US4524178A
Expired / Lapsed
US
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Compositions of unsaturated polyesters or polyesteramides and efficient flexibilizers therefor
Assignee: Dow Chemical Co
•
Filing: 1983-06-09
•
Granted: 1985-06-18
•
Expires: 2003-06-09
Abstract
Abstract Polyester and polyesteramide alkyds containing no polycycloalkenyl end groups, in admixture with non-resinous vinyl monomers, are flexibilized by inclusion in the mixtures of about 1 to 20 parts by weight of a polyglycol moiety-comprising, vinyl reactive, urethane oligomer per hundred parts of the alkyd.
Inventors
- 👤 Robert E. Hefner, Jr.
- 👤 Patrick H. Martin
- 👤 Gregory A. Stevens
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 08:02
CPC Classifications
C; C08; C08G; C08G69/00; C08G69/44; C08L; C08L77/00; C08L77/12; C08L67/00; C08L67/06
Claims Analysis
Total Claims: 38
Claim 1
Independent Claim
182 words
A flexibilizer/alkyd composition which does not phase separate upon curing and consists essentially of a. an unsaturated polyester and/or polyesteramide alkyd which includes no terminal polycycloalkenyl groups, and b. a total of from about 1 to about 20 parts by weight of a flexibilizer consisting essentially of one or more urethane oligomers per hundred parts of said alkyd, said oligomers each having at least one vinyl-reactive end group and being an addition product of a polyether glycol with an unsaturated isocyanate or with a diisocyanate and an unsaturated compound comprising an --NCO or --CH 2 OH group, c. from 0 to about 400 parts by weight of a non-resinous vinyl monomer per hundred parts of said alkyd, with the proviso that, when said alkyd comprises an unsaturated polyester, either the parts by weight of said oligomers per hundred parts of said alkyd is not in excess of 11+9a/(a+e), where a and e are the parts by weight, respectively, of said polyesteramide and said polyester in said composition, or said unsaturated compound is an unsaturated isocyanate, an alkenylphenol, a hydroxyalkylacrylate-initiated polyglycol or N-methylolacrylamide.
Claim 2
Dependent Claim
182 words
A flexibilizer/alkyd composition which does not phase separate upon curing and consists essentially of a. an unsaturated polyester and/or polyesteramide alkyd which includes no terminal polycycloalkenyl groups, and b. a total of from about 1 to about 20 parts by weight of a flexibilizer consisting essentially of one or more urethane oligomers per hundred parts of said alkyd, said oligomers each having at least one vinyl-reactive end group and being an addition product of a polyether glycol with an unsaturated isocyanate or with a diisocyanate and an unsaturated compound comprising an --NCO or --CH 2 OH group, c. from 0 to about 400 parts by weight of a non-resinous vinyl monomer per hundred parts of said alkyd, with the proviso that, when said alkyd comprises an unsaturated polyester, either the parts by weight of said oligomers per hundred parts of said alkyd is not in excess of 11+9a/(a+e), where a and e are the parts by weight, respectively, of said polyesteramide and said polyester in said composition, or said unsaturated compound is an unsaturated isocyanate, an alkenylphenol, a hydroxyalkylacrylate-initiated polyglycol or N-methylolacrylamide.
Claim 3
Dependent Claim
30 words
The composition of claim 1 in which the content of said non-resinous vinyl monomer is from about 50 to about 80 parts by weight per hundred parts of said alkyd.
Claim 4
Dependent Claim
11 words
The composition of claim 2 in which said monomer is styrene.
Claim 5
Dependent Claim
30 words
The composition of claim 3 in which said styrene is present in the amount of from about 60 to about 70 parts by weight per hundred parts of said alkyd.
Claim 6
Dependent Claim
23 words
The composition of claim 4 in which the amount of said oligomer present therein is from about 1 to about 10 wt. percent.
Claim 7
Dependent Claim
23 words
The composition of claim 5 in which the amount of said oligomer present therein is from about 4 to about 8 wt. percent.
