US5591820A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Polyurethane pressure-sensitive adhesives
Assignee: ER Squibb and Sons LLC
•
Filing: 1995-05-09
•
Granted: 1997-01-07
•
Expires: 2015-05-09
Abstract
Abstract Pressure-sensitive adhesives which possess absorptivity and/or permeability properties to remove transepidermal water loss and/or other bodily fluids that come into contact with the adhesive, in combination with a fine balance of cohesion and adhesion properties, can be formulated by controlling the crosslinking of a polyurethane polymer having excess hydroxyl functionality, a glass transition temperature of less than about 0 DEG C., a moisture absorption of at least about 20% of its weight and/or a moisture vapor transmission rate of at least about 300 grams/meter2/24 hours measured at 37 DEG C. and a 90% relative humidity gradient. Adhesives of these polymers possess a peel adhesion to human skin of between about 0.3 and 4 newtons/cm width of the polymer or adhesive.
Inventors
- 👤 Agis Kydonieus
- 👤 Ladislav Bastar
- 👤 Kishore Shah
- 👤 Khosrow Jamshidi
- 👤 Tak-lung Chang
- 👤 Sheng-hung Kuo
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 22:22
CPC Classifications
C; C09; C09J; C09J175/00; C09J175/04; A; A61; A61L; A61L31/00; A61L31/14; A61L31/148; A61L31/04; A61L31/06; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/48; C08G18/4804; C08G18/70; C08G18/72; C08G18/73; C08G18/74; C08G18/76; C09J175/08; C09J2483/00; C09J2483/005; Y; Y10; Y10S; Y10S528/00; Y10S528/905; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31551
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
202 words
A pressure-sensitive adhesive comprising a polyurethane polymer formed by the reaction of an isocyanate component and a polyol component having a molecular weight between about 1,000 and 10,000, said components being reacted at a molar ratio of isocyanate moieties to hydroxyl moieties of less than one, said polymer being free from any added tackifying and plasticizing agents, said polymer having a glass transition temperature of less than about 0° C., a moisture absorption at equilibrium of at least 20% of its weight, and a peel adhesion to human skin of between about 0.3 and 4 newtons/cm width of the polymer, wherein said isocyanate and said polyol components each have a functionality of at least two and wherein at least one of said components has a functionality that is greater than 2, and further wherein said polyurethane polymer is crosslinked to a crosslink density α of between about 10 -4 and 10 -3 wherein α is defined by the equation ##EQU5## where i=1 to n where n is the number of the reactant components; X i =the mole fraction of the i th component; F i =the functionality of the i th component; r=the NCO/OH ratio; and Mw=the molecular weight of the polyol.
Claim 2
Dependent Claim
202 words
A pressure-sensitive adhesive comprising a polyurethane polymer formed by the reaction of an isocyanate component and a polyol component having a molecular weight between about 1,000 and 10,000, said components being reacted at a molar ratio of isocyanate moieties to hydroxyl moieties of less than one, said polymer being free from any added tackifying and plasticizing agents, said polymer having a glass transition temperature of less than about 0° C., a moisture absorption at equilibrium of at least 20% of its weight, and a peel adhesion to human skin of between about 0.3 and 4 newtons/cm width of the polymer, wherein said isocyanate and said polyol components each have a functionality of at least two and wherein at least one of said components has a functionality that is greater than 2, and further wherein said polyurethane polymer is crosslinked to a crosslink density α of between about 10 -4 and 10 -3 wherein α is defined by the equation ##EQU5## where i=1 to n where n is the number of the reactant components; X i =the mole fraction of the i th component; F i =the functionality of the i th component; r=the NCO/OH ratio; and Mw=the molecular weight of the polyol.
Claim 3
Dependent Claim
45 words
The pressure-sensitive adhesive of claim 1 wherein the glass transition temperature is less than about -30° C., the moisture absorption at equilibrium is at least about 100% of its weight, and the peel adhesion is between about 0.5 and 3.5 newtons/cm width of the polymer.
Claim 4
Dependent Claim
53 words
The pressure-sensitive adhesive of claim 1 wherein the polyurethane polymer has a moisture vapor transmission rate of at least about 300 grams/meter 2 /24 hours measured at 37° C. and a 90% relative humidity gradient, and a peel adhesion to human skin of between about 0.5 and 3.5 newtons/cm width of the polymer.
Claim 5
Dependent Claim
31 words
The pressure-sensitive adhesive of claim 3 wherein the glass transition temperature is less than about -30° C., and the moisture vapor transmission rate is at least about 500 grams/meter 2 /24.
Claim 6
Dependent Claim
27 words
The pressure-sensitive adhesive of claim 1 wherein the isocyanate component is an aliphatic polyisocyanate and the crosslink density is between about 2×10 -4 and 10 -3 .
Claim 7
Dependent Claim
27 words
The pressure-sensitive adhesive of claim 1 wherein the isocyanate component is an aromatic polyisocyanate and the crosslink density is between about 4×10 -4 and 9×10 -4 .
Claim 8
Dependent Claim
16 words
The pressure-sensitive adhesive of claim 1 wherein the molar ratio is between about 0.5 and 0.99.
Claim 9
Dependent Claim
16 words
The pressure-sensitive adhesive of claim 1 wherein the molar ratio is between about 0.65 and 0.9.
Claim 10
Dependent Claim
22 words
The pressure-sensitive adhesive of claim 1 wherein the polyether polyol is a homopolymer or copolymer containing ethylene oxide or propylene oxide groups.
