IP Library Granted Patent US 12709839
Granted Patent B2
US 12709839 · App. 18/024,058 · Granted Aug 18, 2026

Use of low-cyclen derivatized amino-functional silicone polymers for treating fibrous substrates

Inventors: Anton Heller (Simbach, DE); Elisabeth Grüner (Haiming, DE)
Assignee: Wacker Chemie AG
D06M15/6436C08G77/388D06M15/647D06M2200/50
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Quick Facts
Patent No.
US 12709839
App. No.
18/024,058
Granted
Aug 18, 2026
Kind
B2
Abstract

A composition for hydrophilic treatment of fibrous substrates that is washfast in terms of softness contains derivatives of amino-functional organopolysiloxanes containing siloxane units of a general formula (I), optionally siloxane units of a general formula (II), siloxane units of general formula (III), and siloxane units of a general formula (IV). Impurities of octamethylcyclotetrasiloxane (D4 cyclics), decamethylcyclopentasiloxane (D5 cyclics) and dodecamethylcyclohexasiloxane (D6 cyclics) are present in proportions of less than 0.1% by weight in each case and after a storage time of 20 days at a temperature of 50° C. the proportions of D4 cyclics, representative of D4, D5 and D6, remain below 0.1% by weight in each case, based in each case on the total weight of the derivatives of amino-functional organopolysiloxanes.

Claims (39)

1 . A hydrophilic washfast treatment for fibrous substrates that includes derivatives of amino-functional organopolysiloxanes of general formula (X)

wherein

k is an integer from 50 to 700,

1 is an integer from 1 to 30 and

o is an integer from 0 to 30,

R may be identical or different and represents a hydrogen atom or a monovalent, optionally fluorine-, chlorine- or bromine-substituted, C 1 -to C 18 -hydrocarbon radical,

Z represents a group of general formula (V)

wherein

i is 0, 1, 2, 3 or 4,

n is 2, 3, 4, 5 or 6,

R 2 represents a divalent, linear or branched C 1 -to C 18 -hydrocarbon radical,

R 3 represents a hydrogen atom, an optionally fluorine-, chlorine-, bromine-, hydroxy- or

C 1 -to C 5 -alkoxy-substituted C 1 -to C 18 -hydrocarbon radical, or an acyl radical or a radical of general formula (VI),

R 4 represents a radical of general formula (VI),

R 5 represents a hydrogen atom or an optionally fluorine-, chlorine-, bromine-, hydroxy- or C 1 -to C 5 -alkoxy-substituted C 1 -to C 18 -hydrocarbon radical or an acyl radical,

R 6 represents an—OR 7 -radical,

R 7 represents a divalent linear or branched C 2 -to C 8 -hydrocarbon radical,

Q represents a group of general formula (VII)

wherein i and n are as defined above,

R 9 may be identical or different and represents a hydrogen atom, an optionally fluorine-, chlorine-, bromine-, hydroxy-or C 1 -to C 5 -alkoxy-substituted C 1 - to C 18 -hydrocarbon radical or an acyl radical,

Y represents a radical of general formula (VIII) and/or (IX),

wherein

m is 0 or an integer from 1 to 100, and

p is 2, 3 or 4,

R 1 represents a hydrogen atom or a C 1 -to C 4 -alkyl radical,

R 10 represents a hydrogen atom or a C 1 -to C 18 -hydrocarbon radical,

R 11 represents a hydrogen atom, a C 1 -to C 10 -hydrocarbon radical, or a group of formula —(C═O)—R 12

R 12 represents a C 1 -to C 10 -hydrocarbon radical or an —OR 13 -radical, and

R 13 represents a C 1 -to C 10 -hydrocarbon radical,

with the proviso that at least a portion of the radicals Y are radicals of formula (IX),

with the proviso that impurities of octamethylcyclotetrasiloxane (D4 cyclics),

decamethylcyclopentasiloxane (D5 cyclics) and dodecamethylcyclohexasiloxane (D6 cyclics) are present in proportions of less than 0.1% by weight in each case and after a storage time of 20 days at a temperature of 50° C. the proportions of D4 cyclics, representative of D4, D5 and D6, remain below 0.1% by weight in each case, based in each case on the total weight of the derivatives of amino-functional organopolysiloxanes,

with the proviso that in addition to the radicals of the formula (VIII) which are hydroxyl or methoxy radicals, wherein from 5 mol % to 60 mol % of the radicals Y are radicals of the formula (IX) which are C 4 -C 10 -alkoxy radicals or C 4 -C 10 -monoalkyl glycol ether radicals, wherein the treatment, when applied to a 100% CO interlock knitted fabric, provides a droplet absorption time of less than 5 seconds.

2 . The hydrophilic washfast treatment as claimed in claim 1 , wherein

m is 0 or an integer from 1 to 20, and

R 11 represents a hydrogen atom, a C 4 -to C 10 -hydrocarbon radical,

or a group of formula

3 . The hydrophilic washfast treatment as claimed in claim 1 , wherein the compositions employed are aqueous emulsions containing the low-cyclics derivatives of amino-functional organopolysiloxanes (A), emulsifiers (B) and/or co-emulsifiers (B′) and water (C).

4 . The hydrophilic washfast treatment as claimed in claim 1 , wherein, after the treatment is applied the 100% CO interlock knitted fabric exhibits a softness value after two washing cycles that is greater than or equal to the softness value before washing.