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US4334045A Expired / Lapsed US ⏱️ 0.0 years remaining

Low color compositions comprising a cross-linked polycyanurate polymer and a thermoplastic polymer

Assignee: Honeywell International Inc
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Filing: 1980-12-05
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Granted: 1982-06-08
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Expires: 2000-12-05
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Abstract

Abstract A monomeric aromatic dicyanate is purified to remove color forming impurities, combined with a zinc salt catalyst and cured first below 200 DEG C. and then for a limited time at or above 200 DEG C., either alone or in admixture with or on a thermoplastic polymer. For example, purified 2,2-bis(4-cyanatophenyl)propane is purified, combined with a poly(ester carbonate) and zinc chloride, and then cured at increasing temperatures from 150 DEG C. to 250 DEG C.

Inventors

  • 👤 Tse C. Wu
  • 👤 Dusan C. Prevorsek
  • 👤 David H. Wertz

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 07:51
CPC Classifications
C; C08; C08L; C08L79/00; C08L79/04; C08G; C08G73/00; C08G73/06; C08G73/0622; C08G73/0638; C08G73/065; C08G73/0655; C08G73/0661

Claims Analysis

Total Claims: 30
Claim 1
Independent Claim 103 words
A process for preparing a cured composition which comprises: (a) purifying a monomeric aromatic dicyanate to remove color forming impurities; (b) combining the purified aromatic dicyanate with an effective amount of a zinc salt and with a thermoplastic polymer; (c) curing the aromatic dicyanate at at least one temperature at least about 150° C. and below about 200° C.; and (d) further curing the aromatic dicyanate at at least one temperature between about 200° C. and about 300° C., for a time sufficient to cure the dicyanate without causing such color formation that the Yellowness Index of the cured composition exceeds about 30.
Claim 2
Dependent Claim 103 words
A process for preparing a cured composition which comprises: (a) purifying a monomeric aromatic dicyanate to remove color forming impurities; (b) combining the purified aromatic dicyanate with an effective amount of a zinc salt and with a thermoplastic polymer; (c) curing the aromatic dicyanate at at least one temperature at least about 150° C. and below about 200° C.; and (d) further curing the aromatic dicyanate at at least one temperature between about 200° C. and about 300° C., for a time sufficient to cure the dicyanate without causing such color formation that the Yellowness Index of the cured composition exceeds about 30.
Claim 3
Dependent Claim 38 words
The process of claim 1 wherein the purified dicyanate, zinc salt and thermoplastic polymer are mixed as dry solids before curing and the weight ratio of mixed dicyanate to mixed thermoplastic is between about 1:9 and about 9:1.
Claim 4
Dependent Claim 23 words
The process of claim 2 wherein the mixture of dicyanate, zinc salt and thermoplastic polymer is applied to a thermoplastic substrate before curing.
Claim 5
Dependent Claim 45 words
The process of claim 1 wherein the purified aromatic dicyanate, zinc salt and thermoplastic polymer are coprecipitated from a solution, the solvent is removed before or during curing and the weight ratio of coprecipitated dicyanate to coprecipitated thermoplastic is between about 1:9 and about 9:1.
Claim 6
Dependent Claim 22 words
The process of claim 4 wherein the coprecipitated dicyanate, zinc salt and thermoplastic polymer are applied to a thermoplastic substrate before curing.
Claim 7
Dependent Claim 37 words
The process of claim 1 wherein the purified aromatic dicyanate and thermoplastic polymer are melt blended before curing and the weight ratio of melt blended dicyanate to melt blended thermoplastic is between about 1:9 and about 9:1.
Claim 8
Dependent Claim 23 words
The process of claim 6 wherein the melt blended dicyanate, zinc salt and thermoplastic polymer are applied to a thermoplastic substrate before curing.
Claim 9
Dependent Claim 22 words
The process of claim 3 or 5 or 7 wherein the thermoplastic polymer and thermoplastic substrate are formed from the same monomers.
Claim 10
Dependent Claim 28 words
The process of claim 1 wherein said combining step (b) comprises mixing the dicyanate and zinc salt and applying the mixture to a substrate of the thermoplastic polymer.
Claim 11
Dependent Claim 27 words
The process of claim 1 wherein the dicyanate is purified by recrystallizing with a ketone having a melting point above -25° C. without warming above 35° C.
Claim 12
Dependent Claim 60 words
The process of claim 1 wherein the aromatic dicyanate monomer is of the formula NCO--R--OCN wherein R comprises at least one aromatic moiety and contains 6-40 carbons, in which the aromatic rings may be further substituted by groups, inert during the polymerization, selected from halogen, alkyl of 1-4 carbons, alkoxy of 1-4 carbons and alkyl carboxylic ester of 1-4 carbons.
Claim 13
Dependent Claim 49 words
