US4510296A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Phenoxy resins containing pendent ethynyl groups and cured resins obtained therefrom
Assignee: National Aeronautics and Space Administration
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Filing: 1984-05-10
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Granted: 1985-04-09
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Expires: 2004-05-10
Abstract
Abstract Phenoxy resins containing pendent ethynyl groups, the process for preparing the same, and the cured resin products obtained therefrom are disclosed. Upon the application of heat, the ethynyl groups react to provide branching and crosslinking with the cure temperature being lowered by using a catalyst if desired but not required. The cured phenoxy resins containing pendent ethynyl groups have improved solvent resistance and higher use temperature than linear uncrosslinked phenoxy resins and are applicable for use as coatings, films, adhesives, composited matrices and molding compounds.
Inventors
- 👤 Paul M. Hergenrother
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 11:42
CPC Classifications
C; C08; C08G; C08G65/00; C08G65/34; C08G65/48; C08L; C08L71/00
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
62 words
A phenoxy resin composition having long shelf-life and undergoes branching and crosslinking upon the application of heat to yield a cured product having improved solvent resistance and high use temperature and formed as the reaction product of a phenoxy resin having the general formula of ##STR3## where n=20-200 repeating units and at least 10 mole % of an ethynyl-substituted aryl acid chloride.
Claim 2
Dependent Claim
62 words
A phenoxy resin composition having long shelf-life and undergoes branching and crosslinking upon the application of heat to yield a cured product having improved solvent resistance and high use temperature and formed as the reaction product of a phenoxy resin having the general formula of ##STR3## where n=20-200 repeating units and at least 10 mole % of an ethynyl-substituted aryl acid chloride.
Claim 3
Dependent Claim
16 words
The phenoxy resin composition of claim 1 wherein said ethynyl-substituted aryl acid chloride is 4-ethynylbenzoyl chloride.
Claim 4
Dependent Claim
17 words
The phenoxy resin composition of claim 1 including said ethynyl-substituted aryl acid being mixed with benzoyl chloride.
Claim 5
Dependent Claim
15 words
The phenoxy resin of claim 3 wherein said ethynyl substituted aryl acid is 4-ethynylbenzoyl chloride.
Claim 6
Dependent Claim
22 words
The phenoxy resin composition of claim 1 wherein the ethynyl substituted aryl acid chloride consists of 10-100 mole % of 4-ethynylbenzoyl chloride.
Claim 7
Dependent Claim
19 words
The phenoxy resin composition of claim 5 including 34-90 mole % of benzoyl chloride mixed with said 4-ethynylbenzoyl chloride.
Claim 8
Dependent Claim
96 words
A process for preparing an improved phenoxy resin composition having pendent ethynyl groups which crosslink upon heating to provide improved solvent resistance and higher use temperature than uncrossed or linear phenoxy resins comprising the steps of: providing a phenoxy resin having the general formula of ##STR4## (where n=20-200 repeating units) in a solution of methylene chloride and triethylamine, adding a quantity of at least 10 mole % 4-ethynylbenzoyl chloride to the solution with stirring, precipitating the resultant with methanol to recover an off-white solid, boiling the recovered solid in fresh methanol to recover the off-white polymer.
Claim 9
Dependent Claim
96 words
A process for preparing an improved phenoxy resin composition having pendent ethynyl groups which crosslink upon heating to provide improved solvent resistance and higher use temperature than uncrossed or linear phenoxy resins comprising the steps of: providing a phenoxy resin having the general formula of ##STR4## (where n=20-200 repeating units) in a solution of methylene chloride and triethylamine, adding a quantity of at least 10 mole % 4-ethynylbenzoyl chloride to the solution with stirring, precipitating the resultant with methanol to recover an off-white solid, boiling the recovered solid in fresh methanol to recover the off-white polymer.
Claim 10
Dependent Claim
38 words
The process of claim 7 wherein in addition to the quantity of 4-ethynylbenzoyl chloride added to the phenoxy resin solution, a quantity of at least 34 mole % benzoyl chloride is also added to the phenoxy resin solution.
Claim 11
Dependent Claim
37 words
The process of claim 8 wherein the ratio of 4-ethynylbenzoyl chloride and benzoyl chloride is varied to yield a final phenoxy resin composition having 10-100 mole % of 4-ethynylbenzoyl chloride and 34-90 mole % of benzoyl chloride.
Claim 12
Dependent Claim
48 words
The process of claim 7 including the further step of dissolving the recovered off-white polymer in a chloroform solution, 20% polymer weight to volume, casting this solution onto plate glass and air drying the cast film in incremental increased temperature stages to recover a transparent yellow polymer film.
Claim 13
Dependent Claim
28 words
The process of claim 10 wherein increased temperature stages are at temperatures of 80°, 150°, 200° and 250° C. with each said stage being of one-half hour duration.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-04-08 | 1988-10-08 | 1989-04-09 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-04-08 | 1992-10-08 | 1993-04-09 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-04-08 | 1996-10-08 | 1997-04-09 | $7700.00 | Window Closed / Lapsed |