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US4156066A Expired / Lapsed US ⏱️ 0.0 years remaining

Polyurethane polymers characterized by lactone groups and hydroxyl groups in the polymer backbone

Assignee: Tyndale Plains Hunter Ltd
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Filing: 1977-06-23
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Granted: 1979-05-22
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Expires: 1997-06-23
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Abstract

Abstract Polyurethane polymers characterized by a molecular weight above 6,000 and having lactone groups and hydroxyl groups in the polymer backbone are prepared by reacting a mixture of polyglycols proportioned so as to provide the desired polymer properties, a polyfunctional lactone and a polyfunctional isocyanate. The product is soluble in alkaline solutions and may be used for light sensitive photographic layers on films, paper or glass; in drug delivery systems, as burn dressings, in body implants such as vascular prosthesis, and in the manufacture of catheters. The novel polymers also find use in the manufacture of artificial finger nails, finger cots, adhesives, and in protective and hydrostatic drag resistant coatings. The water absorptivity of the polyurethane lactone polymers is above 10%, preferably above 20%, and these polymers may range to completely gel-like high water absorptive polymers. The polymers of the present invention can provide a leachable substrate wherein the leaching agent may be water, gases, alcohols, esters and body fluids, e.g., animal or human.

Inventors

  • 👤 Francis E. Gould

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 22:06
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/30; C08G18/34; C08G18/348; C08G18/08; C08G18/0804; C08G18/0819; C08G18/0823; C08G18/32; C08G18/3203; C08G18/65; C08G18/66; C08G18/6666; C08G18/667; Y; Y10; Y10S; Y10S528/00; Y10S528/904; Y10S602/00; Y10S602/904; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31551; Y10T428/31591; Y10T428/31598; Y10T428/31601

