Claims
- 1. A wet treatment process for synthetic or semi-synthetic textile material comprising employing a aqueous wet treatment liquor containing a polyurethane, which polyurethane is a reaction product of a compound or mixture of compounds 1, the or each compound 1 being a derivative of ammonia; a polyamine; urea; a polyamide; an aminoamide; an aminoalcohol; or a polyol containing up to 10 carbon atoms and up to 6 hydroxyl groups per molecule; in which at least three of the active hydrogen atoms of the amino, hydroxyl and/or amido moieties present are replaced by the same or different groups of formula 1a,
- --Alkylene-O).sub.n H 1a
- in which
- each Alkylene, independently, is straight or branched chain (C.sub.2-4)-alkylene, unsubstituted or substituted by a phenyl group, and
- n is an integer 1 to 100,
- and a compound or mixture of compounds 2, the or each compound 2 being a hydrocarbon polyisocyanate, in a molar ratio of compound(s) 1: compound(s) 2 of .SIGMA.p:.SIGMA.r, p being the moles of the or each compound 1 and r being the moles of the or each compound 2 reacted, .SIGMA.p and .SIGMA.r being so chosen that .SIGMA.(p.q).div..SIGMA.(r.m)=1.5 to 21 and .SIGMA.p.ltoreq..SIGMA.(r.m), q being the number of groups of formula 1a per molecule of the or each compound 1 and m being the number of isocyanate groups per molecule of the or each compound 2, and which polyurethane is water-soluble or -dispersible to a degree at least 1 g/l at 20.degree. C., and whose 1 g/l aqueous solution or dispersion at 20.degree. C. exhibits a viscosity of no more than 100 cp.
- 2. A wet treatment process according to claim 1, in which the molar ratio of compound(s) 1: compound(s) 2, .SIGMA.p:.SIGMA.r, is so chosen that the ratio of free hydroxyl groups to urethane groups in the polyurethane reaction product is from 0.5:1 to 10:1.
- 3. A wet treatment process according to claim 1, in which the polyurethane reaction product contains less than 1% of the unreacted isocyanate groups originally present in the starting compound(s) 2.
- 4. A wet treatment process according to claim 1, in which the or each compound 1 is selected from the polyoxyalkylated compounds of formulae, ##STR15## in which s is an integer 2 to 6,
- each t, independently, is an integer 2 or 3,
- x is an integer 2, 3, or 4,
- R.sub.3 is (C.sub.1-30)alkyl or (C.sub.3-20)alkenyl,
- Alkylene.sub.1 is --CH.sub.2 --.sub.2, --CH.sub.2 --.sub.3 or --CH.sub.2 --.sub.4,
- q' is an integer at least 3, its maximum values being 4, (3+x) and 6 for the compounds of formula 11, 12 and 14, respectively,
- each Alkylene, independently, is straight or branched chain (C.sub.2-4)alkylene, unsubstituted or substituted by a phenyl group, and
- n is an integer 1 to 100,
- the number of alkyleneoxy units present in the or each compound of formula 11, 12 or 14 being at least as great as the number of active hydrogen atoms in the amino moieties of the corresponding pre-oxyalkylation precursors thereof.
- 5. A wet treatment process according to claim 4, in which the or each compound 1 is selected from the polyoxyalkylated aliphatic polyamines of formulae 11, 12 and 13.
- 6. A wet treatment process according to claim 1, in which the or each compound 1 is selected from polyoxyalkylated polyamides of formula 15, ##STR16## in which A is a repeating unit of an aliphatic, aromatic or araliphatic polyamide, the bond to --Alkylene.sub.2 --O--.sub.w H being from the nitrogen atom of a --CON-- or --CONH moiety contained in the repeating unit,
- each Alkylene.sub.2, independently, is a divalent group of formula, ##STR17## wherein x.sub.1 is hydrogen, methyl, ethyl or phenyl,
- each n', independently, is an integer 3 to 30,
- each w, independently, is 0 or an integer 3 to 30, and
- z is an integer 5 to 1000,
- each repeating unit A being the same or different, at least three of the active hydrogen atoms of the amido moieties of the pre-oxyalkylation precursor thereof being replaced by the same or different groups --Alkylene.sub.2 -O.sub.n' H, and in which the number of --Alkylene.sub.2 -O-- units present is at least as great as the number of active hydrogen atoms in the amido moieties of the pre-oxyalkylation precursor.
