US4543224A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Polymer stabilization
Assignee: Phillips Petroleum Co
•
Filing: 1984-02-03
•
Granted: 1985-09-24
•
Expires: 2004-02-03
Abstract
Abstract The heat stability of arylene sulfide resins, such as poly(p-phenylene sulfide) resin, is improved by the addition of cure retarders comprising phenolic amide or ester-based antioxidants. The resin compositions of the invention are particularly applicable for reducing gel formation during melt extrusion.
Inventors
- 👤 Jerry O. Reed
- 👤 Ronald D. Mathis
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 21:17
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/04; C08K5/13; C08K5/134; C08K5/16; C08K5/20
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
187 words
In a process for producing film by melt extruding a poly(arylene sulfide) resin having a melt flow of about 50 to about 400, the improvement for reducing gel formation during melt extrusion which comprises incorporating into said resin an effective heat and melt flow stabilizing amount of at least one phenolic amide or ester-based stabilizer having the formula: ##STR3## where R 1 and R 2 can be an alkyl radical having from 1 to about 6 carbon atoms and R 1 and R 2 can be the same or different radicals; R 3 can be represented by the structure ##STR4## where R 5 can be any alkylene or alkylidene radical having 1 to about 6 carbon atoms, R 4 can be R 5 or any alkyl radical having 1 to about 20 carbon atoms, and n is 1 when R 4 is an alkyl radical having 1 to about 20 carbon atoms, or n is 2 when R 4 is R 5 , which amount is sufficient to retard curing and cross-linking of said resin during melt extrusion and thereby minimize gel formation in the processing equipment.
Claim 2
Dependent Claim
187 words
In a process for producing film by melt extruding a poly(arylene sulfide) resin having a melt flow of about 50 to about 400, the improvement for reducing gel formation during melt extrusion which comprises incorporating into said resin an effective heat and melt flow stabilizing amount of at least one phenolic amide or ester-based stabilizer having the formula: ##STR3## where R 1 and R 2 can be an alkyl radical having from 1 to about 6 carbon atoms and R 1 and R 2 can be the same or different radicals; R 3 can be represented by the structure ##STR4## where R 5 can be any alkylene or alkylidene radical having 1 to about 6 carbon atoms, R 4 can be R 5 or any alkyl radical having 1 to about 20 carbon atoms, and n is 1 when R 4 is an alkyl radical having 1 to about 20 carbon atoms, or n is 2 when R 4 is R 5 , which amount is sufficient to retard curing and cross-linking of said resin during melt extrusion and thereby minimize gel formation in the processing equipment.
Claim 3
Dependent Claim
14 words
A process according to claim 1 wherein said resin is a poly(p-phenylene sulfide) resin.
Claim 4
Dependent Claim
27 words
A process according to claim 1 wherein said resin is a poly(p-phenylene sulfide) resin and said phenolic amide or ester-based stabilizer is octadecyl 3-(3',5'-di-tert-butyl-4'-hydroxyphenyl)-propionate or N,N'-hexamethylene bis(3,5-di-tert-butyl-4-hydroxyhydrocinnamamide).
Claim 5
Dependent Claim
19 words
A process according to claim 1 wherein said poly(arylene sulfide) resin is an alkali metal carboxylate modified poly(p-phenylene sulfide).
Claim 6
Dependent Claim
226 words
In a process for producing film by melt extruding a poly(arylene sulfide) resin having a melt flow of about 50 to about 400, the improvement for reducing gel formation during melt extrusion which comprises incorporating into said resin an effective heat and melt flow stabilizing amount in the range of about 0.1 to about 5 weight percent based on the weight of the arylene sulfide stabilizer polymer of at least one of phenolic amide and phenolic ester-based compounds having the formula: ##STR5## where R 1 and R 2 can be an alkyl radical having from 1 to about 6 carbon atoms and R 1 and R 2 can be the same or different radicals; R 3 can be represented by the structure ##STR6## where R 5 can be any alkylene or alkylidene radical having 1 to about 6 carbon atoms, R 4 can be R 5 or any alkyl radical having 1 to about 20 carbon atoms, and n is 1 when R 4 is an alkyl radical having 1 to about 20 carbon atoms, or n is 2 when R 4 is R 5 , which amount is sufficient to retard curing and cross-linking or substantial alternation of physical properties of said resin during melt extrusion as determined by Rheometric Dynamic Spectrometer (RDS) storage modulus and thereby minimize plugging of the processing equipment with gel.
Claim 7
Dependent Claim
226 words
In a process for producing film by melt extruding a poly(arylene sulfide) resin having a melt flow of about 50 to about 400, the improvement for reducing gel formation during melt extrusion which comprises incorporating into said resin an effective heat and melt flow stabilizing amount in the range of about 0.1 to about 5 weight percent based on the weight of the arylene sulfide stabilizer polymer of at least one of phenolic amide and phenolic ester-based compounds having the formula: ##STR5## where R 1 and R 2 can be an alkyl radical having from 1 to about 6 carbon atoms and R 1 and R 2 can be the same or different radicals; R 3 can be represented by the structure ##STR6## where R 5 can be any alkylene or alkylidene radical having 1 to about 6 carbon atoms, R 4 can be R 5 or any alkyl radical having 1 to about 20 carbon atoms, and n is 1 when R 4 is an alkyl radical having 1 to about 20 carbon atoms, or n is 2 when R 4 is R 5 , which amount is sufficient to retard curing and cross-linking or substantial alternation of physical properties of said resin during melt extrusion as determined by Rheometric Dynamic Spectrometer (RDS) storage modulus and thereby minimize plugging of the processing equipment with gel.
Claim 8
Dependent Claim
14 words
A process according to claim 5 wherein said resin is a (poly-phenylene sulfide) resin.
Claim 9
Dependent Claim
14 words
A process according to claim 5 wherein said stabilizer is a phenolic amide compound.
Claim 10
Dependent Claim
14 words
A process according to claim 5 wherein said stabilizer is a phenolic ester-based compound.
Claim 11
Dependent Claim
30 words
A process according to claim 5 wherein the amount of stabilizer added ranges from about 0.5 to about 2 weight percent based on the weight of the arylene sulfide polymer.
Claim 12
Dependent Claim
24 words
A process according to claim 5 wherein said resin is a poly(p-phenylene sulfide) resin and said phenolic compound is octadecyl 3-(3',5'-di-tert-butyl-4'-hydroxyphenyl)propionate or N,N'-hexamethylene bis(3,5-di-tert-butyl-4-hydroxyhydrocinnamamide).
Claim 13
Dependent Claim
20 words
A process according to claim 5 wherein said poly(arylene sulfide) resin is an alkali metal carboxylate modified poly(p-phenylene sulfide) resin.
Claim 14
Dependent Claim
14 words
A process according to claim 6 wherein said stabilizer is a phenolic amide compound.
Claim 15
Dependent Claim
13 words
A process according to claim 6 wherein said stabilizer is phenolic ester-based compound.
Claim 16
Dependent Claim
16 words
A process according to claim 10 wherein said resin is an alkali metal carboxylate modified poly(p-phenylene)sulfide.
Claim 17
Dependent Claim
10 words
A film formed according to the process of claim 5.
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) | 1988-09-23 | 1989-03-25 | 1989-09-24 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-09-23 | 1993-03-25 | 1993-09-24 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-09-23 | 1997-03-25 | 1997-09-24 | $7700.00 | Window Closed / Lapsed |