Claims Analysis

Total Claims: 47
Claim 1
Independent Claim 11 words
A polyurethane polyether resin having lactone groups in the polymer backbone.
Claim 2
Dependent Claim 11 words
A polyurethane polyether resin having lactone groups in the polymer backbone.
Claim 3
Dependent Claim 14 words
The polyurethane polyether resin of claim 1 having hydroxyl groups in the polymer backbone.
Claim 4
Dependent Claim 119 words
A polyurethane polyether resin characterized by a molecular weight above 6000 and having lactone groups in the polymer backbone, said urethane polymer comprising the reaction product of: (a) a polyfunctional lactone selected from the group consisting of (1) lactones having the formula: ##STR2## wherein R 1 is a monovalent radical selected from the group consisting of --H, --CHNH 2 , --SO 2 CH 3 , --CHOHCOOH, and --(CHOH) n CH 2 OH; n being an integer from 0 to 5; and R 2 is a divalent radical --(CHOH) m --; m being an integer from 3 to 10 and (2) D-glucuronolactone; (b) a polyalkylene oxide glycol; and (c) an organic polyisocyanate; said urethane polymer being soluble in alkaline solutions.
Claim 5
Dependent Claim 119 words
A polyurethane polyether resin characterized by a molecular weight above 6000 and having lactone groups in the polymer backbone, said urethane polymer comprising the reaction product of: (a) a polyfunctional lactone selected from the group consisting of (1) lactones having the formula: ##STR2## wherein R 1 is a monovalent radical selected from the group consisting of --H, --CHNH 2 , --SO 2 CH 3 , --CHOHCOOH, and --(CHOH) n CH 2 OH; n being an integer from 0 to 5; and R 2 is a divalent radical --(CHOH) m --; m being an integer from 3 to 10 and (2) D-glucuronolactone; (b) a polyalkylene oxide glycol; and (c) an organic polyisocyanate; said urethane polymer being soluble in alkaline solutions.
Claim 6
Dependent Claim 13 words
The polyurethane polyether resin of claim 3 wherein said lactone is delta gluconolactone.
Claim 7
Dependent Claim 12 words
The polyurethane polyether resin of claim 3 wherein said lactone is mannolactone.
Claim 8
Dependent Claim 12 words
The polyurethane polyether resin of claim 3 wherein said lactone is sorbolactone.
Claim 9
Dependent Claim 12 words
The polyurethane polyether resin of claim 3 wherein said lactone is D-glucuronolactone.
Claim 10
Dependent Claim 20 words
The polyurethane polyether resin of claim 3 wherein said polyalkylene oxide is polyethylene glycol having a molecular weight of 1450.
Claim 11
Dependent Claim 21 words
The polyurethane polyether resin of claim 3 wherein said polyalkylene oxide glycol is a mixture of polyethylene glycol and diethylene glycol.
Claim 12
Dependent Claim 45 words
The polyurethane polyether resin of claim 3 wherein said polyalkylene glycol is a block copolymer polyol characterized by a molecular weight of about 4750; said block copolymer polyol being obtained by adding poly(oxyethylene) groups to a poly(oxypropylene) chain having a molecular weight of about 950.
Claim 13
Dependent Claim 45 words
The polyurethane polyether resin of claim 3 wherein said polyalkylene glycol is a block copolymer polyol characterized by a molecular weight of about 7500; said block copolymer polyol being obtained by adding poly(oxyethylene) groups to a poly(oxypropylene) chain having a molecular weight of about 2250.
Claim 14
Dependent Claim 45 words
The polyurethane polyether resin of claim 3 wherein said polyalkylene glycol is a block copolymer polyol characterized by a molecular weight of about 6510; said block copolymer polyol being obtained by adding poly(oxyethylene) groups to a poly(oxypropylene) chain having a molecular weight of about 2250.
Claim 15
Dependent Claim 45 words
The polyurethane polyether resin of claim 3 wherein said polyalkylene glycol is a block copolymer polyol characterized by a molecular weight of about 13,333; said block copolymer polyol being obtained by adding poly(oxyethylene) groups to a poly(oxypropylene) chain having a molecular weight of about 4000.
Claim 16
Dependent Claim 15 words
The polyurethane polyether resin of claim 3 wherein said polyalkylene oxide glycol is polypropylene glycol.
Claim 17
Dependent Claim 13 words
The polyurethane polyether resin of claim 3 wherein said polyisocyanate is methylene di(cyclohexylisocyanate).
Claim 18
Dependent Claim 26 words
The polyurethane polyether resin of claim 3 wherein said polyalkylene oxide is a polyethylene oxide having a molecular weight in the range of 200 to 13,333.
Claim 19
Dependent Claim 25 words
A polyurethane polyether resin obtained by reacting a mixture of polyethylene glycol, diethylene glycol, delta gluconolactone and methylene di(cyclohexylisocyanate) in the presence of a catalyst.
Claim 20
Dependent Claim 25 words
A polyurethane polyether resin obtained by reacting a mixture of polyethylene glycol, diethylene glycol, delta gluconolactone and methylene di(cyclohexylisocyanate) in the presence of a catalyst.
Claim 21
Dependent Claim 51 words
The polyurethane polyether resin of claim 17 obtained by reacting a mixture of about 54.6 parts of polyethylene glycol (M. Wt. 1450), about 8.7 parts of diethylene glycol, about 5.8 parts of delta gluconolactone and about 40.4 parts of methylene di(cyclohexylisocyanate) in the presence of about 0.5 parts dibutyl tin dilaurate.
Claim 22
Dependent Claim 35 words
A carrier system comprising an active agent and a hydrophilic polymer as a carrier vehicle therefore, said carrier vehicle comprising a polyurethane polyether resin having free hydroxyl groups and carboxylate groups in the polymer backbone.
Claim 23
Dependent Claim 35 words
A carrier system comprising an active agent and a hydrophilic polymer as a carrier vehicle therefore, said carrier vehicle comprising a polyurethane polyether resin having free hydroxyl groups and carboxylate groups in the polymer backbone.
Claim 24
Dependent Claim 63 words
