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US4533574A Expired / Lapsed US ⏱️ 0.0 years remaining

Polyimide coating compositions of esterified anhydride and aromatic amine mixture

Assignee: EIDP Inc
•
Filing: 1984-09-14
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Granted: 1985-08-06
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Expires: 2004-09-14
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Abstract

Abstract Compositions for the application of planar and solvent resistant polyimide coatings comprising an aprotic solvent solution of selected aromatic dianhydrides which have been at least 20% esterified with a volatile alcohol and an equivalent amount of a mixture of amines comprising selected diamines and polyamines.

Inventors

  • 👤 Michael Fryd
  • 👤 Burt T. Merriman, Jr.

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 05:32
CPC Classifications
B; B05; B05D; B05D3/00; B05D3/02; B05D3/0209; C; C08; C08G; C08G73/00; C08G73/06; C08G73/10; C08G73/1003; C08G73/1007; C08G73/1028; C08G73/1032; C09; C09D; C09D179/00; C09D179/04; C09D179/08; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31721

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 221 words
A method of applying a polyimide coating have both solvent resistance and high planarity comprising the sequential steps: (a) forming a solution in aprotic solvent of an aromatic dianhydride which has been at least 20% diesterified with a volatile alcohol; (b) dissolving in the solution of step (a) a substantially equimolar amount of a mixture of aromatic amines comprising 90-99 mole % diamine and 10-1 mole % salt of tri- or tetra-amine and volatile organic acid; (c) applying the solution of step (b) to a substrate and heating it to a temperature of 200°-300° C. to effect de-esterification of the dianhydride with the formation of volatile alcohol therefrom, formation of polyamic acid by polycondensation with the aromatic amines and vaporization of volatile alcohol and solvent from the reaction solution; (d) heating the polyamic acid to 300°-500° C. to effect decomposition of the tri- or tetra-amine salt with the formation of volatile organic acid, substantially complete alcohol, organic acid and solvent removal, dehydration of the polyamic acid, formation of the corresponding polyimide, crosslinking and reflow of the polyimide, the polyimide having a T g of 250°-330° C. and containing repeating polymer units having at least 2 flexible linkages or 1 flexible linkage derived from the dianhydride, provided the amine groups of the diamine are in the meta position relative to each other.
Claim 2
Independent Claim 221 words
A method of applying a polyimide coating have both solvent resistance and high planarity comprising the sequential steps: (a) forming a solution in aprotic solvent of an aromatic dianhydride which has been at least 20% diesterified with a volatile alcohol; (b) dissolving in the solution of step (a) a substantially equimolar amount of a mixture of aromatic amines comprising 90-99 mole % diamine and 10-1 mole % salt of tri- or tetra-amine and volatile organic acid; (c) applying the solution of step (b) to a substrate and heating it to a temperature of 200°-300° C. to effect de-esterification of the dianhydride with the formation of volatile alcohol therefrom, formation of polyamic acid by polycondensation with the aromatic amines and vaporization of volatile alcohol and solvent from the reaction solution; (d) heating the polyamic acid to 300°-500° C. to effect decomposition of the tri- or tetra-amine salt with the formation of volatile organic acid, substantially complete alcohol, organic acid and solvent removal, dehydration of the polyamic acid, formation of the corresponding polyimide, crosslinking and reflow of the polyimide, the polyimide having a T g of 250°-330° C. and containing repeating polymer units having at least 2 flexible linkages or 1 flexible linkage derived from the dianhydride, provided the amine groups of the diamine are in the meta position relative to each other.
Claim 3
Dependent Claim 116 words
A composition for the application of planar polyimide coatings having good solvent resistance to a substrate comprising a solution in aprotic-solvent of an aromatic dianhydride which dianhydride has been at least 20% esterified with a volatile alcohol and a substantially equimolar amount of a mixture of aromatic amines, comprising 90-99 mole % diamine and 10-1 mole % salt of tri- or tetra-amine and volatile organic acid, the diahydride and diamine containing a total of at least 2 flexible linkages, or both the dianhydride and diamine containing at least 1 flexible linkage or the dianhydride containing at least 1 flexible linkage provided the amine group of the diamine are in the meta position relative to each other.
Claim 4
Dependent Claim 116 words
A composition for the application of planar polyimide coatings having good solvent resistance to a substrate comprising a solution in aprotic-solvent of an aromatic dianhydride which dianhydride has been at least 20% esterified with a volatile alcohol and a substantially equimolar amount of a mixture of aromatic amines, comprising 90-99 mole % diamine and 10-1 mole % salt of tri- or tetra-amine and volatile organic acid, the diahydride and diamine containing a total of at least 2 flexible linkages, or both the dianhydride and diamine containing at least 1 flexible linkage or the dianhydride containing at least 1 flexible linkage provided the amine group of the diamine are in the meta position relative to each other.
Claim 5
Dependent Claim 14 words
The composition of claim 2 in which the aromatic dianhydride is 2,2-bis(3,4-benzenecarboxylic acid anhydride)perfluoropropane.
Claim 6
Dependent Claim 12 words
The composition of claim 3 in which the aromatic diamine is oxydianiline.
Claim 7
Dependent Claim 13 words
The composition of claim 3 in which the aromatic diamine is m-phenylene diamine.
Claim 8
Dependent Claim 12 words
The composition of claim 2 in which the volatile alcohol is ethanol.
Claim 9
Dependent Claim 15 words
The composition of claim 2 which contains the salt of 3,3',4,4'-tetraminobiphenyl and glacial acetic acid.
Claim 10
Dependent Claim 16 words
The composition of claim 2 which contains the salt of 3,3',4,4'-tetraminobiphenyl ether and glacial acetic acid.

References Cited (Backward Citations)

US3190856A Cited
US3179634A Cited
US3347808A Cited
GB1317321A Cited
US4347286A Cited
US4417045A Cited
JPS58140252A Cited
US4485140A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-08-05 1989-02-04 1989-08-06 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-08-05 1993-02-04 1993-08-06 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-08-05 1997-02-04 1997-08-06 $7700.00 Window Closed / Lapsed

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