Spandex from poly(tetramethylene-co-ethyleneether)glycols blended with polymeric glycols

Patent metadata

Field	Value
Publication number	US-2018118874-A9
Application number	US-201313799004-A
Country	US
Kind code	A9
Filing date	Mar 13, 2013
Priority date	May 9, 2005
Publication date	May 3, 2018
Grant date	—

Abstract

A polyurethaneurea composition comprises a reaction product of at least one diisocyanate compound, a polymeric glycol, a poly(tetramethylene-co-ethyleneether) glycol comprising constituent units derived by copolymerizing tetrahydrofuran and ethylene oxide (EO) wherein the portion of the constituent units derived from ethylene oxide is present in the poly(tetramethylene-co-ethyleneether) glycol from greater than about 37 to about 70 mole percent, at least one diamine chain extender, and at least one chain terminator. The invention further relates to the use of blends of polymeric glycols and poly(tetramethylene-co-ethyleneether) glycols as the soft segment base in spandex compositions. The invention also relates to new polyurethane compositions comprising polymeric glycols and poly(tetramethylene-co-ethyleneether) glycols, and their use in spandex.

First claim

1 . A spandex comprising polyurethaneurea comprising a reaction product of:
(a) a poly(tetramethylene-co-ethyleneether) glycol comprising constituent units derived by copolymerizing tetrahydrofuran and ethylene oxide wherein the portion of the units derived from ethylene oxide is present in the poly(tetramethylene-co-ethyleneether) glycol from greater than about 37 to about 70 mole percent; (b) a polymeric glycol selected from the group consisting of a poly(tetramethylene ether) glycol, a poly(tetramethylene-co-2-methyltetramethyleneether) glycol, a poly(ethylene ether) glycol, a poly(propylene ether) glycol, a polycarbonate glycol, a polyester glycol, and a combination thereof; (c) at least one diisocyanate; and (d) at least one diamine chain extender; and wherein the poly(tetramethylene-co-ethyleneether) glycol and the polymeric glycol are each independently present in an amount of at least 10 mole percent of the sum of moles of poly(tetramethylene-co-ethyleneether) glycol and moles of polymeric glycol; and wherein the poly(tetramethylene-co-ethyleneether) glycol and polymeric glycol each has a molecular weight between about 650 Dalton and about 4000 Dalton.

2 . The spandex of claim 1 wherein the portion of the units derived from ethylene oxide is present in the poly(tetramethylene-co-ethyleneether) glycol from about 48 to about 58 mole percent.

3 . The spandex a of claim 1 wherein the polymeric glycol is selected from the group consisting of a poly(tetramethylene ether) glycol, a poly(tetramethylene-co-2-methyltetramethyleneether) glycol, a polypropylene ether) glycol, a polycarbonate glycol, a polyester glycol, or combinations thereof and wherein the combined poly(tetramethylene-co-ethyleneether) glycol and the polymeric glycol has an overall percentage of units derived from ethylene oxide less than or equal to about 35 mole percent.

4 . The spandex of claim 1 wherein the polymeric glycol is a poly(ethylene ether) glycol and wherein the combined poly(tetramethylene-co-ethyleneether) glycol and the poly(ethylene ether) glycol has an overall percentage of units derived from ethylene oxide from about 35 to about 70 mole percent.

5 .- 14 . (canceled)

15 . The spandex of claim 1 wherein said polyurethaneurea reaction product has a molar ratio of diisocyanate to the sum of moles of the poly(tetramethylene-co-ethyleneether) glycol and the polymeric glycol between about 1.2:1 and about 2.3:1.

16 . The spandex of claim 1 wherein the diisocyanate is selected from the group consisting of 1-isocyanato-4-[(4-isocyanato-phenyl)methyl]benzene, 1-isocyanato-2-[(4-isocyanato-phenyl)methyl]benzene, and mixtures thereof.

17 . The spandex of claim 1 wherein the diamine is selected from the group consisting of ethylene diamine, 2-methylpentanediamine, and 1,2-propanediamine, or mixtures thereof.

18 . The spandex of claim 1 wherein the polymeric glycol is a poly(tetramethylene ether) glycol.

