US4233205A
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Modified polyurethane liquid polymer compositions
Assignee: Olin Corp
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Filing: 1979-03-26
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Granted: 1980-11-11
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Expires: 1999-03-26
Abstract
Abstract A novel, heat curable, liquid polymer composition is disclosed which comprises a modified urethane oligomer containing ethylenic unsaturation, a free radical catalyst, a polyfunctional mercaptan, and a filler.
Inventors
- 👤 James M. O'Connor
- 👤 Willie J. Sessions
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 00:51
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/67; C08G18/671; C08G18/83; C08G18/834; C08G18/835; C08G75/00; C08G75/02; C08G75/04; C08G75/045; C08G75/12; C08L; C08L81/00; C08L81/04
Claims Analysis
Total Claims: 28
Claim 1
Independent Claim
140 words
A polyurethane liquid polymer composition comprising a urethane oligomer, a polyfunctional mercaptan monomer, a heat activated free radical generating catalyst, and a filler, said urethane oligomer having a final free NCO content from 0 to about 20 percent and being prepared by reacting (a) an isocyanate-terminated prepolymer having a final free NCO content ranging from about 0.1 to about 30 percent which is the product of reacting (1) an organic diisocyanate with (2) an aliphatic polyol having (i) an average equivalent weight of about 300 to about 4,000, (ii) an average functionality of about 2 to about 3, and (iii) said aliphatic polyol is selected from the group consisting of aliphatic polyether polyols, aliphatic polyester polyols and mixtures thereof, with (b) an isocyanate reactive group-containing unsaturated monomer selected from the group consisting of (1) unsaturated acrylates and (2) unsaturated amides.
Claim 2
Dependent Claim
140 words
A polyurethane liquid polymer composition comprising a urethane oligomer, a polyfunctional mercaptan monomer, a heat activated free radical generating catalyst, and a filler, said urethane oligomer having a final free NCO content from 0 to about 20 percent and being prepared by reacting (a) an isocyanate-terminated prepolymer having a final free NCO content ranging from about 0.1 to about 30 percent which is the product of reacting (1) an organic diisocyanate with (2) an aliphatic polyol having (i) an average equivalent weight of about 300 to about 4,000, (ii) an average functionality of about 2 to about 3, and (iii) said aliphatic polyol is selected from the group consisting of aliphatic polyether polyols, aliphatic polyester polyols and mixtures thereof, with (b) an isocyanate reactive group-containing unsaturated monomer selected from the group consisting of (1) unsaturated acrylates and (2) unsaturated amides.
Claim 3
Dependent Claim
17 words
The composition of claim 1 wherein said heat activated free radical generating catalyst is a peroxide catalyst.
Claim 4
Dependent Claim
19 words
The composition of claim 2 wherein said peroxide catalyst is selected from t-butyl perbenzoate, t-butyl peroctoate, and mixtures thereof.
Claim 5
Dependent Claim
32 words
The composition of claim 1 wherein said filler is added in an amount ranging from about 10 to about 100 parts by weight per 100 parts by weight of said urethane oligomer.
Claim 6
Dependent Claim
23 words
The composition of claim 4 wherein said filler is added in an amount ranging from about 25 to about 50 parts by weight.
Claim 7
Dependent Claim
14 words
The composition of claim 5 wherein said filler is a finely divided precipitated silica.
Claim 8
Dependent Claim
41 words
The composition of claim 1 wherein said isocyanate-terminated prepolymer has a final free NCO content ranging from about 0.1 to about 30 percent, and said urethane oligomer has a final free NCO content ranging from about 0 to about 10 percent.
Claim 9
Dependent Claim
41 words
The composition of claim 7 wherein said isocyanate-terminated prepolymer has a final free NCO content ranging from about 0.5 to about 10 percent, and said urethane oligomer has a final free NCO content ranging from about 0 to about 5 percent.
Claim 10
Dependent Claim
22 words
The composition of claim 1 wherein said isocyanate-terminated prepolymer is the product of reacting an organic diisocyanate with an aliphatic polyether polyol.
Claim 11
Dependent Claim
21 words
The composition of claim 9 wherein said aliphatic polyether polyol has an average equivalent weight of about 1,000 to about 3,000.
Claim 12
Dependent Claim
40 words
The composition of claim 10 wherein said aliphatic polyether polyol is prepared by reacting a polyhydric initiator selected from aliphatic diols and aliphatic triols with an alkylene oxide selected from propylene oxide and mixtures of propylene oxide with ethylene oxide.
Claim 13
Dependent Claim
22 words
The composition of claim 1 wherein said isocyanate-terminated prepolymer is the product of reacting an organic diisocyanate with an aliphatic polyester polyol.
