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US3940542A Expired / Lapsed US ⏱️ 0.0 years remaining

Polyurethane hydrogel fibers and tapes and composites with natural and other synthetic fibers or films

Assignee: Union Carbide Corp
•
Filing: 1974-06-18
•
Granted: 1976-02-24
•
Expires: 1994-06-18
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Abstract

Abstract Method for the production of water swellable, lightly crosslinked, hydrogel polymer tapes or fibers comprises extruding an isocyanato terminated prepolymer of a poly(alkyleneoxy) polyol and an organic diisocyanate into a coagulant or crosslinking bath containing water or organic polyamine as the crosslinker.

Inventors

  • 👤 Robert John Knopf
  • 👤 Virgil Edison Matthews
  • 👤 Allen Paul Jones, Jr.

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 14:37
CPC Classifications
D; D01; D01F; D01F6/00; D01F6/58; D01F6/70; A; A61; A61L; A61L15/00; A61L15/16; A61L15/42; A61L15/60; C; C08; C08G; C08G18/00; C08G18/06; C08G18/08; C08G18/28; C08G18/40; C08G18/48; C08G18/4833; D01F11/00; D01F11/04; D01F11/08; C08G2210/00; C08G2310/00; Y; Y10; Y10S; Y10S428/00; Y10S428/913; Y10S521/00; Y10S521/905; Y10S528/00; Y10S528/904; Y10T; Y10T428/00; Y10T428/29; Y10T428/2913; Y10T428/31504; Y10T428/31551

