US6017997A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Waterborne polyurethane having film properties comparable to rubber
Assignee: Lubrizol Advanced Materials Inc
•
Filing: 1997-10-31
•
Granted: 2000-01-25
•
Expires: 2017-10-31
Abstract
Abstract A waterborne dispersion of a polyurethane polymer is disclosed, which is useful as a film having improved mechanical properties. More particularly, the film has properties comparable to rubber; including, a percentage elongation greater than 700%; a tensile strength greater than 3500 psi; a 100% modulus below 450 psi; a 300% modulus below 700 psi; and, a 500% modulus below 1500 psi. The film can be prepared in the absence of a solvent, thus making it attractive for a variety of protection products for medical and industrial applications such as gloves, condoms, catheters, and the like. The polymer is useful as a coating for textiles, such as backcoatings, fabric or fiber saturants, finishes, or transfer coatings, or other textile and non-textile applications where good elastomeric properties would be useful.
Inventors
- 👤 George E. Snow
- 👤 Tina R. Dame
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 13:08
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/08; C08G18/28; C08G18/40; C08G18/48; C08G18/4866; A; A61; A61F; A61F6/00; A61F6/02; A61F6/04; A61L; A61L29/00; A61L29/04; A61L29/06; A61L31/00; A61L31/04; A61L31/06; C08G18/0804; C08G18/0819; C08G18/0823; C08G18/10; C08G18/12; C08G18/42; C08G18/4236; C08G18/4238; C08G75/00; C08G75/02; C08G75/04; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31551
Claims Analysis
Total Claims: 64
Claim 1
Independent Claim
229 words
A waterborne polyurethane dispersion wherein the polyurethane comprises the reaction product of (a) a polyisocyanate component selected from the group consisting of an aliphatic polyisocyanate, an aromatic polyisocyanate, a cycloaliphatic polyisocyanate, and an araliphatic polyisocyanate; (b) a long-chain, active hydrogen containing material, containing 2 or more active hydrogens per molecule selected from the group consisting of a polyamide, a polyester polyol, a polyether polyol and mixtures thereof, having an average molecular weight from about 2900 to about 5500 Daltons, and being a liquid at 90° F. or lower; and (c) a water-solubilizing compound having water-solubilizing groups selected from the group consisting of dimethylol propanoic acid, tartaric acid, dimethylol butanoic acid, glycollic acid, thioglycollic acid, lactic acid, malic acid, dihydroxymalic acid, dihydroxytartaric acid, and 2,6-dihydroxybenzoic acid and present in a range of from about 2 wt. % to about 4 wt. % of the total prepolymer, to form an isocyanate prepolymer, having a NCO to OH ratio of about 1.3/1 to about 4.0/1, which is neutralized by reaction with a tertiary amine, dispersed in water, and chain extended by reaction with an amine, said polyurethane dispersion, when in the form of a film, having elastic properties comparable to rubber, a tensile strength greater than about 3500 psi, a 100% modulus below 450 psi, a 500% modulus below 1500 psi, and a percentage elongation greater than about 700% at 72° F.
Claim 2
Dependent Claim
229 words
A waterborne polyurethane dispersion wherein the polyurethane comprises the reaction product of (a) a polyisocyanate component selected from the group consisting of an aliphatic polyisocyanate, an aromatic polyisocyanate, a cycloaliphatic polyisocyanate, and an araliphatic polyisocyanate; (b) a long-chain, active hydrogen containing material, containing 2 or more active hydrogens per molecule selected from the group consisting of a polyamide, a polyester polyol, a polyether polyol and mixtures thereof, having an average molecular weight from about 2900 to about 5500 Daltons, and being a liquid at 90° F. or lower; and (c) a water-solubilizing compound having water-solubilizing groups selected from the group consisting of dimethylol propanoic acid, tartaric acid, dimethylol butanoic acid, glycollic acid, thioglycollic acid, lactic acid, malic acid, dihydroxymalic acid, dihydroxytartaric acid, and 2,6-dihydroxybenzoic acid and present in a range of from about 2 wt. % to about 4 wt. % of the total prepolymer, to form an isocyanate prepolymer, having a NCO to OH ratio of about 1.3/1 to about 4.0/1, which is neutralized by reaction with a tertiary amine, dispersed in water, and chain extended by reaction with an amine, said polyurethane dispersion, when in the form of a film, having elastic properties comparable to rubber, a tensile strength greater than about 3500 psi, a 100% modulus below 450 psi, a 500% modulus below 1500 psi, and a percentage elongation greater than about 700% at 72° F.