The process of claim 11 wherein R of said compound is a: (a) diphenol moiety; (b) diphenolester moiety, formed from aromatic dicarboxylic acid and diphenol; (c) diphenolcarbonate moiety, formed from diphenol and carbonate precursor; (d) diphenolestercarbonate moiety, formed from aromatic dicarboxylic acid, diphenol and carbonate precursor; or mixture thereof.
Claim 14
Dependent Claim 32 words
The process of claim 12 wherein R is: ##STR2## or mixtures thereof; wherein Ph is, independently at each occurrence, 1,4-phenylene or 1,3-phenylene and R' is, independently at each occurrence, 2,2-propylidene or 4,4-phthalein.
Claim 15
Dependent Claim 17 words
The process of claim 13 wherein Ph is a 1,4-phenylene at each occurrence and R' is 2,2-propylidene.
Claim 16
Dependent Claim 13 words
The process of claim 14 wherein said thermoplastic polymer is a polyester carbonate.
Claim 17
Dependent Claim 35 words
The process of claim 15 wherein said polyester carbonate is formed from phosgene, bisphenol A and a monomer selected from the group consisting of terephthalic acid, terephthaloyl chloride, isophthalic acid, isophthaloyl chloride and mixture thereof.
Claim 18
Dependent Claim 11 words
The process of claim 16 wherein the monomer is terephthaloyl chloride.
Claim 19
Dependent Claim 22 words
The process of claim 15 wherein said polyester carbonate is formed from phosgene, bisphenol A, phenolphthalein, and terephthalic acid or terephthaloyl chloride.
Claim 20
Dependent Claim 15 words
The process of claim 15, 16, 17 or 18 wherein said aromatic dicyanate is 2,2-bis(4-cyanatophenyl)propane.
Claim 21
Dependent Claim 29 words
The process of claim 1, 11, 15, 16 or 17 wherein said aromatic dicyanate and thermoplastic polymer are combined in a weight ratio between about 9:1 and about 1:9.
Claim 22
Dependent Claim 16 words
The process of claim 20 wherein said weight ratio is between about 2:1 and about 1:2.
Claim 23
Dependent Claim 98 words
A process for preparing a cured composition which comprises: (a) purifying a monomeric aromatic dicyanate to remove color forming impurities; (b) combining the purified aromatic dicyanate with an effective amount of a zinc salt; (c) curing the aromatic dicyanate at at least one temperature at least about 150° C. and below about 200° C.; and (d) further curing the aromatic dicyanate at at least one temperature between about 200° C. and about 300° C., for a time sufficient to cure the dicyanate without causing such color formation that the Yellowness Index of the cured composition exceeds about 30.
Claim 24
Dependent Claim 98 words
A process for preparing a cured composition which comprises: (a) purifying a monomeric aromatic dicyanate to remove color forming impurities; (b) combining the purified aromatic dicyanate with an effective amount of a zinc salt; (c) curing the aromatic dicyanate at at least one temperature at least about 150° C. and below about 200° C.; and (d) further curing the aromatic dicyanate at at least one temperature between about 200° C. and about 300° C., for a time sufficient to cure the dicyanate without causing such color formation that the Yellowness Index of the cured composition exceeds about 30.
Claim 25
Dependent Claim 60 words
The process of claim 22 wherein the aromatic dicyanate monomer is of the formula NCO--R--OCN wherein R comprises at least one aromatic moiety and contains 6-40 carbons, in which the aromatic rings may be further substituted by groups, inert during the polymerization, selected from halogen, alkyl of 1-4 carbons, alkoxy of 1-4 carbons and alkyl carboxylic ester of 1-4 carbons.
Claim 26
Dependent Claim 49 words
The process of claim 23 wherein R of said compound is a: (a) diphenol moiety; (b) diphenolester moiety, formed from aromatic dicarboxylic acid and diphenol; (c) diphenolcarbonate moiety, formed from diphenol and carbonate precursor; (d) diphenolestercarbonate moiety, formed from aromatic dicarboxylic acid, diphenol and carbonate precursor; or mixtures thereof.
Claim 27
Dependent Claim 32 words
The process of claim 24 wherein R is: ##STR3## or mixtures thereof; wherein Ph is, independently at each occurrence, 1,4-phenylene or 1,3-phenylene and R' is, independently at each occurrence, 2,2-propylidene or 4,4-phthalein.
Claim 28
Dependent Claim 16 words
The process of claim 25 wherein Ph is 1,4-phenylene and R' is 2,2-propylidene at each occurrence.
Claim 29
Dependent Claim 24 words
The process of claim 12 wherein the time of said further curing step is more than about one minute and less than three hours.
Claim 30
Dependent Claim 24 words
The process of claim 25 wherein the time of said further curing step is more than about one minute and less than three hours.

References Cited (Backward Citations)

US3840578A Cited
US4046796A Cited
US4026913A Cited
US4157360A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1985-06-07 1985-12-07 1986-06-08 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-06-07 1989-12-07 1990-06-08 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-06-07 1993-12-07 1994-06-08 $7700.00 Window Closed / Lapsed

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