- 7. A wet treatment process according to claim 1, in which the or each compound 1 is selected from polyoxyalkylated amidation products of an aliphatic monocarboxylic acid or a functional derivative thereof and one or more polyamines of formula 11a and 12a,
- H.sub.2 N--CH.sub.2 --.sub.s NH.sub.2 11a
- H.sub.2 N--(CH.sub.2 --.sub.t NH--.sub.x H 12a
- in which
- s is an integer 2 to 6,
- each t, independently, is an integer 2 or 3, and
- x is an integer 2, 3 or 4.
- 8. A wet treatment process according to claim 1, in which the or each compound 1 is selected from polyoxyalkylated derivatives of alkanolamines containing a single amino group and 1 to 3 hydroxyl groups per molecule.
- 9. A wet treatment process according to claim 1, in which the or each compound 1 is selected from polyoxyalkylated derivatives of aliphatic polyols containing 3 to 10 carbon atoms and 3 to 6 hydroxyl groups per molecule.
- 10. A wet treatment process according to claim 1, in which the or each compound 1 is selected from compounds of formula 1', ##STR18## in which A.sub.1 is
- nitrogen,
- a radical 11b, ##STR19## a radical 12b, ##STR20## a radical 13b, ##STR21## a radical of an aliphatic, aromatic or araliphatic polyamide containing 5 to 1000 repeating units, said radical being derived from the polyamide by removal of the hydrogen atoms from the --CONH.sub.2 and --CONH-- groups,
- a radical 16b, ##STR22## a radical 17b, ##STR23## a radical of an alkanolamine containing a single amino group, 1 to 3 hydroxyl groups and 4 to 6 carbon atoms per molecule, said radical being derived from the alkanolamine by removal of the hydrogen atoms from the amino and from the hydroxyl groups(s), or
- a radical of an aliphatic polyol containing 3 to 10 carbon atoms and 3 to 6 hydroxyl groups per molecule, said radical being derived from the polyol by removal of the hydrogen atoms from the hydroxyl groups,
- s is an integer 2 to 6,
- each t, independently, is an integer 2 or 3,
- x is an integer 2, 3 or 4,
- R.sub.3 is (C.sub.1-30) or (C.sub.3-20) alkenyl,
- Alkylene.sub.1 is --CH.sub.2 --.sub.2, --CH.sub.2 --.sub.3 or --CH.sub.2 --.sub.4,
- R.sub.4 is (C.sub.1-23) alkyl or (C.sub.2-19) alkenyl,
- each Alkylene.sub.2, independently, is a divalent group of formula ##STR24## wherein X is hydrogen, methyl, ethyl or phenyl, each n", independently, is, when A.sub.1 is nitrogen, an integer 3 to 100, or, when A.sub.1 is any other of the indicated radicals, an integer 3 to 30,
- q'" is the maximum valency for each radical signified by A.sub.1, being 3 when A.sub.1 is nitrogen, 4 when A.sub.1 is a radical 11b, (3+x) when A.sub.1 is a radical 12b, 3 when A.sub.1 is a radical 13b, 7 to 1002 when A.sub.1 is a radical of a polyamide containing 5 to 1000 repeating units, respectively, 3, 4 or 5 when A.sub.1 is a radical of an alkanolamine containing 1, 2 or 3 hydroxyl groups per molecule, respectively, or 3, 4, 5 or 6 when A.sub.1 is a radical of an aliphatic polyol containing 3, 4, 5 or 6 hydroxyl groups, respectively, and
- q"" is an integer 3 to q'", with the provisos that, when A.sub.1 is a polyamide radical, the polymeric chain of the polyoxyalkylated polyamide is terminated at both ends by a group --Alkylene.sub.2 --O.sub.n" H].sub.q"", each repeating unit is the same or different,
- and the number of --Alkylene.sub.2 --O-- units present is at least as great as the number of active hydrogen atoms in the amido moieties of the pre-oxyalkylation precursor.
- 11. A wet treatment process according to claim 1, in which the or each compound 2 has 2 to 12 isocyanato substituents per molecule.