Claims Analysis

Total Claims: 48
Claim 1
Independent Claim 261 words
An article of manufacture comprising a composite of (I) a tape or fiber of a water swellable, lightly crosslinked, hydrogel polymer of the isocyanato terminated prepolymer comprising the reaction product of: i. a poly(alkyleneoxy) polyol having an average molecular weight up to about 25,000 wherein the alkyleneoxy group contains from 2 to 4 carbon atoms, and ii. an organic diisocyanate, said prepolymer lightly crosslinked with an equivalent amount of a crosslinking agent of the group: iii. water or organic polyamine; wherein said poly(alkyleneoxy) polyol is a mixture of a major amount of a poly(ethyleneoxy) diol having an average molecular weight of from about 4,000 to about 25,000 and a minor amount of a higher polyol of the group poly(alkyleneoxy) triol or poly(alkyleneoxy) tetrol or aliphatic polyhydroxyl compound of the formula C n H 2n +2 -m (OH) m wherein n has a value of 3 to 6 and m has a value of 3 to 4 or mixtures thereof, said triol or tetrol having an average molecular weight of from about 92 to 5,000 wherein the mole ratio of diol to higher polyol in said mixture is from about 6:1 to 40:1; wherein the equivalents ratio of isocyanato groups to hydroxyl groups is from about 1.2:1 to about 1.6:1; wherein the organic polyamine is a primary or secondary diamine or triamine and wherein the equivalents of reactive crosslinking groups in said crosslinking agent used in equivalent to the number of equivalents of isocyanato groups present in said prepolymer; in combination with (II) a natural or a different synthetic fiber or film.
Claim 2
Dependent Claim 261 words
An article of manufacture comprising a composite of (I) a tape or fiber of a water swellable, lightly crosslinked, hydrogel polymer of the isocyanato terminated prepolymer comprising the reaction product of: i. a poly(alkyleneoxy) polyol having an average molecular weight up to about 25,000 wherein the alkyleneoxy group contains from 2 to 4 carbon atoms, and ii. an organic diisocyanate, said prepolymer lightly crosslinked with an equivalent amount of a crosslinking agent of the group: iii. water or organic polyamine; wherein said poly(alkyleneoxy) polyol is a mixture of a major amount of a poly(ethyleneoxy) diol having an average molecular weight of from about 4,000 to about 25,000 and a minor amount of a higher polyol of the group poly(alkyleneoxy) triol or poly(alkyleneoxy) tetrol or aliphatic polyhydroxyl compound of the formula C n H 2n +2 -m (OH) m wherein n has a value of 3 to 6 and m has a value of 3 to 4 or mixtures thereof, said triol or tetrol having an average molecular weight of from about 92 to 5,000 wherein the mole ratio of diol to higher polyol in said mixture is from about 6:1 to 40:1; wherein the equivalents ratio of isocyanato groups to hydroxyl groups is from about 1.2:1 to about 1.6:1; wherein the organic polyamine is a primary or secondary diamine or triamine and wherein the equivalents of reactive crosslinking groups in said crosslinking agent used in equivalent to the number of equivalents of isocyanato groups present in said prepolymer; in combination with (II) a natural or a different synthetic fiber or film.
Claim 3
Independent Claim 274 words
A method for producing a lightly crosslinked, water swellable, hydrogel polymer tape or fiber which comprises the steps of: A. producing an organic solvent solution of an isocyanato terminated prepolymer comprising the reaction product of: i. poly(alkyleneoxy) polyol having an average molecular weight up to about 25,000, wherein the alkyleneoxy group contains from 2 to 4 carbon atoms, and ii. organic diisocyanate, wherein said poly(alkyleneoxy) polyol is a mixture of a major amount of a poly(ethyleneoxy) diol having an average molecular weight of from about 4,000 to about 25,000 and a minor amount of a higher polyol of the group poly(alkyleneoxy) triol or poly(alkyleneoxy) tetrol or aliphatic polyhydroxyl compound of the formula C n H 2n +2 -m (OH) m wherein n has a value of 3 to 6 and m has a value of 3 to 4 or mixtures thereof, said triol or tetrol having an average molecular weight of from about 92 to 5,000, wherein the mole ratio of diol to higher polyol in said mixture is from about 6:1 to 40:1; and wherein the equivalents ratio of isocyanato groups to hydroxyl groups is from about 1.2:1 to about 1.6:1; B. extruding or spinning said isocyanato terminated prepolymer solution into a crosslinking bath comprising: i. a crosslinking agent for the isocyanato terminated prepolymer of the group (a) water or (b) organic polyamine, wherein said polyamine is a primary or secondary diamine or triamine and wherein the equivalents of reactive crosslinking groups in said crosslinking agent used is equivalent to the number of equivalents of isocyanato groups present in said prepolymer; and C. recovering the lightly crosslinked, water swellable, hydrogel tape or fiber.
Claim 4
Independent Claim 274 words