Claim 3
Dependent Claim
12 words
The polyurethane dispersion of claim 1 wherein the polyisocyanate is a diisocyanate.
Claim 4
Dependent Claim
21 words
The polyurethane dispersion of claim 1 wherein the NCO to OH ratio of the prepolymer is about 1.4/1 to about 3.0/1.
Claim 5
Dependent Claim
21 words
The polyurethane dispersion of claim 1 wherein the NCO to OH ratio of the prepolymer is about 1.8/1 to about 2.3/1.
Claim 6
Dependent Claim
21 words
The polyurethane dispersion of claim 1 wherein the NCO to OH ratio of the prepolymer is about 1.9/1 to about 2.1/1.
Claim 7
Dependent Claim
28 words
The polyurethane dispersion of claim 2 wherein the diisocyanate is one selected from the group consisting of isophorone diisocyanate, 2,2,4 trimethyl hexamethylene, 2,4,4 trimethyl hexamethylene and mixtures thereof.
Claim 8
Dependent Claim
41 words
The polyurethane dispersion of claim 2 wherein the diisocyanate is one selected from the group consisting of tetramethylxylene diisocyanate(TMXDI), cyclohexyl bis-methylenisocyanate(H 12 MDI), methane-bis(4-phenyl isocyanate)(MDI), toluene diisocyanate (TDI), 2,2,4 and 2,4,4 isomer blend of trimethyl hexamethylene diisocyanate (TMDI) and mixtures thereof.
Claim 9
Dependent Claim
35 words
The polyurethane dispersion of claim 1 wherein the polyester polyol is one selected from the group consisting of a hexanediol neopentyl glycol adipate, ethylene glycol/diethylene glycol adipate, and ethylene glycol/butane diol adipate, and mixtures thereof.
Claim 10
Dependent Claim
25 words
The polyurethane dispersion of claim 1 wherein the polyether polyol is one selected from the group consisting of poly-ethylene oxide, poly-propylene oxide, and mixtures thereof.
Claim 11
Dependent Claim
15 words
The polyurethane dispersion of claim 1 wherein the long-chain amine is an amine-terminated polypropylene glycol.
Claim 12
Dependent Claim
41 words
The polyurethane dispersion of claim 1 wherein the water-solubilizing compound is one selected from the group consisting of dimethylol propanoic acid, tartaric acid, dimethylol butanoic acid, glycollic acid, thioglycollic acid, lactic acid, malic acid, dihydroxymalic acid, dihydroxytartaric acid, and 2,6-dihydroxybenzoic acid.
Claim 13
Dependent Claim
14 words
The polyurethane dispersion of claim 1 wherein the water-solubilizing compound is dimethylol propanoic acid.
Claim 14
Dependent Claim
29 words
The polyurethane dispersion of claim 1 wherein the amine for chain extension is one selected from the group consisting of primary amines, secondary amines, inorganic amines and mixtures thereof.
Claim 15
Dependent Claim
29 words
The polyurethane dispersion of claim 1 wherein the amine for chain extension is one selected from the group consisting of diethylenetriamine, ethylene diamine, meta-xylylenediamine, aminoethylethanolamine, hydrazine and mixtures thereof.
Claim 16
Dependent Claim
23 words
The polyurethane dispersion of claim 1 wherein the tertiary amine is one selected from the group consisting of triethylamine, dimethylethanol amine, and N-methylmorpholine.
