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US3876592A Expired / Lapsed US ⏱️ 0.0 years remaining

Arylene sulfide polymers

Assignee: Phillips Petroleum Co
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Filing: 1973-11-19
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Granted: 1975-04-08
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Expires: 1993-11-19
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Abstract

Abstract A method of producing arylene sulfide polymers employing polyhalo-substituted aromatic compounds, phosphorus pentasulfide, bases selected from the hydroxides of lithium, sodium, potassium, rubidium, cesium, magnesium, calcium, strontium and barium and the carbonates of sodium, potassium, rubidium and cesium and phosphoramides such as hexamethylphosphoramide.

Inventors

  • 👤 Lacey E Scoggins

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 18:09
CPC Classifications
C; C08; C08G; C08G75/00; C08G75/02; C08G75/0204; C08G75/025; C08G75/0272

Claims Analysis

Total Claims: 16
Claim 1
Independent Claim 140 words
A METHOD OF PRODUCING A POLYMER WHICH COMPRISES: A. FORMING A COMPOSITION BY CONTACTING AT LEAST ONE POLYHALO-SUBSTITUTED AROMATIC COMPOUND WHEREIN THE HALOGEN ATOMS ARE ATTACHED TO AROMATIC RING CARBON ATOMS, AT LEAST ONE BASE SELECTED FROM THE HYDROXIDES OF LITHIUM, SODIUM, POTASSIUM, RUBIDIUM, CESIUM, MANGNESIUM, CALCIUM, STRONTIUM, AND BARIUM AND THE CARBONATES OF SODIUM, POTASSIUM, RUBIDIUM AND CESIUM, PHOSPHORUS PENTASULFIDE AND AT LEAST ONE ORGANIC PHOSPHORAMIDE HAVING THE FORMULA (R2N)3PO, WHEREIN EACH R IS SELECTED FROM ALKYL RADICALS HAVING 1 TO ABOUT 4 CARBON ATOMS, WITH THE PROVISO THAT TWO R GROUPS ATTACHED TO THE SAME NITROGEN ATOM IN EACH OF ONE, TWO OR THREE R2N GROUPS PER MOLECULE CAN BE AN ALKYLENE RADICAL HAVING ABOUT 3 TO ABOUT 5 CARBON ATOMS; AND B. MAINTAINING AT LEAST A PORTION OF SAID COMPOSITION AT POLYMERIZATION CONDITIONS TO PRODUCE SAID POLYMER.
Claim 2
Independent Claim 140 words
A METHOD OF PRODUCING A POLYMER WHICH COMPRISES: A. FORMING A COMPOSITION BY CONTACTING AT LEAST ONE POLYHALO-SUBSTITUTED AROMATIC COMPOUND WHEREIN THE HALOGEN ATOMS ARE ATTACHED TO AROMATIC RING CARBON ATOMS, AT LEAST ONE BASE SELECTED FROM THE HYDROXIDES OF LITHIUM, SODIUM, POTASSIUM, RUBIDIUM, CESIUM, MANGNESIUM, CALCIUM, STRONTIUM, AND BARIUM AND THE CARBONATES OF SODIUM, POTASSIUM, RUBIDIUM AND CESIUM, PHOSPHORUS PENTASULFIDE AND AT LEAST ONE ORGANIC PHOSPHORAMIDE HAVING THE FORMULA (R2N)3PO, WHEREIN EACH R IS SELECTED FROM ALKYL RADICALS HAVING 1 TO ABOUT 4 CARBON ATOMS, WITH THE PROVISO THAT TWO R GROUPS ATTACHED TO THE SAME NITROGEN ATOM IN EACH OF ONE, TWO OR THREE R2N GROUPS PER MOLECULE CAN BE AN ALKYLENE RADICAL HAVING ABOUT 3 TO ABOUT 5 CARBON ATOMS; AND B. MAINTAINING AT LEAST A PORTION OF SAID COMPOSITION AT POLYMERIZATION CONDITIONS TO PRODUCE SAID POLYMER.
Claim 3
Dependent Claim 29 words
The method of claim 1 in which said organic phosphoramide is selected from the group consisting of hexamethylphosphoramide, hexaethylphosphoramide, hexapropylphosphoramide, hexaisopropylphosphoramide, hexabutylphosphoramide, hexa-sec-butylphosphoramide, N,N''N"-tri(trimethylene)phosphoramide, N,N'',N"-tri(tetramethylene)phosphoramide, N,N'',N"-tri(pentamethylene)phosphoramide, N,N,N'',N''-tetramethyl-N",N"-diisobutylphosphoramide, and N-methyl-N-ethyl-N'',N"-di(pentamethylene)phosphoramide.
Claim 4
Dependent Claim 29 words
The method of claim 1 in which said polyhalo-substituted aromatic compound is employed in an amount of from about 4 to about 6 gram-moles per gram-mole of phosphorus pentasulfide.
Claim 5
Dependent Claim 32 words
The method of claim 1 in which said organic phosphoramide is employed in an amount within the range of from about 100 to about 2500 grams per gram-mole of polyhalo-substituted aromatic compound.
Claim 6
Dependent Claim 22 words
The method of claim 1 in which water is removed from said composition prior to maintaining said composition at said polymerization conditions.
Claim 7
Independent Claim 164 words