In a method for releasing an active agent in a medium in which said active agent is used the improvement comprising: incorporating said active agent in a polyurethane polyether resin having free hydroxyl groups and carboxylate groups in the polymer backbone; exposing said polyurethane with said active agent to said medium; and releasing said active agent into said medium at a predetermined rate.
Claim 25
Dependent Claim 63 words
In a method for releasing an active agent in a medium in which said active agent is used the improvement comprising: incorporating said active agent in a polyurethane polyether resin having free hydroxyl groups and carboxylate groups in the polymer backbone; exposing said polyurethane with said active agent to said medium; and releasing said active agent into said medium at a predetermined rate.
Claim 26
Dependent Claim 10 words
The method of claim 20 wherein the medium is water.
Claim 27
Dependent Claim 12 words
The method of claim 20 wherein the medium is a body fluid.
Claim 28
Dependent Claim 11 words
The method of claim 20 wherein the medium is a gas.
Claim 29
Dependent Claim 10 words
The method of claim 23 wherein said gas is air.
Claim 30
Dependent Claim 38 words
A photosensitive coating composition comprising an alkaline solution of a polyurethane polyether resin having free hydroxyl groups and carboxylate groups in the polymer backbone and a catalyst which accelerates the cross-linking of said resin when exposed to light.
Claim 31
Dependent Claim 38 words
A photosensitive coating composition comprising an alkaline solution of a polyurethane polyether resin having free hydroxyl groups and carboxylate groups in the polymer backbone and a catalyst which accelerates the cross-linking of said resin when exposed to light.
Claim 32
Dependent Claim 12 words
The coating composition of claim 25 wherein the catalyst is ammonium dichromate.
Claim 33
Dependent Claim 32 words
A photosensitive film comprising a layer of a dichromate catalysed polyurethane polyether resin having free hydroxyl groups and carboxylate groups in the polymer backbone supported on a substrate to which it adheres.
Claim 34
Dependent Claim 32 words
A photosensitive film comprising a layer of a dichromate catalysed polyurethane polyether resin having free hydroxyl groups and carboxylate groups in the polymer backbone supported on a substrate to which it adheres.
Claim 35
Independent Claim 42 words
A method of protecting and reducing the hydrostatic drag of a surface which comprises applying thereto a coating of a catalysed polyurethane polyether resin having free hydroxyl groups and carboxylate groups in the polymer backbone and exposing said resin coating to light.
Claim 36
Independent Claim 42 words
A method of protecting and reducing the hydrostatic drag of a surface which comprises applying thereto a coating of a catalysed polyurethane polyether resin having free hydroxyl groups and carboxylate groups in the polymer backbone and exposing said resin coating to light.
Claim 37
Dependent Claim 40 words
A hydrostatic drag resistant coating composition comprising an alkaline solution of a polyurethane polyether resin having free hydroxyl groups and carboxylate groups in the polymer backbone and a catalyst that accelerates the cross-linking of said resin when exposed to light.
Claim 38
Dependent Claim 40 words
A hydrostatic drag resistant coating composition comprising an alkaline solution of a polyurethane polyether resin having free hydroxyl groups and carboxylate groups in the polymer backbone and a catalyst that accelerates the cross-linking of said resin when exposed to light.
Claim 39
Dependent Claim 16 words
The coating composition of claim 29 having present therein an effective amount of an anti-fouling agent.
Claim 40
Dependent Claim 45 words
A composition useful in the treatment of burns comprising from about 1 to about 80 parts by weight of polyvinylpyrolidone-iodide and from about 20 to about 99 parts by weight of a polyether polyurethane resin having free hydroxyl and carboxylate groups in the polymer backbone.
Claim 41
Dependent Claim 45 words
A composition useful in the treatment of burns comprising from about 1 to about 80 parts by weight of polyvinylpyrolidone-iodide and from about 20 to about 99 parts by weight of a polyether polyurethane resin having free hydroxyl and carboxylate groups in the polymer backbone.
Claim 42
Dependent Claim 21 words
A burn dressing comprising a film of a polyurethane polyether resin having carboxylate groups and hydroxyl groups in the polymer backbone.
Claim 43
Dependent Claim 21 words
A burn dressing comprising a film of a polyurethane polyether resin having carboxylate groups and hydroxyl groups in the polymer backbone.
Claim 44
Dependent Claim 31 words
A burn dressing comprising a polyurethane polyether resin having carboxylate groups and hydroxyl groups in the polymer backbone, said polyurethane polyether resin being in the form of a finely divided powder.
Claim 45
Dependent Claim 31 words
A burn dressing comprising a polyurethane polyether resin having carboxylate groups and hydroxyl groups in the polymer backbone, said polyurethane polyether resin being in the form of a finely divided powder.
Claim 46
Independent Claim 29 words
A method of treating burns which comprises applying thereto from solution in a non-toxic solvent a polyurethane polyether resin having carboxylate groups and hydroxyl groups in the polymer backbone.
Claim 47
Independent Claim 29 words
A method of treating burns which comprises applying thereto from solution in a non-toxic solvent a polyurethane polyether resin having carboxylate groups and hydroxyl groups in the polymer backbone.

References Cited (Backward Citations)

US2962524A Cited
US3025269A Cited
US3461103A Cited
US3412054A Cited
US3993627A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1982-05-21 1982-11-20 1983-05-22 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-05-21 1986-11-20 1987-05-22 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-05-21 1990-11-20 1991-05-22 $7700.00 Window Closed / Lapsed

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