from the group consisting of carboxylic acids, amino acids, and inorganic acids.

13. A cosmetic comprising the organopolysiloxane or acid-neutralized salt thereof according to claim 1 .

14. A preparation for external use comprising the organopolysiloxane or acid-neutralized salt thereof according to claim 1 .

15. A manufacturing process of the organopolysiloxane or acid-neutralized salt thereof as recited in claim 1 , comprising the steps of:

(I) reacting organohydrogen polysiloxane with an epoxy compound having an unsaturated hydrocarbon group;

(II) removing unreacted epoxy compound having an unsaturated hydrocarbon group from the system following said step (I);

(III) processing ring-opening reaction between an epoxy functional group and a secondary amine compound having a hydroxyl group following said step (II); and

(IV) optionally, removing unreacted secondary amine compound having a hydroxyl group from the system following said step (III).

16. A manufacturing process of the organopolysiloxane or acid-neutralized salt thereof as recited in claim 1 , comprising the steps of:

(I) obtaining an intermediate by processing ring-opening reaction between an epoxy compound having an unsaturated hydrocarbon group and a secondary amine compound having a hydroxyl group;

(II) removing unreacted raw materials from the system following said step (I); and

(III) reacting the intermediate with organohydrogen polysiloxane following said step (II).