Claim 11
Dependent Claim
40 words
The pressure-sensitive adhesive of claim 1 wherein the polyol component comprises a polyether polyol having a molecular weight of between about 1000 and 10,000 and a functionality of greater than 2 and the isocyanate component has a functionality of 2.
Claim 12
Dependent Claim
27 words
The pressure-sensitive adhesive of claim 1 wherein the polyol component is a polyether diol or triol containing at least about 30% by weight of ethylene oxide groups.
Claim 13
Dependent Claim
15 words
The pressure-sensitive adhesive of claim 1 wherein the polyol component is a hydroxyl terminated prepolymer.
Claim 14
Dependent Claim
31 words
The pressure-sensitive adhesive of claim 1 wherein the isocyanate component is an aliphatic or aromatic diisocyanate or a combination thereof, and the polyol component has a functionality of greater than 2.
Claim 15
Dependent Claim
15 words
The pressure-sensitive adhesive of claim 1 wherein the isocyanate component is an isocyanate terminated prepolymer.
Claim 16
Independent Claim
287 words
A method for making a pressure-sensitive adhesive for application to skin which comprises: providing a mixture of an isocyanate component, having a functionality of at least 2, and a polyol component having a molecular weight of between about 1,000 and 10,000 and also having a functionality of at least 2 at a molar ratio of isocyanate moieties to hydroxyl moieties of less than one; selecting at least one of the components to have a functionality that is greater than two to facilitate crosslinking; and reacting the isocyanate and polyol components in the presence of a catalyst to form a polyurethane polymer, said polyurethane polymer being free from any added tackifying and plasticizing agents, having a glass transition temperature of less than about 0° C., having a moisture absorption of at least about 20% of its weight and/or a moisture vapor transmission rate of at least about 300 grams/meter 2 /24 hours measured at 37° C. and 90% relative humidity gradient, and having a peel adhesion to human skin of between about 0.3 and 4 newtons/cm width of the polymer wherein said polyurethane polymer is crosslinked to a crosslink density α of between about 10 -4 and 10 -3 wherein α is defined by the equation: ##EQU6## where i=1 to n where n is the number of the reactant components; X i =the mole fraction of the i th component; F i =the functionality of the i th component; r=the NCO/OH ratio; and Mw=the molecular weight of the polyol. transmission rate of at least about 300 grams/meter 2 /24 hours measured at 37° C. and a 90% relative humidity gradient, and a peel adhesion to human skin of between about 0.3 and 4 newtons/cm width of the polymer.
Claim 17
Independent Claim
287 words
A method for making a pressure-sensitive adhesive for application to skin which comprises: providing a mixture of an isocyanate component, having a functionality of at least 2, and a polyol component having a molecular weight of between about 1,000 and 10,000 and also having a functionality of at least 2 at a molar ratio of isocyanate moieties to hydroxyl moieties of less than one; selecting at least one of the components to have a functionality that is greater than two to facilitate crosslinking; and reacting the isocyanate and polyol components in the presence of a catalyst to form a polyurethane polymer, said polyurethane polymer being free from any added tackifying and plasticizing agents, having a glass transition temperature of less than about 0° C., having a moisture absorption of at least about 20% of its weight and/or a moisture vapor transmission rate of at least about 300 grams/meter 2 /24 hours measured at 37° C. and 90% relative humidity gradient, and having a peel adhesion to human skin of between about 0.3 and 4 newtons/cm width of the polymer wherein said polyurethane polymer is crosslinked to a crosslink density α of between about 10 -4 and 10 -3 wherein α is defined by the equation: ##EQU6## where i=1 to n where n is the number of the reactant components; X i =the mole fraction of the i th component; F i =the functionality of the i th component; r=the NCO/OH ratio; and Mw=the molecular weight of the polyol. transmission rate of at least about 300 grams/meter 2 /24 hours measured at 37° C. and a 90% relative humidity gradient, and a peel adhesion to human skin of between about 0.3 and 4 newtons/cm width of the polymer.
Claim 18
Dependent Claim
34 words
The method of claim 15 which further comprises casting the mixture upon a substrate and heating the mixture at a sufficient temperature and for a sufficient time to form a layer of the polymer.
Claim 19
Dependent Claim
30 words
The method of claim 16 wherein the mixture is heated to a temperature of between about 100° and 150° C. for a time of between about 1 to 25 minutes.
Claim 20
Dependent Claim
43 words
The method of claim 15 which further comprises providing a polyether polyol containing at least about 30% by weight of ethylene oxide groups in order to form a polymer having a moisture absorption at equilibrium of at least about 20% of its weight.
Claim 21
Dependent Claim
37 words
The method of claim 15 which further comprises forming an isocyanate terminated prepolymer by reaction of a portion of the polyol component with the isocyanate component prior to reaction of the prepolymer with the remaining polyol component.
Claim 22
Dependent Claim
27 words
The method of claim 15 which further comprises selecting the polyol component to have a hydroxyl functionality of greater than 2 to obtain the desired crosslink density.
Claim 23
Dependent Claim
27 words
The method of claim 15 which further comprises selecting the isocyanate component to have an isocyanate functionality of greater than 2 to obtain the desired crosslink density.
Claim 24
Dependent Claim
21 words
The method of claim 15 which further comprises providing the polymer in the form of a layer upon a backing material.
Claim 25
Dependent Claim
21 words
The method of claim 22 which further comprises providing the polymer in the form of a layer upon a release layer.
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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) | 2000-01-07 | 2000-07-08 | 2001-01-07 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2004-01-07 | 2004-07-08 | 2005-01-07 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2008-01-07 | 2008-07-08 | 2009-01-07 | $7700.00 | Window Closed / Lapsed |