Claim 17
Dependent Claim
33 words
The polyurethane dispersion of claim 1 wherein the film further comprises a 100% modulus below 400 psi, a 300% modulus below 700 psi, and, a 500% modulus below 1500 psi at 72° F.
Claim 18
Dependent Claim
17 words
The polyurethane dispersion of claim 1 wherein the polyurethane is prepared in the absence of a solvent.
Claim 19
Dependent Claim
61 words
A waterborne polyurethane for use as a film having elastomeric properties, said film having a tensile strength greater than about 3500 psi, a 100% modulus below 450 psi, a percentage elongation greater than 700%, and being able to be stretched at room temperature to at least twice its original length and return to approximately its original length within a short time.
Claim 20
Dependent Claim
61 words
A waterborne polyurethane for use as a film having elastomeric properties, said film having a tensile strength greater than about 3500 psi, a 100% modulus below 450 psi, a percentage elongation greater than 700%, and being able to be stretched at room temperature to at least twice its original length and return to approximately its original length within a short time.
Claim 21
Dependent Claim
58 words
The polyurethane of claim 18 wherein the polyurethane comprises the reaction product of (a) a polyisocyanate component; (b) a long-chain polyol or a long-chain amine; and, (c) a water-solubilizing compound having water-solubilizing groups to form an isocyanate prepolymer, which is neutralized by reaction with a tertiary amine, dispersed in water, and chain extended by reaction with an amine.
Claim 22
Dependent Claim
29 words
The polyurethane of claim 19 wherein the polyisocyanate is one selected from the group consisting of an aliphatic polyisocyanate, an aromatic polyisocyanate, a cycloaliphatic polyisocyanate, and an araliphatic polyisocyanate.
Claim 23
Dependent Claim
11 words
The polyurethane of claim 19 wherein the polyisocyanate is a diisocyanate.
Claim 24
Dependent Claim
20 words
The polyurethane of claim 21 wherein the NCO to OH ratio of the prepolymer is about 1.8/1 to about 2.3/1.
Claim 25
Dependent Claim
27 words
The polyurethane of claim 21 wherein the diisocyanate is one selected from the group consisting of 2,2,4 trimethyl, hexamethylene, isophorone diisocyanate, 2,4,4 trimethyl hexamethylene and mixtures thereof.
Claim 26
Dependent Claim
34 words
The polyurethane of claim 21 wherein the diisocyanate is one selected from the group consisting tetramethylxylene diisocyanate(TMXDI), cyclohexyl bis-methylenisocyanate(H 12 MDI), methane-bis(4phenyl isocyanate)(MDI), toluene diisocyanate (TDI), 2,4,4 trimethyl hexamethylene diisocyanate (TMDI) and mixtures thereof.
Claim 27
Dependent Claim
29 words
The polyurethane of claim 19 wherein the long-chain polyol is one selected from the group consisting of a polycarbonate polyol, a polyester polyol, a polyether polyol and mixtures thereof.
Claim 28
Dependent Claim
36 words
The polyurethane of claim 25 wherein the polyester polyol is one selected from the group consisting of a ethylene glycol/diethylene glycol adipate, hexane diol neopentyl glycol adipic acid, and ethylene glycol/butane diol adipate, and mixtures thereof.
Claim 29
Dependent Claim
21 words
The polyurethane of claim 19 wherein the long-chain polyol has an average molecular weight from about 2900 to about 5500 Daltons.
Claim 30
Dependent Claim
24 words
The polyurethane of claim 25 wherein the polyether polyol is one selected from the group consisting of poly-ethylene oxide, poly-propylene oxide, and mixtures thereof.
Claim 31
Dependent Claim
14 words
The polyurethane of claim 19 wherein the long-chain amine is an amine-terminated polypropylene glycol.
Claim 32
Dependent Claim
40 words
The polyurethane of claim 19 wherein the water-solubilizing compound is one selected from the group consisting of dimethylol propanoic acid, tartaric acid, dimethylol butonic acid, glycollic acid, thioglycollic acid, lactic acid, malic acid, dihydroxymalic acid, dihydroxytartaric acid, and 2,6-dihydroxybenzoic acid.