19 .- 21 . (canceled)

22 . A polyurethane comprising a reaction product of:
(a) a poly(tetramethylene-co-ethyleneether) glycol comprising constituent units derived by copolymerizing tetrahydrofuran and ethylene oxide wherein the portion of the units derived from ethylene oxide is present in the poly(tetramethylene-co-ethyleneether) glycol from greater than about 37 to about 70 mole percent; (b) a polymeric glycol; (c) at least one diisocyanate; and (d) at least one diol chain extender; and wherein the combined poly(tetramethylene-co-ethyleneether) glycol and the polymeric glycol has a molecular weight between about 650 Dalton and about 4000 Dalton; and wherein the polymeric glycol is a poly(ethylene ether) glycol and wherein the combined poly(tetramethylene-co-ethyleneether) glycol and the poly(ethylene ether) glycol has an overall percentage of units derived from ethylene oxide from about 35 to about 70 mole percent.

23 .- 25 . (canceled)

26 . Spandex comprising the polyurethane of claim 22 .

27 . (canceled)

28 . (canceled)

29 . A process for preparing spandex comprising:
(a) contacting a poly(tetramethylene-co-ethyleneether) glycol comprising constituent units derived by copolymerizing tetrahydrofuran and ethylene oxide wherein the portion of the units derived from ethylene oxide is present in the poly(tetramethylene-co-ethyleneether) glycol from greater than about 37 to about 70 mole percent and a polymeric glycol selected from the group consisting of a poly(tetramethylene ether) glycol, a poly(tetramethylene-co-2-methyltetramethyleneether) glycol, a poly(ethylene ether) glycol, a polypropylene ether) glycol, a polycarbonate glycol, and a polyester glycol, or a combination of such members, with at least one diisocyanate to form a capped glycol; (b) optionally adding a solvent to the product of (a); (c) contacting the product of (b) with at least one diamine or diol chain extender; and (d) spinning the product of (c) to form spandex; wherein the diamine chain extender is selected from the group consisting of ethylene diamine, 2-methylpentanediamine, and 1,2-propanediamine, or mixtures thereof.

30 . (canceled)

31 . A process for preparing spandex comprising:
(a) contacting a poly(tetramethylene-co-ethyleneether) glycol comprising constituent units derived by copolymerizing tetrahydrofuran and ethylene oxide wherein the portion of the units derived from ethylene oxide is present in the poly(tetramethylene-co-ethyleneether) glycol from greater than about 37 to about 70 mole percent and a polymeric glycol with at least one diisocyanate to form a capped glycol; (b) optionally adding a solvent to the product of (a); (c) contacting the product of (b) with at least one diamine or diol chain extender; and (d) spinning the product of (c) to form spandex; wherein the polymeric glycol is poly(ethylene ether) glycol and wherein the combined poly(tetramethylene-co-ethyleneether) glycol and the poly(ethylene ether) glycol has an overall percentage of units derived from ethylene oxide from about 35 to about 70 mole percent.

32 . A process for preparing spandex comprising:
(a) contacting a poly(tetramethylene-co-ethyleneether) glycol comprising constituent units derived by copolymerizing tetrahydrofuran and ethylene oxide wherein the portion of the units derived from ethylene oxide is present in the poly(tetramethylene-co-ethyleneether) glycol from greater than about 37 to about 70 mole percent and a polymeric glycol with at least one diisocyanate to form a capped glycol; (b) optionally adding a solvent to the product of (a); (c) contacting the product of (b) with at least one diamine or diol chain extender; and (d) spinning the product of (c) to form spandex; wherein the polymeric glycol is selected from the group consisting of a poly(tetramethylene ether) glycol, a poly(tetramethylene-co-2-methyltetramethyleneether) glycol, a poly(propylene ether) glycol, a polycarbonate glycol, a polyester glycol, and combinations thereof; and wherein the combined poly(tetramethylene-co-ethyleneether) glycol and the polymeric glycol has an overall percentage of units derived from ethylene oxide less than or equal to about 35 mole percent.

33 . A fabric comprising the spandex of claim 1 .

34 . A fabric comprising the spandex of claim 26 .

35 . A garment or textile article comprising the fabric of claim 33 .

36 . A garment or textile article comprising the fabric of claim 34 .

37 . (canceled)

38 . A dispersion, a c

Assignees

• Invista North America Sarl

Inventors

• Palmer Jr Charles F

Classifications

• C08G18/833 Primary

  by nitrogen containing compounds (by azo compounds C08G18/85) · CPC title

• D02G3/02

  Yarns or threads characterised by the material or by the materials from which they are made · CPC title

• C08G18/72

  Polyisocyanates or polyisothiocyanates · CPC title

• C08G18/48 Primary

  Polyethers · CPC title

• C08G18/12

  using two or more compounds having active hydrogen in the first polymerisation step · CPC title