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US 8,076,442 B2Granted
Polyamino and/or polyammonium/polysiloxane copolymer compounds with polyalkylene oxide units in comb-shaped arrangement
AssigneeMomentive Performance Materials Inc.
InventorsAnnette Moeller, Christopher Roos, Roland Wagner, Karl-Heinz Sockel, Karl-Heinz Stachulla, Anita Witossek, Horst Lange
Life of this patent
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Abstract
The invention concerns polyamino and/or polyammonium/polysiloxane copolymer compounds with polyalkylene oxide units in comb-shaped arrangement, a method for producing said compounds and their use, in particular for treating textiles and other natural or synthetic textile materials.
Claims16
A polyamino- and/or polyammonium-polysiloxane copolymer compound, characterized in that it has repeat units of the formula (I):
- -[Q-V]— (I)
- in which Q is selected from the group which consists of:
- —NR—,
- —N+R2—
- a saturated or unsaturated diamino-functional heterocycle of the formulae:
- an aromatic diamino-functional heterocycle of the formula:
- a trivalent radical of the formula:
- a trivalent radical of the formula:
- a tetravalent radical of the formula
- in which R is in each case hydrogen or a monovalent organic radical,
- where Q does not bind to the carbonyl carbon atom,
- V is selected from the group which consists of V1, V2 and V3, in which
- V2 is selected from divalent straight-chain, cyclic or branched, saturated, unsaturated or aromatic hydrocarbon radicals which have up to 1000 carbon atoms (not counting the carbon atoms of the polysiloxane radical Z2 defined below) and may optionally contain one or more groups selected from
- —CONR2— in which R2 is hydrogen, a monovalent straight-chain, cyclic or branched, saturated, unsaturated or aromatic hydrocarbon radical which has up to 100 carbon atoms, may contain one or more groups selected from —O—, —NH—, —C(O)— and —C(S)— and may optionally be substituted by one or more substituents selected from the group which consists of a hydroxyl group, an optionally substituted heterocyclic group preferably containing one or more nitrogen atoms, amino, alkylamino, dialkylamino, ammonium, polyether radicals and polyether ester radicals, where, when a plurality of —CONR2 groups are present, they may be the same or different,
- —C(O)— and —C(S),
- the V2 radical may optionally be substituted by one or more hydroxyl groups and/or by
- —Si(OR)3-a(R′)a
- in which a is an integer from 0 to 2 and R and R′ may be the same or different from one another and are each an organic radical, and
- the V2 radical contains at least one —Z2— group of the formula
- in which
- R1 may be the same or different and is selected from the group which consists of:
- C1- to C22-alkyl, fluoro(C1-C10)alkyl, C6-C10-aryl and —W—Si(OR)3-a(R′)a in which R, R′ and a are each as defined above and W is —O— or a divalent straight-chain, cyclic or branched, saturated, unsaturated or aromatic hydrocarbon which has up to 100 carbon atoms and may contain one or more —C(O)—, —O—, —NH—, —S— groups, and may optionally be substituted by hydroxyl groups, and
- n1=from 20 to 1000,
- V1 is selected from divalent straight-chain, cyclic or branched, saturated, unsaturated or aromatic hydrocarbon radicals which have up to 1000 carbon atoms and may optionally contain one or more groups selected from
- —CONR2—, in which R2 is as defined above, where the R2 groups in the V1 and V2 groups may be the same or different,
- —C(O)—, —C(S)— and —Z1— in which —Z1— is a group of the formula
- in which
- R1 is as defined above, where the R1 groups in the V1 and V2 groups may be the same or different, and
- n2=from 0 to 19,
- and the V1 radical may optionally be substituted by one or more hydroxyl groups and/or by
- Si(OR)3-a(R′)a
- in which a is an integer of 0 to 2 and R and R′ may be the same or different from one another and are each an organic radical, and
- V3 is a trivalent or higher-valency, straight-chain, cyclic or branched, saturated, unsaturated or aromatic hydrocarbon radical which has up to 1000 carbon atoms and optionally contains one or more groups selected from
- —CONR2, in which R2 is as defined above, —C(O)—, —C(S)—, —Z1— which is as defined above, —Z2— which is as defined above, and Z3 in which Z3 is a trivalent or higher-valency organopolysiloxane unit, and
- which may optionally be substituted by one or more hydroxyl groups and/or by
- —Si(OR)3-a(R′)a
- in which a is an integer from 0 to 2 and R and R′ may be the same or different from one another and are each an organic radical,
- with the proviso
- that the polysiloxane compound mentioned contains at least one —Z1—, —Z2— or —Z3— group,
- that the trivalent and tetravalent Q radicals either serve to branch the main chain formed from Q and V such that the valencies which do not serve for binding in the main chain bear further branches formed from -[Q-V]— units, or the trivalent and tetravalent Q radicals are saturated by V3 radicals within a linear main chain without formation of a branch,
- that there is at least one group Q having at least one radical R, and
- that at least one R radical in the Q groups is a polyalkylene oxide-containing organic radical Ro, wherein
- Ro is a group of the formula (III)
- —X-E-Y (III)
- wherein X is a single bond or a divalent straight-chain, branched or cyclic hydrocarbon radical which has up to 20 carbon atoms and may optionally contain nitrogen and/or oxygen, and X is bonded to the nitrogen atom of Q via a carbon atom,
- E is a group of the formula (IV)
- which may comprise random and blockwise sequences of the ethylene oxide and propylene oxide units and the bond to E may be via an ethylene oxide or propylene oxide unit, where
- v=from 0 to 40,
- w=from 0 to 40,
- v+w≧1,
- wherein Ro is bonded to the X group via a carbon atom and to the Y group via an oxygen atom,
- that the molar Ro:Q ratio is from 0.05 to 0.8,
- wherein Y is hydrogen or a monovalent straight-chain, branched or cyclic, saturated, unsaturated or aromatic hydrocarbon radical which has up to 24 carbon atoms and may contain oxygen and/or nitrogen and/or halogen and is bonded to the E group via a carbon atom, and in which the positive charges which result from ammonium groups are neutralized by organic or inorganic acid anions.
50 more elements
Dependencies are inferred from the claim text.