Claim 33
Dependent Claim
29 words
The polyurethane of claim 19 wherein the water-solubilizing compound is present in a range of from about 2 wt. % to about 4 wt. % of the total prepolymer.
Claim 34
Dependent Claim
13 words
The polyurethane of claim 19 wherein the water-solubilizing compound is dimethylol propanoic acid.
Claim 35
Dependent Claim
28 words
The polyurethane of claim 19 wherein the amine for chain extension is one selected from the group consisting of primary amines, secondary amines, inorganic amines and mixtures thereof.
Claim 36
Dependent Claim
27 words
The polyurethane of claim 19 wherein the amine for chain extension is one selected from the group consisting of diethylenetriamine, ethylenediamine, meta-xylylenediamine, aminoethylethanolamine, hydrazine and mixtures thereof.
Claim 37
Dependent Claim
22 words
The polyurethane of claim 19 wherein the tertiary amine is one selected from the group consisting of triethylamine, dimethylethanol amine, and N-methylmorpholine.
Claim 38
Dependent Claim
32 words
The polyurethane of claim 19 wherein the film further comprises a 100% modulus below 450 psi, a 300% modulus below 700 psi, and a 500% modulus below 1500 psi at 72° F.
Claim 39
Dependent Claim
16 words
The polyurethane of claim 19 wherein the polyurethane is prepared in the absence of a solvent.
Claim 40
Dependent Claim
58 words
A film cast from a waterborne polyurethane dispersion, said film having a percentage elongation greater than 700%, a 100% modulus below 450 psi, a tensile strength greater than about 3500 psi, and being able to be stretched at room temperature to at least twice its original length and return to approximately its original length within a short time.
Claim 41
Dependent Claim
58 words
A film cast from a waterborne polyurethane dispersion, said film having a percentage elongation greater than 700%, a 100% modulus below 450 psi, a tensile strength greater than about 3500 psi, and being able to be stretched at room temperature to at least twice its original length and return to approximately its original length within a short time.
Claim 42
Dependent Claim
69 words
The film of claim 38, wherein said polyurethane comprises the reaction product of (a) a polyisocyanate component; (b) a long-chain polyol, polyamine, or other active hydrogen containing material, containing 2 or more active hydrogens per molecule; and (c) a water-solubilizing compound having water-solubilizing groups to form an isocyanate prepolymer, which is neutralized by reaction with a tertiary amine, dispersed in water, and chain extended by reaction with an amine.
Claim 43
Dependent Claim
29 words
The film of claim 39 wherein the polyisocyanate is one selected from the group consisting of an aliphatic polyisocyanate, an aromatic polyisocyanate, a cycloaliphatic polyisocyanate, and an araliphatic polyisocyanate.
Claim 44
Dependent Claim
11 words
The film of claim 39 wherein the polyisocyanate is a diisocyanate.
Claim 45
Dependent Claim
21 words
The polyurethane dispersion of claim 39 wherein the NCO to OH ratio of the prepolymer is about 1.8/1 to about 2.3/1.
Claim 46
Dependent Claim
25 words
The film of claim 41 wherein the diisocyanate is one selected from the group consisting of isophorone diisocyanate and isomer blends of trimethyl hexamethylene diisocyanate.
Claim 47
Dependent Claim
39 words
The film of claim 41 wherein the diisocyanate is one selected from the group consisting tetramethylxylene diisocyanate(TMXDI), cyclohexyl bis-methylenisocyanate(H 12 MDI), methane-bis(4-phenyl isocyanate)(MDI), toluene diisocyanate (TDI), 2,2,4 and 2,4,4 isomer blend of trimethyl hexamethylene diisocyanate (TMDI) and mixtures thereof.
Claim 48
Dependent Claim
26 words
The film of claim 39 wherein the long-chain polyol is one selected from the group consisting of a polyester polyol, a polyether polyol and mixtures thereof.