Claim 8
Dependent Claim
27 words
The composition of claim 2 in which said flexibilizer consists essentially of an addition product of said polyether glycol with isocyanatoethylmethacrylate alone or together with a diisocyanate.
Claim 9
Dependent Claim
26 words
The composition of claim 2 in which said flexibilizer consists essentially of an addition product of said polyether glycol with a diisocyanate and a hydroxyalkylacrylate-initiated polyglycol.
Claim 10
Dependent Claim
24 words
The composition of claim 2 in which said flexibilizer consists essentially of an addition product of said polyether glycol with a diisocyanate and p-isopropenylphenol.
Claim 11
Dependent Claim
25 words
The composition of claim 2 in which said flexibilizer consists essentially of an addition product of said polyether glycol with a diisocyanate and N-methylol acrylamide.
Claim 12
Dependent Claim
31 words
The composition of claim 1 in which said alkyd consists of said unsaturated polyesteramide and said unsaturated compound is a hydroxyalkylacrylate, an unsaturated isocyanate, an alkenylphenol, a hydroxyalkylacrylate-initiated polyglycol or N-methylolacrylamide.
Claim 13
Dependent Claim
31 words
The composition of claim 11 in which said non-resinous vinyl monomer is present in an amount of from 50 to about 80 parts by weight per hundred parts of said alkyd.
Claim 14
Dependent Claim
13 words
The composition of claim 12 in which said unsaturated compound is a hydroxyalkylacrylate.
Claim 15
Dependent Claim
25 words
The composition of claim 4 in which said polyether glycol is a polypropylene glycol having a molecular weight of from about 2000 to about 3000.
Claim 16
Dependent Claim
12 words
The composition of claim 14 in which said diisocyanate is tolylene diisocyanate.
Claim 17
Dependent Claim
14 words
The composition of claim 1 in which said alkyd is an unsaturated isophthalic polyester.
Claim 18
Dependent Claim
60 words
The composition of claim 16 in which: said flexibilizer consists essentially of an addition product of said polyether glycol with a diisocyanate and a hydroxyalkylacrylate-initiated polyglycol, an unsaturated isocyanate p-isoproponyl phenol or N-methylolacrylamide; said vinyl monomer is styrene and is present in the amount of from about 60 to about 70 parts by weight per hundred parts of said alkyd.
Claim 19
Dependent Claim
21 words
The composition of claim 17 in which said flexibilizer constitutes from about 5 to about 7.5 weight percent of the composition.
Claim 20
Dependent Claim
14 words
The composition of claim 17 in which said oligomer has the statistical structure ##STR9##
Claim 21
Dependent Claim
25 words
The composition of claim 16 in which said polyether glycol is a polypropylene glycol having a molecular weight of from about 2000 to about 3000.
Claim 22
Dependent Claim
12 words
The composition of claim 20 in which said diisocyanate is tolylene diisocyanate.
Claim 23
Dependent Claim
23 words
The composition of claim 1 in which said flexibilizer consists essentially of an addition product of said polyether glycol with an unsaturated isocyanate.
Claim 24
Dependent Claim
12 words
The composition of claim 22 in which said unsaturated isocyanate is isocyanatoethylmethacrylate.
Claim 25
Dependent Claim
25 words
The composition of claim 1 in which said polyether glycol is a polypropylene glycol having a molecular weight of from about 2000 to about 3000.
Claim 26
Dependent Claim
12 words
The composition of claim 24 in which said diisocyanate is tolylene diisocyanate.
Claim 27
Dependent Claim
30 words
The composition of claim 25 in which said oligomer has been made by reacting the polypropylene glycol with the tolylene diisocyanate and then reacting the resulting product with 2-hydroxypropyl acrylate.
Claim 28
Dependent Claim
14 words
The composition of claim 26 in which said oligomer has the statistical structure ##STR10##
Claim 29
Dependent Claim
30 words
The composition of claim 25 in which said oligomer has been made by reacting the tolylene diisocyanate with 2-hydroxyethyl acrylate and then reacting the resultant product with the polypropylene glycol.
