Patent US5035831A successfully refreshed from Google Patents.
Patent US4258148A successfully refreshed from Google Patents.
US4258148A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Graft copolymers from unsaturated monomers and azo di-ester polyols and polyurethanes prepared therefrom
Assignee: Olin Corp
•
Filing: 1977-03-22
•
Granted: 1981-03-24
•
Expires: 1997-03-22
Abstract
Abstract Graft copolymers are prepared by the polymerization of an ethylenically unsaturated monomer, or a mixture of such monomers, in the presence of an azo di-ester polyol. Presence of the azo group in the polyol reactant itself serves as a free radical initiator site for the graft copolymerization reaction. The copolymers formed are utilized in the formulation of polyurethane compositions.
Inventors
- 👤 Kiran B. Chandalia
- 👤 Frank J. Preston
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 05:51
CPC Classifications
C; C08; C08F; C08F4/00; C08F4/04; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/63
Claims Analysis
Total Claims: 22
Claim 1
Independent Claim
174 words
In a process for the preparation of graft copolymer polyols which consists essentially of polymerizing an ethylenically unsaturated monomer or mixtures of such monomers in a polyol, the improvement characterized by polymerizing the unsaturated monomer in the presence of a polyol comprising from 0.01 to 100 percent by weight of an azo di-ester polyol of the formula: ##STR9## wherein: m and r independently represent integers from 2 to 5, n and p independently represent integers from 0 to 5, R 2 and R 3 independently represent alkyl of 1-4 carbons, and ((HO) m --R 1 --O) and (O--R 4 --(OH) r ) independently represent residues of polyether or polyester polyols R 1 (OH) m+1 and R 4 (OH) r+1 , having an average equivalent weight ranging from about 250 to 5000, after removal of one hydroxy hydrogen therefrom, wherein R 1 and R 4 independently represent polyether polymer portions and polyester polymer portions thereof; said polymerizing occurring at a temperature at or above which the azo-carbon linkages of the azo di-ester polyol the ruptured.
Claim 2
Dependent Claim
174 words
In a process for the preparation of graft copolymer polyols which consists essentially of polymerizing an ethylenically unsaturated monomer or mixtures of such monomers in a polyol, the improvement characterized by polymerizing the unsaturated monomer in the presence of a polyol comprising from 0.01 to 100 percent by weight of an azo di-ester polyol of the formula: ##STR9## wherein: m and r independently represent integers from 2 to 5, n and p independently represent integers from 0 to 5, R 2 and R 3 independently represent alkyl of 1-4 carbons, and ((HO) m --R 1 --O) and (O--R 4 --(OH) r ) independently represent residues of polyether or polyester polyols R 1 (OH) m+1 and R 4 (OH) r+1 , having an average equivalent weight ranging from about 250 to 5000, after removal of one hydroxy hydrogen therefrom, wherein R 1 and R 4 independently represent polyether polymer portions and polyester polymer portions thereof; said polymerizing occurring at a temperature at or above which the azo-carbon linkages of the azo di-ester polyol the ruptured.
Claim 3
Dependent Claim
26 words
The process of claim 1 wherein the polymerizing of unsaturated monomer in the presence of the azo di-ester polyol is conducted in an unesterified polyol medium.
Claim 4
Dependent Claim
20 words
The process of claim 1 wherein the monomer is selected from the group consisting of styrene, acrylonitrile, and mixtures thereof.
Claim 5
Dependent Claim
22 words
The process of claim 1 wherein the monomer ranges in amount from about 1 to 30 percent based on total polyol weight.
Claim 6
Dependent Claim
45 words
The process of claim 1 wherein ((HO) m --R 1 --O-- and --O--R 4 --(OH) r ) of the azo di-ester polyol formula individually represent residues of polyether polyols R 1 (OH) m+1 and R 4 (OH) r+1 after removal of one hydroxy hydrogen therefrom.
Claim 7
Dependent Claim
23 words
The process of claim 5 wherein the polyether polyols are polyether triols having an average equivalent weight ranging from about 700 to 3000.
Claim 8
Dependent Claim
23 words
The process of claim 5 wherein the polyether polyols are polyether triols having an average equivalent weight ranging from about 1000 to 1500.