Claim 49
Dependent Claim
30 words
The film of claim 45 wherein the polyester polyol is one selected from the group consisting of a hexane diol neopentyl glycol aditate, ethylene glycol/diethylene glycol adipate, and mixtures thereof.
Claim 50
Dependent Claim
21 words
The film of claim 39 wherein the long-chain polyol has an average molecular weight from about 2900 to about 5500 Daltons.
Claim 51
Dependent Claim
25 words
The polyurethane dispersion of claim 45 wherein the polyether polyol is one selected from the group consisting of poly-ethylene oxide, poly-propylene oxide, and mixtures thereof.
Claim 52
Dependent Claim
15 words
The polyurethane dispersion of claim 39 wherein the long-chain amine is an amine-terminated polypropylene glycol.
Claim 53
Dependent Claim
40 words
The film of claim 39 wherein the water-solubilizing compound is one elected from the group consisting of dimethylol propanoic acid, tartaric acid, dimethylol butanoic acid, glycollic acid, thioglycollic acid, lactic acid, malic acid, dihydroxymalic acid, dihydroxytartaric acid, and 2,6-dihydroxybenzoic acid.
Claim 54
Dependent Claim
29 words
The polyurethane dispersion of claim 39 wherein the water-solubilizing compound is present in a range from about 2 wt. % to about 4 wt. % of the total prepolymer.
Claim 55
Dependent Claim
13 words
The film of claim 39 wherein the water-solubilizing compound is dimethylol propanoic acid.
Claim 56
Dependent Claim
28 words
The film of claim 39 wherein the amine for chain extension is one selected from the group consisting of primary amines, secondary amines, inorganic amines and mixtures thereof.
Claim 57
Dependent Claim
29 words
The film of claim 39 wherein the amine for chain extension is one selected from the group consisting of diethylene triamine, ethylene diamine, meta-xylylenediamine, aminoethylethanolamine, hydrazine and mixtures thereof.
Claim 58
Dependent Claim
22 words
The film of claim 39 wherein the tertiary amine is one selected from the group consisting of triethylamine, dimethylethanol amine, and N-methylmorpholine.
Claim 59
Dependent Claim
26 words
The film of claim 38 wherein the film further comprises a 300% modulus below 700 psi and a 500% modulus below 1500 psi at 72° F.
Claim 60
Dependent Claim
16 words
The film of claim 39 wherein the film is prepared in the absence of a solvent.
Claim 61
Dependent Claim
8 words
Medical gloves comprising the film of claim 38.
Claim 62
Dependent Claim
8 words
Contraceptive devices comprising the film of claim 38.
Claim 63
Dependent Claim
8 words
A catheter comprising the film of claim 38.
Claim 64
Dependent Claim
140 words
A waterborne polyurethane dispersion according to claim 1 wherein the polyisocyanate component is selected from the group consisting of isophorone diisocyanate, hexamethylene 1,6-diisocyanate, 1,12-dodecane diisocyanate, 2,2,4-trimethyl-hexamethylene diisocyanate, 2,4,4-trimethyl-hexamethylene diisocyanate, 2-methyl-1,5-pentamethylene diisocyanate, 2,2,4 and 2,4,4 isomer blend of trimethyl hexamethylene diisocyanate and mixtures thereof; the long-chain, active hydrogen containing material is a polyester polyol having an average molecular weight from about 2900 to about 5500 Daltons, and being a liquid at 90° F. or lower; and the water-solubilizing compound is selected from the group consisting of dimethylol propanoic acid, tartaric acid, dimethylol butanoic acid, glycollic acid, thioglycollic acid, lactic acid, malic acid, dihydroxymalic acid, dihydroxytartaric acid, and 2,6-dihydroxybenzoic acid and present in a range of from about 2 wt. % to about 4 wt. % of the total prepolymer; and the NCO to OH ratio is about 1.8/1 to about 2.3/1.
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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) | 2003-01-24 | 2003-07-26 | 2004-01-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2007-01-24 | 2007-07-26 | 2008-01-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2011-01-24 | 2011-07-26 | 2012-01-25 | $7700.00 | Window Closed / Lapsed |