A method for producing a lightly crosslinked, water swellable, hydrogel polymer tape or fiber which comprises the steps of: A. producing an organic solvent solution of an isocyanato terminated prepolymer comprising the reaction product of: i. poly(alkyleneoxy) polyol having an average molecular weight up to about 25,000, wherein the alkyleneoxy group contains from 2 to 4 carbon atoms, and ii. organic diisocyanate, wherein said poly(alkyleneoxy) polyol is a mixture of a major amount of a poly(ethyleneoxy) diol having an average molecular weight of from about 4,000 to about 25,000 and a minor amount of a higher polyol of the group poly(alkyleneoxy) triol or poly(alkyleneoxy) tetrol or aliphatic polyhydroxyl compound of the formula C n H 2n +2 -m (OH) m wherein n has a value of 3 to 6 and m has a value of 3 to 4 or mixtures thereof, said triol or tetrol having an average molecular weight of from about 92 to 5,000, wherein the mole ratio of diol to higher polyol in said mixture is from about 6:1 to 40:1; and wherein the equivalents ratio of isocyanato groups to hydroxyl groups is from about 1.2:1 to about 1.6:1; B. extruding or spinning said isocyanato terminated prepolymer solution into a crosslinking bath comprising: i. a crosslinking agent for the isocyanato terminated prepolymer of the group (a) water or (b) organic polyamine, wherein said polyamine is a primary or secondary diamine or triamine and wherein the equivalents of reactive crosslinking groups in said crosslinking agent used is equivalent to the number of equivalents of isocyanato groups present in said prepolymer; and C. recovering the lightly crosslinked, water swellable, hydrogel tape or fiber.
Claim 5
Dependent Claim 35 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 1, wherein said poly(alkyleneoxy) polyol is poly(ethyleneoxy) diol having an average molecular weight of from 4,000 to 25,000.
Claim 6
Dependent Claim 36 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 2, wherein said poly(alkyleneoxy) polyol is poly(alkyleneoxy) diol having an average molecular weight of from about 6,000 to 20,000.
Claim 7
Dependent Claim 69 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 2, wherein said poly(alkyleneoxy) polyol is a mixture of poly(ethyleneoxy) diol having an average molecular weight of from about 6,000 to 20,000 and a poly(ethyleneoxy) triol having an average molecular weight of from about 500 to 1,500, wherein the mole ratio of diol to triol is from about 15:1 to about 30:1.
Claim 8
Dependent Claim 25 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 2, wherein said organic diisocyanate is tolylene diisocyanate.
Claim 9
Dependent Claim 25 words
The method for producing water swellble, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 3, wherein said organic diisocyanate is tolylene diisocyanate.
Claim 10
Dependent Claim 25 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 4, wherein said organic diisocyanate is tolylene diisocyanate.
Claim 11
Dependent Claim 25 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 5, wherein said organic diisocyanate is tolylene diisocyanate.
Claim 12
Dependent Claim 24 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 2, wherein said organic diisocyanate it methylenebis(4-phenylisocyanate).
Claim 13
Dependent Claim 24 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 3, wherein said organic diisocyanate is methylenebis(4-phenylisocyanate).
Claim 14
Dependent Claim 24 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 4, wherein said organic diisocyanate is methylenebis(4-phenylisocyanate).
Claim 15
Dependent Claim 24 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 5, wherein said orgnaic diisocyanate is methylenebis(4-phenylisocyanate).
Claim 16
Dependent Claim 36 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 2, wherein said crosslinking agent is water present in said coagulant bath at a concentration up to 0.05 N.
Claim 17
Dependent Claim 36 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 5, wherein said crosslinking agent is water present in said coagulant bath at a concentration up to 0.05 N.
Claim 18
Dependent Claim 36 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 6, wherein said crosslinking agent is water present in said coagulant bath at a concentration up to 0.05 N.
Claim 19
Dependent Claim 36 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 9, wherein said crosslinking agent is water present in said coagulant bath at a concentration up to 0.05 N.
Claim 20
Dependent Claim 36 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 10, wherein said crosslinking agent is water present in said coagulant bath at a concentration up to 0.05 N.
Claim 21
Dependent Claim 36 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 13, wherein said crosslinking agent is water present in said coagulant bath at a concentration up to 0.05 N.
Claim 22
Dependent Claim 38 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 2, wherein said crosslinking agent is an organic diamine present in said coagulant bath at a concentration up to 0.05 N.
Claim 23
Dependent Claim 37 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 2, wherein said crosslinking agent is ethylene diamine present in said coagulant bath at a concentration up to 0.05 N.
Claim 24
Dependent Claim 37 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 5, wherein said crosslinking agent is ethylene diamine present in said coagulant bath at a concentration up to 0.05 N.
Claim 25
Dependent Claim 37 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 6, wherein said crosslinking agent is ethylene diamine present in said coagulant bath at a concentration up to 0.05 N.
Claim 26
Dependent Claim 38 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 9, wherein said crosslinking agent is ethylene diamine present in said coagulant bath at a concentration of up to 0.05 N.
Claim 27
Dependent Claim 37 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 10, wherein said crosslinking agent is ethylene diamine present in said coagulant bath at a concentration up to 0.05 N.
Claim 28
Dependent Claim 37 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 11, wherein said crosslinking agent is ethylene diamine present in said coagulant bath at a concentration up to 0.05 N.
Claim 29
Dependent Claim 43 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 2 wherein said crosslinking agent is a mixture of organic diamine and organic triamine present in said coagulant bath at a concentration up to 0.05 N.