- 12. A wet treatment process according to claim 1, 3, 4, 6, 7, 8, 9 or 10, in which the or each compound 2 is selected from those of formulae,
- OCN--R.sub.1 --NCO 21
- R.sub.2 --CH.sub.2 --NCO 22 ##STR25## in which R.sub.1 is straight or branched chain (C.sub.2-40) alkylene; cyclohexylene, saturated or unsaturated with one or two double bonds and unsubstituted or substituted with 1 to 3 (C.sub.1-2) alkyl groups; or phenylene, diphenylene or naphthylene, each unsubstituted or substituted with 1 or 2 (C.sub.1-9) alkyl groups, the --NCO groups on diphenylene being on different benzene nuclei,
- R.sub.2 is a radical of formula, ##STR26## each R', independently, is hydrogen or (C.sub.1-9) alkyl, each R", independently, is hydrogen or --NCO,
- each R'", independently, is hydrogen or methyl, and
- y is an integer 1 to 5,
- there being no more than 6--NCO groups per molecule in the compounds of formula 23, and any two --NCO groups on the same benzene ring being m- or p- to each other, in the compounds of formula 23.
- 13. A wet treatment process according to claim 1, in which the process is effected simultaneously with a dyeing, optical brightening, bleaching, washing, boiling or fixation process.
- 14. A process according to claim 1 wherein the polyurethane is washed out of the textile material after the wet treatment.
- 15. A process according to claim 1 wherein the polyurethane has a water solubility of at least 25 g/l at 20.degree. C.
- 16. A process according to claim 12 wherein the textile material is cellulose 21/2 acetate, cellulose triacetate, polyamide, polyester or polyacrylonitrile and the polyurethane is present in the treatment liquor at a concentration between 0.1 and 5 grams per liter.
- 17. A process according to claim 16 wherein the treatment liquor is employed at a temperature between 50.degree. and 150.degree. C.
- 18. A polyurethane reaction product of the reaction between a compound or a mixture of compounds of formula 1', ##STR27## in which A.sub.1 is
- nitrogen,
- a radical 11b, ##STR28## a radical 12b, ##STR29## a radical 13b, ##STR30## a radical of an aliphatic, aromatic or araliphatic polyamide containing 5 to 1000 repeating units, said radical being derived from the polyamide by removal of the hydrogen atoms from the --CONH.sub.2 and --CONH groups,
- a radical 16b, ##STR31## a radical 17b, ##STR32## a radical of an alkanolamine containing a single amino group, 1 to 3 hydroxyl groups and 4 to 6 carbon atoms per molecule, said radical being derived from the alkanolamine by removal of the hydrogen atoms from the amino and from the hydroxyl group(s), or
- a radical of an aliphatic polyol containing 3 to 10 carbon atoms and 3 to 6 hydroxyl groups per molecule, said radical being derived from the polyol by removal of the hydrogen atoms from the hydroxyl groups,
- s is an integer 2 to 6,
- each t, independently, is an integer 2 or 3,
- x is an integer 2, 3 or 4,
- R.sub.3 is (C.sub.1-30) alkyl or (C.sub.3-20) alkenyl,
- Alkylene.sub.1 is --CH.sub.2 --.sub.2, --CH.sub.2 --.sub.3 or --CH.sub.2 --.sub.4,
- R.sub.4 is (C.sub.1-23) alkyl or (C.sub.2-19) alkenyl,
- each Alkylene.sub.2, independently, is a divalent group of formula ##STR33## wherein X is hydrogen, methyl, ethyl or phenyl, at least 35% of the Alkylene.sub.2 moieties being ethylene,
- each n", independently, is, when A.sub.1 is nitrogen, an integer 3 to 100, or, when A.sub.1 is any other of the indicated radicals, an integer 3 to 30,
- q'" is the maximum valency for each radical signified by A.sub.1, being 3 when A.sub.1 is nitrogen, 4 when A.sub.1 is a radical 11b, (3+x) when A.sub.1 is a radical 12b, 3 when A.sub.1 is a radical 13b, 7 to 1002 when A.sub.1 is a radical of a polyamide containing 5 to 1000 repeating units, respectively, 3, 4 or 5 when A.sub.1 is a radical of an alkanolamine containing 1, 2 or 3 hydroxyl groups per molecule, respectively, or 3, 4, 5 or 6 when A.sub.1 is a radical of an aliphatic polyol containing 3, 4, 5 or 6 hydroxyl groups, respectively, and
