IP Library Granted Patent US 9,663,432
Granted Patent B2
US 9,663,432 · App. 14/655,166 · Granted May 30, 2017

High-purity monoalkenyl-containing glycerin derivative and method of manufacturing same

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Quick Facts
Patent No.
US 9,663,432
App. No.
14/655,166
Granted
May 30, 2017
Kind
B2
Abstract

The present invention relates to a monoalkenyl-containing glycerin derivative with purity of not less than 92% and electrical conductivity of not greater than 50 μS/cm. The monoalkenyl-containing glycerin derivative can be manufactured by a manufacturing method comprising a step (A): a step of reacting a ketalized glycerin derivative and a monoalkenyl glycidyl ether in the presence of an inorganic base to obtain a ketal of monoalkenyl-containing glycerin derivative; a step (B): a step of purifying the ketal of monoalkenyl-containing glycerin derivative obtained in the step (A) by distillation; and a step (C): a step of hydrolyzing the ketal of monoalkenyl-containing glycerin derivative obtained in the step (B). The present invention is able to provide a high-purity monoalkenyl-containing glycerin derivative that was difficult in the past. It is further able to provide a glycerin derivative-modified silicone, and applications therefor, that is chemically stable, and further has excellent utility for its emulsifiability, and the like, and excellent formulation stability.

Claims (11)

1. A monoalkenyl-containing glycerin derivative with purity of not less than 92% and electrical conductivity of not greater than 50 μS/cm in 2.0 mass % aqueous solution at room temperature, wherein the monoalkenyl-containing glycerin derivative is a monoalkenyl-containing diglycerin.

2. A method of manufacturing a monoalkenyl-containing glycerin derivative with purity of not less than 92% and electrical conductivity of not greater than 50 μS/cm in 2.0 mass % aqueous solution at room temperature, the method comprising the following steps (A) through (C):

step (A): a step of reacting a ketalized glycerin derivative and a monoalkenyl glycidyl ether in the presence of an inorganic base to obtain a ketal of monoalkenyl-containing glycerin derivative;

step (B): a step of purifying the ketal of monoalkenyl-containing glycerin derivative obtained in the step (A) by distillation; and

step (C): a step of hydrolyzing the ketal of monoalkenyl-containing glycerin derivative obtained in the step (B) in the presence of an acid and an acidic inorganic salt.

3. The manufacturing method according to claim 2 , wherein the inorganic base is selected from the group consisting of alkali metal hydroxides, alkali earth metal hydroxides, alkoxides of alkali metals, alkoxides of alkali earth metals, and mixtures thereof.

4. The manufacturing method according to claim 2 , wherein the acid in the step (C) is hydrochloric acid or trifluoroacetic acid.

5. The manufacturing method according to claim 2 , the method further comprising:

a step (D) of removing the acid or acidic inorganic salt after the step (C).

6. The manufacturing method according to claim 5 , wherein the step (D) includes stripping.

7. The manufacturing method according to claim 6 , wherein the step (D) includes reduced pressure stripping.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 17, 2019
From: DOW CORNING TORAY CO., LTD.
To: DOW TORAY CO., LTD.
Reel/Frame 051322/0925 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 9, 2015
From: SOUDA, TATSUO; SAWAYAMA, SAYURI; SUGIURA, TSUNEHITO; TAMURA, SEIKI; HORI, SEIJI
To: DOW CORNING TORAY CO., LTD.
Reel/Frame 036764/0509 →