Claim 30
Dependent Claim
17 words
The composition of claim 28 in which the polypropylene glycol has a molecular weight of about 2000.
Claim 31
Dependent Claim
17 words
The composition of claim 26 in which the polypropylene glycol has a molecular weight of about 2000.
Claim 32
Independent Claim
189 words
The method of making a flexibilized alkyd resin, which does not phase separate upon curing, by mixing together a. an alkyd consisting essentially of an unsaturated polyester and/or polyesteramide which includes no terminal polycycloalkenyl groups, and b. from about 1 to about 20 parts by weight of a flexibilizer, which consists essentially of one or more urethane oligomers, per hundred parts of said alkyd, said oligomers each having at least one vinyl-reactive end group and being an addition product of a polyether glycol with an unsaturated isocyanate or with a diisocyanate and an unsaturated compound comprising an --NCO or --CH 2 OH group, and c. from 0 to about 400 parts by weight of a non-resinous vinyl monomer per hundred parts of said alkyd, with the proviso that, when said alkyd comprises an unsaturated polyester, either the parts by weight of said oligomers per hundred parts of said alkyd is not in excess of 11+9a/(a+e), where a and e are the parts by weight, respectively, of said polyesteramide and said polyester in said composition, or said unsaturated compound is an unsaturated isocyanate, an alkenylphenol, a hydroxyalkylacrylate-initiated polyglycol or N-methylolacrylamide.
Claim 33
Independent Claim
189 words
The method of making a flexibilized alkyd resin, which does not phase separate upon curing, by mixing together a. an alkyd consisting essentially of an unsaturated polyester and/or polyesteramide which includes no terminal polycycloalkenyl groups, and b. from about 1 to about 20 parts by weight of a flexibilizer, which consists essentially of one or more urethane oligomers, per hundred parts of said alkyd, said oligomers each having at least one vinyl-reactive end group and being an addition product of a polyether glycol with an unsaturated isocyanate or with a diisocyanate and an unsaturated compound comprising an --NCO or --CH 2 OH group, and c. from 0 to about 400 parts by weight of a non-resinous vinyl monomer per hundred parts of said alkyd, with the proviso that, when said alkyd comprises an unsaturated polyester, either the parts by weight of said oligomers per hundred parts of said alkyd is not in excess of 11+9a/(a+e), where a and e are the parts by weight, respectively, of said polyesteramide and said polyester in said composition, or said unsaturated compound is an unsaturated isocyanate, an alkenylphenol, a hydroxyalkylacrylate-initiated polyglycol or N-methylolacrylamide.
Claim 34
Dependent Claim
36 words
The method of claim 31 in which the amount of said non-resinous vinyl monomer mixed with said alkyd and/or oligomer(s) is from about 50 to about 80 parts by weight per 100 parts of the alkyd.
Claim 35
Dependent Claim
18 words
The method of claim 32 in which said alkyd is an isophthalic polyester and said monomer is styrene.
Claim 36
Dependent Claim
11 words
The method of claim 32 additionally comprising curing the resultant mixture.
Claim 37
Dependent Claim
10 words
The cured product made by the method of claim 34.
Claim 38
Dependent Claim
26 words
The method of claim 31 in which said polyglycol moiety is derived from a triol and the number of end groups in said oligomer is 3.
References Cited (Backward Citations)
US3297745A
Cited
US3448172A
Cited
US3598866A
Cited
US3933728A
Cited
US4119681A
Cited
DE2626819A1
Cited
JPS54130694A
Cited
EP0009761A2
Cited
US4413072A
Cited
JPS55155011A
Cited
WO1981001292A1
Cited
US4390662A
Cited
US4360653A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-06-17 | 1988-12-17 | 1989-06-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-06-17 | 1992-12-17 | 1993-06-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-06-17 | 1996-12-17 | 1997-06-18 | $7700.00 | Window Closed / Lapsed |