A method of producing a polymer which comprises: a. forming a composition by contacting phosphorus pentasulfide, at least one base selected from the hydroxides of lithium, sodium, potassium, rubidium, cesium, magnesium, calcium, strontium and barium and the carbonates of sodium, potassium, rubidium and cesium and at least one organic phosphoramide having the formula (R.sub.2 N) .sub.3 PO, wherein each R is selected from alkyl radicals having 1 to about 4 carbon atoms, with the proviso that two R groups attached to the same nitrogen atom in each of one, two or three R.sub.2 N groups per molecule can be an alkylene radical having about 3 to about 5 carbon atoms to form a first composition; b. contacting at least a portion of said first composition with a polyhalo-substituted aromatic compound wherein the halogen atoms are attached to aromatic ring carbon atoms to form a second composition; and c. maintaining at least a portion of said second composition at polymerization conditions to produce said polymer.
Claim 8
Independent Claim 164 words
A method of producing a polymer which comprises: a. forming a composition by contacting phosphorus pentasulfide, at least one base selected from the hydroxides of lithium, sodium, potassium, rubidium, cesium, magnesium, calcium, strontium and barium and the carbonates of sodium, potassium, rubidium and cesium and at least one organic phosphoramide having the formula (R.sub.2 N) .sub.3 PO, wherein each R is selected from alkyl radicals having 1 to about 4 carbon atoms, with the proviso that two R groups attached to the same nitrogen atom in each of one, two or three R.sub.2 N groups per molecule can be an alkylene radical having about 3 to about 5 carbon atoms to form a first composition; b. contacting at least a portion of said first composition with a polyhalo-substituted aromatic compound wherein the halogen atoms are attached to aromatic ring carbon atoms to form a second composition; and c. maintaining at least a portion of said second composition at polymerization conditions to produce said polymer.
Claim 9
Dependent Claim 29 words
The method of claim 6 in which said organic phosphoramide is selected from the group consisting of hexamethylphosphoramide, hexaethylphosphoramide, hexapropylphosphoramide, hexaisopropylphosphoramide, hexabutylphosphoramide, hexa-sec-butylphosphoramide, N,N''N"-tri(trimethylene)phosphoramide, N,N''N"-tri(tetramethylene)phosphoramide, N,N'',N"-tri(pentamethylene)phosphoramide, N,N,N'',N''-tetramethyl-N",N"-diisobutylphosphoramide, and N-methyl-N-ethyl-N'',N"-di(pentamethylene)phosphoramide.
Claim 10
Dependent Claim 29 words
The method of claim 6 in which said polyhalo-substituted aromatic compound is employed in an amount of from about 4 to about 6 gram-moles per gram-mole of phosphorus pentasulfide.
Claim 11
Dependent Claim 31 words
The method of claim 6 in which said organic phosphoramide is employed in an amount within the range of about 100 to about 2500 grams per gram-mole of polyhalo-substituted aromatic compound.
Claim 12
Dependent Claim 24 words
The method of claim 6 in which water is removed from said first composition prior to maintaining said second composition at said polymerization conditions.
Claim 13
Dependent Claim 30 words
The method of claim 3 in which said base is employed in an amount within the range of from about 5 to about 25 gram-equivalents per gram-mole of phosphorus pentasulfide.
Claim 14
Dependent Claim 30 words
The method of claim 8 in which said base is employed in an amount within the range of from about 5 to about 25 gram-equivalents per gram-mole of phosphorus pentasulfide.
Claim 15
Dependent Claim 24 words
The method of claim 1 in which said polyhalo-substituted aromatic compound is 1,4-dichlorobenzene, said base is sodium hydroxide and said organic phosphoramide is hexamethylphosphoramide.
Claim 16
Dependent Claim 24 words
The method of claim 6 in which said polyhalo-substituted aromatic compound is 1,4-dichlorobenzene, said base is sodium hydroxide and said organic phosphoramide is hexamethylphosphoramide.

References Cited (Backward Citations)

US3354129A Cited
US3538166A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-04-07 1978-10-07 1979-04-08 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-04-07 1982-10-07 1983-04-08 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-04-07 1986-10-07 1987-04-08 $7700.00 Window Closed / Lapsed

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