Claim 30
Dependent Claim 43 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 3, wherein said crosslinking agent is a mixture of organic diamine and organic triamine present is said coagulant bath at a concentration up to 0.05 N.
Claim 31
Dependent Claim 43 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 4, wherein said crosslinking agent is a mixture of organic diamine and organic triamine present in said coagulant bath at a concentration up to 0.05 N.
Claim 32
Dependent Claim 42 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 7, wherein said crosslinking agent is a mixture of organic diamine and organic triamine present in said coagulant at a concentration up to 0.05 N.
Claim 33
Dependent Claim 43 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 8, wherein said crosslinking agent is a mixture of organic diamine and organic triamine present in said coagulant bath at a concentration up to 0.05 N.
Claim 34
Dependent Claim 43 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 11, wherein said crosslinking agent is a mixture of organic diamine and organic triamine present in said coagulant bath at a concentration up to 0.05 N.
Claim 35
Dependent Claim 43 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 12, wherein said crosslinking agent is a mixture of organic diamine and organic triamine present in said coagulant bath at a concentration up to 0.05 N.
Claim 36
Dependent Claim 43 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 2, wherein the crosslinking agent is a mixture of ethylene diamine and diethylene triamine present in said coagulant bath at a concentration up to 0.05 N.
Claim 37
Dependent Claim 43 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 3, wherein the crosslinking agent is a mixture of ethylene diamine and diethylene triamine present in said coagulant bath at a concentration up to 0.05 N.
Claim 38
Dependent Claim 42 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 4, wherein the crosslinking agent is a mixture of ethylene diamine and diethylene triamine present in said coagulant bath at a concentration up to 0.05N.
Claim 39
Dependent Claim 43 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 7, wherein the crosslinking agent is a mixture of ethylene diamine and diethylene triamine present in said coagulant bath at a concentration up to 0.05 N.
Claim 40
Dependent Claim 43 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 8, wherein the crosslinking agent is a mixture of ethylene diamine and diethylene triamine present in said coagulant bath at a concentration up to 0.05 N.
Claim 41
Dependent Claim 43 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 11, wherein the crosslinking agent is a mixture of ethylene diamine and diethylene triamine present in said coagulant bath at a concentration up to 0.05 N.
Claim 42
Dependent Claim 42 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 12, wherein the crosslinking agent is a mixture of ethylene diamine and diethylene triamine present in said coagulant bath at a concentration up to 0.05N.
Claim 43
Dependent Claim 55 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 2, wherein said poly(alkyleneoxy) polyol is poly(ethyleneoxy) diol, said organic diisocyanate is tolylene diisocyanate, and said crosslinker is a mixture of ethylene diamine and diethylene triamine present in said coagulant bath at a concentration up to 0.05 N.
Claim 44
Dependent Claim 55 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 2, wherein said poly(alkyleneoxy) polyol is poly(ethyleneoxy) diol, said organic diisocyanate is methylene bis(4-phenylisocyanate), and said crosslinker is a mixture of ethylene diamine and diethylene triamine present in said coagulant bath at a concentration up to 0.05 N.
Claim 45
Dependent Claim 54 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 2, wherein said poly(alkyleneoxy) polyol is a mixture of poly(ethyleneoxy) diol and poly(ethyleneoxy) triol, said organic diisocyanate is tolylene diisocyanate, and said crosslinker is water present in said coagulant bath at a concentration up to 0.05 N.
Claim 46
Dependent Claim 53 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 2, wherein said poly(alkyleneoxy) polyol is a mixture of poly(ethyleneoxy) diol and poly(ethylenoxy) triol, said organic diisocyanate is methylenebis(4-phenylisocyanate), and said crosslinker is water present in said coagulant bath at a concentration up to 0.05 N.
Claim 47
Dependent Claim 55 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 2, wherein said poly(alkyleneoxy) polyol is a mixture of poly(ethyleneoxy) diol and poly(ethyleneoxy) triol, said organic diisocyanate is tolylene diisocyanate, and said crosslinker is ethylene diamine present in said coagulant bath at a concentration up to 0.05 N.
Claim 48
Dependent Claim 55 words
The method for producing water swellable, lightly crosslinked, hydrogel polymer tape or film as claimed in claim 2, wherein said poly(alkyleneoxy) polyol is a mixture of poly(ethyleneoxy) diol and poly(ethyleneoxy) triol, said organic diisocyanate is methylene bis(4-phenylisocyanate), and said crosslinker is ethylene diamine present in said coagulant bath at a concentration up to 0.05 N.

References Cited (Backward Citations)

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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-02-23 1979-08-25 1980-02-24 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-02-23 1983-08-25 1984-02-24 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-02-23 1987-08-25 1988-02-24 $7700.00 Window Closed / Lapsed

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