Patent US3869434A successfully refreshed from Google Patents.
US3869434A
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Soluble arylene sulfide polymers
Assignee: Phillips Petroleum Co
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Filing: 1973-11-19
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Granted: 1975-03-04
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Expires: 1993-11-19
Abstract
Abstract A method of producing novel soluble, substantially amorphous phenylene sulfide polymers employing at least one m-dihalobenzene and at least one p-dihalobenzene. Polymer products are defined.
Inventors
- 👤 Robert W Campbell
- 👤 Lacey E Scoggins
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 15:59
CPC Classifications
C; C08; C08G; C08G75/00; C08G75/02; C08G75/0204; C08G75/025
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
127 words
A METHOD OF PRODUCING POLYMERS WHICH COMPRISES: A. CONTACTING AT LEAST ONE M-DIHALOBENZENE, AT LEAST ONE PDIHALOBENZENE, AT LEAST ONE ALKALI METAL SULFIDE SELECTED FROM THE GROUP CONSISTING OF SULFIDES OF LITHIUM, SODIUM, POTASSIUM, RIBIDIUM AND CESIUM, AND AT LEAST ONE ORGANIC AMIDE TO FORM A COMPOSITION; B. MAINTAINING AT LEAST A PORTION OF SAID COMPOSITION AT POLYMERIZATION CONDITIONS TO PRODUCE SAID POLYMER, SAID M-DIHALOBENZENE BEING EMPOLYED IN AN AMOUNT WITHIN THE RANGE OF FROM ABOUT 35 TO ABOUT 90 MOLE PERCENT OF THE TOTAL MOLES OF SAID M-DIHALOBENZENE AND SAID PDIHALOBENZENE WITH SAID M-DIHALOGENZENE AND SAID PDIHALOBENZE BEING CONTACTED IN AN AMOUNT WITHIN THE RANGE OF FROM ABOUT 0.9 TO ABOUT 2 MOLES TOTAL PER MOLE OF SAID ALKALI METAL SULFIDE; AND C. RECOVERING SAID POLYMER.
Claim 2
Independent Claim
127 words
A METHOD OF PRODUCING POLYMERS WHICH COMPRISES: A. CONTACTING AT LEAST ONE M-DIHALOBENZENE, AT LEAST ONE PDIHALOBENZENE, AT LEAST ONE ALKALI METAL SULFIDE SELECTED FROM THE GROUP CONSISTING OF SULFIDES OF LITHIUM, SODIUM, POTASSIUM, RIBIDIUM AND CESIUM, AND AT LEAST ONE ORGANIC AMIDE TO FORM A COMPOSITION; B. MAINTAINING AT LEAST A PORTION OF SAID COMPOSITION AT POLYMERIZATION CONDITIONS TO PRODUCE SAID POLYMER, SAID M-DIHALOBENZENE BEING EMPOLYED IN AN AMOUNT WITHIN THE RANGE OF FROM ABOUT 35 TO ABOUT 90 MOLE PERCENT OF THE TOTAL MOLES OF SAID M-DIHALOBENZENE AND SAID PDIHALOBENZENE WITH SAID M-DIHALOGENZENE AND SAID PDIHALOBENZE BEING CONTACTED IN AN AMOUNT WITHIN THE RANGE OF FROM ABOUT 0.9 TO ABOUT 2 MOLES TOTAL PER MOLE OF SAID ALKALI METAL SULFIDE; AND C. RECOVERING SAID POLYMER.
Claim 3
Dependent Claim
28 words
The method of claim 1 in which the halogen atoms of said m-dihalobenzene and said p-dihalobenzene are each selected from the group consisting of chlorine, bromine and iodine.
Claim 4
Dependent Claim
25 words
The method of claim 1 in which said m-dihalobenzene is selected from the group consisting of m-dichlorobenzene, m-dibromobenzene, m-diiodobenzene, 1-chloro-3-bromobenzene, 1-chloro-3-iodobenzene, 1-bromo-3-iodobenzene and mixtures thereof.
Claim 5
Dependent Claim
25 words
The method of claim 1 in which said p-dihalobenzene is selected from the group consisting of p-dichlorobenzene, p-dibromobenzene, p-diiodobenzene, 1-chloro-4-bromobenzene, 1-chloro-4-iodobenzene, 1-bromo-4-iodobenzene and mixtures thereof.