Claim 9
Dependent Claim
51 words
The process of claim 1 wherein m and r, n and p, R 2 and R 3 , and ((HO) m --R 1 --O-- and --O--R 4 --(OH) r ) of the azo di-ester polyol formula respectively represent the same entities, such that the formula represents a symmetrical azo-bis ester polyol.
Claim 10
Dependent Claim
20 words
The process of claim 8 wherein the monomer is selected from the group consisting of styrene, acrylonitrile, and mixtures thereof.
Claim 11
Dependent Claim
21 words
The process of claim 9 wherein the monomer ranges in amount from 1 to 30 percent based on total polyol weight.
Claim 12
Dependent Claim
30 words
The process of claim 10 wherein ((HO) m --R 1 --O-- and --O--R 4 --(OH) r ) of the azo-bis ester polyol formula represent a residue of a polyether polyol.
Claim 13
Dependent Claim
23 words
The process of claim 11 wherein the polyether polyol is a polyether triol having an average equivalent weight between about 700 to 3000.
Claim 14
Dependent Claim
23 words
The process of claim 12 wherein the polyether polyol is a polyether triol having an average equivalent weight between about 1000 and 1500.
Claim 15
Dependent Claim
74 words
The process of claim 8 wherein the azo-bis ester polyol is characterized by the formula: ##STR10## wherein: m represents an integer from 2 to 5, ((HO) m --R 1 --O-- represents a residue of a polyether polyol R 1 (OH) m+1 after removal of one hydroxy hydrogen therefrom, n represents an integer from 0-2, and R 2 represents alkyl from 1-3 carbons; said polymerizing occurring at a temperature from about 70° to 150° C.
Claim 16
Dependent Claim
51 words
The process of claim 14 wherein the azo-bis ester polyol is characterized by the formula: ##STR11## wherein: m represents the integer 2, and ((HO) m --R 1 --O-- represents a residue of a polyether triol having an equivalent weight between about 1000 and 1500 after removal of one hydroxy hydrogen therefrom.
Claim 17
Dependent Claim
11 words
A graft copolymer prepared according to the process of claim 1.
Claim 18
Dependent Claim
53 words
A graft copolymer dispersion prepared according to the process of claim 1, wherein excess polyol is employed to form an azo di-ester polyol-unreacted polyol mixture and wherein said unsaturated monomer and azo di-ester polyol-unreacted polyol mixture are polymerized to produce a graft copolymer of unsaturated monomer and polyol dispersed in a polyol medium.
Claim 19
Dependent Claim
53 words
A graft copolymer dispersion prepared according to the process of claim 2, wherein excess polyol is employed to form an azo di-ester polyol-unreacted polyol mixture and wherein said unsaturated monomer and azo di-ester polyol-unreacted polyol mixture are polymerized to produce a graft copolymer of unsaturated monomer and polyol dispersed in a polyol medium.
Claim 20
Dependent Claim
53 words
A graft copolymer dispersion prepared according to the process of claim 8, wherein excess polyol is employed to form an azo di-ester polyol-unreacted polyol mixture and wherein said unsaturated monomer and azo di-ester polyol-unreacted polyol mixture are polymerized to produce a graft copolymer of unsaturated monomer and polyol dispersed in a polyol medium.
Claim 21
Dependent Claim
53 words
A graft copolymer dispersion prepared according to the process of claim 14, wherein excess polyol is employed to form an azo di-ester polyol-unreacted polyol mixture and wherein said unsaturated monomer and azo di-ester polyol-unreacted polyol mixture are polymerized to produce a graft copolymer of unsaturated monomer and polyol dispersed in a polyol medium.
Claim 22
Dependent Claim
53 words
A graft copolymer dispersion prepared according to the process of claim 15, wherein excess polyol is employed to form an azo di-ester polyol-unreacted polyol mixture and wherein said unsaturated monomer and azo di-ester polyol-unreacted polyol mixture are polymerized to produce a graft copolymer of unsaturated monomer and polyol dispersed in a polyol medium.
References Cited (Backward Citations)
US3291859A
Cited
US3641209A
Cited
US3642751A
Cited
US3649614A
Cited
US3752802A
Cited
US4028344A
Cited
US4063012A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-03-23 | 1984-09-22 | 1985-03-24 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-03-23 | 1988-09-22 | 1989-03-24 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-03-23 | 1992-09-22 | 1993-03-24 | $7700.00 | Window Closed / Lapsed |