- q"" is an integer 3 to q'", with the provisos that, when A.sub.1 is a polyamide radical, the polymeric chain of the polyoxyalkylated polyamide is terminated at both ends by a group --Alkylene.sub.2 -O.sub.n" H].sub.q"", each repeating unit is the same or different, and the number of --Alkylene.sub.2 --O-- units present is at least as great as the number of active hydrogen atoms in the amido moieties of the pre-oxyalkylation precursor
- and a compound or mixture of compound 2, the or each compound 2 being a hydrocarbon polyisocyanate, in a molar ratio of compound(s) of formula 1': compound(s) 2 of .SIGMA.p': .SIGMA.r', p' being the moles of the or each compound of formula 1' and r' being the moles of the or each compound 2 reacted, and .SIGMA.p' and .SIGMA.r' being so chosen that .SIGMA.(p'.multidot.q"").div..SIGMA.(r'.multidot.m)=1.5 to 21 and .SIGMA.p'.ltoreq..SIGMA.(r'.multidot.m), q"" being the number of groups of formula 1'a,
- --Alkylene.sub.2 --O.sub.n" H 1'a
- per molecule of the or each compound of formula 1' and m being the number of isocyanate groups per molecule of the or each compound 2, and which polyurethane product is water-soluble or --dispersible to a degree of at least 1 g/l at 20.degree. C., and whose 1 g/l aqueous solution or dispersion at 20.degree. C. exhibits a viscosity of no more than 100 cp.
- 19. A polyurethane according to claim 18 wherein compound 2 is selected from those of formulae
- OCN--R.sub.1 --NCO 21
- R.sub.2 --CH.sub.2 --NCO 22 ##STR34## in which R.sub.1 is straight or branched chain (C.sub.2-40) alkylene; cyclohexylene, saturated or unsaturated with one or two double bonds and unsubstituted or substituted with 1 to 3 (C.sub.1-2) alkyl groups; or phenylene, diphenylene or naphthylene, each unsubstituted or substituted with 1 or 2 (C.sub.1-9) alkyl groups, the --NCO groups on diphenylene being on different benzene nuclei,
- R.sub.2 is a radical of formula, ##STR35## each R', independently, is hydrogen or (C.sub.1-9) alkyl, each R", independently, is hydrogen or --NCO,
- each R'", independently, is hydrogen or methyl, and
- y is an integer 1 to 5,
- there being no more than 6 --NCO groups per molecule in the compounds of formula 23, and any two --NCO groups on the same benzene ring being m- or p- to each other, in the compounds of formula 23.
- 20. A polyurethane according to claim 19 which is a reaction product of a compound of formula 1' in which A.sub.1 is nitrogen or a radical of a polyamide, alkanolamine or aliphatic polyol, Alkylene.sub.2 is ethylene-1, 2 or propylene-1, 2 and n" is 3 to 20 when A.sub.1 contains 2 or more nitrogen atoms and a compound 2 selected from the group consisting of 1,2-dimethylenediisocyanate, 1,6-hexamethylenediisocyanate and further .alpha.,.omega.-polyalkylenediisocyantes containing up to 34 carbon atoms in the polyalkylene chain, isophoron diisocyanate, xylidene diisocyanate, 1,3-bis(isocyanatomethyl)cyclohexane, cyclohexylene diisocyanate, 2,4- and 2,6-tolylene diisocyanate, m-phenylene diisocyanate, xylene diisocyanate, 1,5-naphthylene diisocyanate, 4,4'-diphenylmethane diisocyanate, 3,3'-dimethyl-4,4'-diphenylene diisocyanate, 3,3'-dimethyl-4,4'-diisocyanatodiphenylmethane and polymethylene polyphenylene isocyanates.
- 21. A polyurethane reaction product according to claim 18 wherein the or each compound of formula 1' is one in which A.sub.1 is nitrogen.
- 22. An aqueous concentrate of a polyurethane reaction product as defined in claim 18, at a concentration of at least 25% by weight.
Parent Case Info
This is a continuation of application Ser. No. 852,131, filed Nov. 16, 1977 and now abandoned.
US Referenced Citations (6)
Continuations (1)
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Number |
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852131 |
Nov 1977 |
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