Claim 14
Dependent Claim
28 words
The composition of claim 12 wherein said aliphatic polyester polyol is prepared by reacting a polyhydric initiator selected from aliphatic diols and aliphatic triols with a polycarboxylic acid.
Claim 15
Dependent Claim
15 words
The composition of claim 1 wherein said isocyanate-terminated prepolymer further comprises a chain extending agent.
Claim 16
Dependent Claim
13 words
The composition of claim 14 wherein said chain extending agent is ethylene glycol.
Claim 17
Dependent Claim
13 words
The composition of claim 14 wherein said chain extending agent is butane diol.
Claim 18
Dependent Claim
13 words
The composition of claim 14 wherein said chain extending agent is propylene glycol.
Claim 19
Dependent Claim
13 words
The composition of claim 14 wherein said chain extending agent is bisphenol A.
Claim 20
Dependent Claim
19 words
The composition of claim 1 wherein said isocyanate-terminated prepolymer is prepared by employing toluene diisocyanate as said organic diisocyanate.
Claim 21
Dependent Claim
63 words
The composition of claim 1 wherein (a) about 25 to about 50 parts by weight of said filler are employed, (b) said urethane oligomer has a final free NCO content of from 0 to about 5 percent, (c) said isocyanate-terminated prepolymer has a final free NCO content ranging from about 0.5 to about 10 percent, and (d) said unsaturated monomer is hydroxyethyl acrylate.
Claim 22
Dependent Claim
166 words
A process for preparing a vulcanized polyurethane polymer product comprising mixing a urethane oligomer, a polyfunctional mercaptan monomer, a heat activated free radical generating catalyst, and a filler to a homogeneous blend, and then heating said mixture at a temperature adequate to activate said catalyst and cure said mixture, said urethane oligomer having a final free NCO content from 0 to about 20 percent and being prepared by reacting (a) an isocyanate-terminated prepolymer having a final free NCO content ranging from about 0.1 to about 30 percent which is the product of reacting (1) an organic diisocyanate with (2) an aliphatic polyol having (i) an average equivalent weight of about 300 to about 4,000, (ii) an average functionality of about 2 to about 3, and (iii) said aliphatic polyol is selected from the group consisting of aliphatic polyether polyols, aliphatic polyester polyols and mixtures thereof, with (b) an isocyanate reactive group-containing unsaturated monomer selected from the group consisting of (1) unsaturated acrylates and (2) unsaturated amides.
Claim 23
Dependent Claim
166 words
A process for preparing a vulcanized polyurethane polymer product comprising mixing a urethane oligomer, a polyfunctional mercaptan monomer, a heat activated free radical generating catalyst, and a filler to a homogeneous blend, and then heating said mixture at a temperature adequate to activate said catalyst and cure said mixture, said urethane oligomer having a final free NCO content from 0 to about 20 percent and being prepared by reacting (a) an isocyanate-terminated prepolymer having a final free NCO content ranging from about 0.1 to about 30 percent which is the product of reacting (1) an organic diisocyanate with (2) an aliphatic polyol having (i) an average equivalent weight of about 300 to about 4,000, (ii) an average functionality of about 2 to about 3, and (iii) said aliphatic polyol is selected from the group consisting of aliphatic polyether polyols, aliphatic polyester polyols and mixtures thereof, with (b) an isocyanate reactive group-containing unsaturated monomer selected from the group consisting of (1) unsaturated acrylates and (2) unsaturated amides.
Claim 24
Dependent Claim
54 words
The process of claim 21 wherein said aliphatic polyol has an average equivalent weight of about 1,000 to about 3,000, said isocyanate-terminated prepolymer has a final free NCO content ranging from about 0.5 to about 10 percent, and said urethane oligomer has a final free NCO content of from 0 to about 5 percent.
Claim 25
Dependent Claim
15 words
The process of claim 21 wherein said isocyanate-terminated prepolymer further comprises a chain extending agent.
Claim 26
Dependent Claim
13 words
The vulcanized polyurethane polymer product prepared according to the process of claim 21.
Claim 27
Dependent Claim
13 words
The vulcanized polyurethane polymer product prepared according to the process of claim 22.
Claim 28
Dependent Claim
13 words
The vulcanized polyurethane polymer product prepared according to the process of claim 23.
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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) | 1983-11-11 | 1984-05-12 | 1984-11-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-11-11 | 1988-05-12 | 1988-11-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-11-11 | 1992-05-12 | 1992-11-11 | $7700.00 | Window Closed / Lapsed |