IP Library Granted Patent US 12674031
Granted Patent B2
US 12674031 · App. 18/015,173 · Granted Jul 7, 2026

Hydrophilic group-modified organopolysiloxane and production method thereof

Inventors: Koichiro Kobayashi (Miyota-machi, JP); Yuichi Mukawa (Tamamura-machi, JP)
Assignee: SHIN-ETSU CHEMICAL CO., LTD.
C08G77/38C08G77/12C08G77/20C08G77/46
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Quick Facts
Patent No.
US 12674031
App. No.
18/015,173
Filed
Jan 9, 2023
Granted
Jul 7, 2026
Kind
B2
Art Unit
1782
USPC
525/478
Abstract

A hydrophilic group-modified organopolysiloxane represented by the following general formula (1) containing 0.03 mol % or less of silanol groups at siloxane chain terminals, and 15 ppm or less of propionaldehyde after the organopolysiloxane is mixed with pure water at a mass ratio of 1:1 and mixed at 50° C. for 24 hours. As a result, the present invention provides a hydrophilic group-modified organopolysiloxane having a low silanol content and a low residual amount of acids, neutral salts, etc., as well as a method of producing the hydrophilic group-modified organopolysiloxane by a simpler way than previously-known methods.

Claims (14)

1 . A hydrophilic group-modified organopolysiloxane represented by the following general formula (1):

wherein R 1 is a group selected from alkyl groups having 1 to 30 carbon atoms, aryl groups having 6 to 30 carbon atoms, aralkyl groups having 7 to 30 carbon atoms, and organic groups represented by the following general formula (2):

wherein R 3 is a group selected from a hydrogen atom, monovalent hydrocarbon groups having 1 to 4 carbon atoms and acyl groups represented by R 4 C(═O)—,

wherein R 4 is a monovalent hydrocarbon group having 1 to 30 carbon atoms; “c” is an integer of 2 to 200; “d” is an integer of 0 to 200; and “c+d” is 3 to 200; when a polyoxyalkylene moiety of “c” and “d” comprises both an ethylene oxide unit and a propylene oxide unit, these units optionally form either a block polymer or a random polymer; and “m” is an integer of 0 to 15

and each R 1 is identical to or different from one another; and R 2 is a hydrophilic group represented by the following general formula (3):

wherein Q is a divalent hydrocarbon group having 3 to 20 carbon atoms, which optionally contains an ether bond or an ester bond; and X is a monovalent hydrophilic group comprising polyoxyalkylene, glycerin, or sugar; “a” is a number satisfying 1.0≤a≤2.5; and “b” is a number satisfying 0.001≤b≤1.5,

the hydrophilic group-modified organopolysiloxane comprising 0.03 mol % or less of silanol groups at siloxane chain terminals, and 15 ppm or less of propionaldehyde after the organopolysiloxane is mixed with pure water at a mass ratio of 1:1 and mixed at 50° C. for 24 hours.

2 . The hydrophilic group-modified organopolysiloxane according to claim 1 , wherein the organopolysiloxane is a linear or branched organopolysiloxane.

3 . The hydrophilic group-modified organopolysiloxane according to claim 1 , wherein the hydrophilic group represented by the general formula (3) is a polyoxyalkylene group represented by the following general formula (4):

wherein Q is identical to Q in the general formula (3); R 5 is a group selected from a hydrogen atom, monovalent hydrocarbon groups having 1 to 4 carbon atoms and acyl groups represented by R 4 C(═O)—,

wherein R 4 is a monovalent hydrocarbon group having 1 to 30 carbon atoms; “e” is an integer of 2 to 200; “f” is an integer of 0 to 200; and “e+f” is 3 to 200; when a polyoxyalkylene moiety in the general formula (4) comprises both an ethylene oxide unit and a propylene oxide unit, these units optionally form either a block polymer or a random polymer.

4 . The hydrophilic group-modified organopolysiloxane according to claim 2 , wherein the hydrophilic group represented by the general formula (3) is a polyoxyalkylene group represented by the following general formula (4):

wherein Q is identical to Q in the general formula (3); R 5 is a group selected from a hydrogen atom, monovalent hydrocarbon groups having 1 to 4 carbon atoms and acyl groups represented by R 4 C(═O)—,

wherein R 4 is a monovalent hydrocarbon group having 1 to 30 carbon atoms; “e” is an integer of 2 to 200; “f” is an integer of 0 to 200; and “e+f” is 3 to 200; when a polyoxyalkylene moiety in the general formula (4) comprises both an ethylene oxide unit and a propylene oxide unit, these units optionally form either a block polymer or a random polymer.