Claim 6
Dependent Claim
28 words
The method of claim 1 in which said m-dihalobenzene is m-dichlorobenzene, said p-dihalobenzene is p-dichlorobenzene, said alkali metal sulfide is sodium sulfide and said organic amide is N-methyl-2-pyrrolidone.
Claim 7
Dependent Claim
18 words
The method of claim 5 in which said m-dichlorobenzene and said p-dichlorobenzene are employed in an equimolar ratio.
Claim 8
Dependent Claim
24 words
The method of claim 5 in which said m-dichlorobenzene and said p-dichlorobenzene are employed in a molar ratio of about 75 to about 25.
Claim 9
Dependent Claim
17 words
The method of claim 1 in which water is removed from the composition formed in step (a).
Claim 10
Independent Claim
144 words
A method of producing a polymer which comprises: a. contacting an alkali metal surfide with an organic amide to form a first composition, said alkali metal sulfide being selected from the group consisting of sulfides of lithium, sodium, potassium, rubidium and cesium; b. contacting at least a portion of said first composition with at least one m-dihalobenzene and at least one p-dihalobenzene to form a second composition, said m-dihalobenzene being employed in an amount within the range of from about 35 to about 90 mole percent of the total moles of said m-dihalobenzene and said p-dihalobenzene with said m-dihalobenzene and said p-dihalobenzene being employed in an amount within the range of from about 0.9 to about 2 moles total per mole of said alkali metal sulfide; and c. maintaining at least a portion of said second composition at polymerization conditions to form said polymer.
Claim 11
Independent Claim
144 words
A method of producing a polymer which comprises: a. contacting an alkali metal surfide with an organic amide to form a first composition, said alkali metal sulfide being selected from the group consisting of sulfides of lithium, sodium, potassium, rubidium and cesium; b. contacting at least a portion of said first composition with at least one m-dihalobenzene and at least one p-dihalobenzene to form a second composition, said m-dihalobenzene being employed in an amount within the range of from about 35 to about 90 mole percent of the total moles of said m-dihalobenzene and said p-dihalobenzene with said m-dihalobenzene and said p-dihalobenzene being employed in an amount within the range of from about 0.9 to about 2 moles total per mole of said alkali metal sulfide; and c. maintaining at least a portion of said second composition at polymerization conditions to form said polymer.
Claim 12
Dependent Claim
28 words
The method of claim 9 in which the halogen atoms of said m-dihalobenzene and said p-dihalobenzene are each selected from the group consisting of chlorine, bromine and iodine.
Claim 13
Dependent Claim
17 words
The method of claim 9 in which water is removed from the composition fOrmed in step (a).
Claim 14
Dependent Claim
32 words
A phenylene sulfide polymer produced by the method of claim 1 having a solubility in tetrahydrofuran at 25* C. of at least 5 parts by weight per 100 parts by weight tetrahydrofuran.
Claim 15
Dependent Claim
32 words
A phenylene sulfide polymer produced by the method of claim 9 having a solubility in tetrahydrofuran at 25* C. of at least 5 parts by weight per 100 parts by weight tetrahydrofuran.
Claim 16
Dependent Claim
57 words
A phenylene sulfide polymer produced by the method of claim 11 having a solubility of greater than 20 g in 100 g tetrahydrofuran at 25* C., an inherent viscosity of about 0.09 as determined at 206* C. in 1-chloronaphthalene at a polymer concentration of 0.4 g/100 ml solution, and a glass transition temperature of about 49* C.
Claim 17
Dependent Claim
56 words
A phenylene sulfide polymer produced by the method of claim 11 having a solubility of about 42 g in 100 g tetrahydrofuran at 25* C., an inherent viscosity of about 0.05 as determined at 206* C. in 1-chloronaphthalene at a polymer concentration of 0.4 g/100 ml solution, and a glass transition temperature of about 27* C.
References Cited (Backward Citations)
US3538166A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-03-03 | 1978-09-02 | 1979-03-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-03-03 | 1982-09-02 | 1983-03-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-03-03 | 1986-09-02 | 1987-03-04 | $7700.00 | Window Closed / Lapsed |