US4925915A
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Polymers prepared from 4,4'-bis(2-(amino(halo) phenoxyphenyl) hexafluoroisopropyl) diphenyl ether
Assignee: Hoechst Celanese Chemical Co
•
Filing: 1987-11-24
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Granted: 1990-05-15
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Expires: 2007-11-24
Abstract
Abstract This invention relates to new fluorine-containing polyimides, polyamide-acids/esters, polyamides, addition polyimides and imide oligomers which exhibit low melting points, better solubilities, low dielectric constants, superior thermal and thermal oxidative stability, and improved processing characteristics. The product of this invention are characterized by the fact that they are derived from 4,4'-bis[2-(amino(halo)phenoxyphenyl)-hexafluoroisopropyl]diphenyl ether.
Inventors
- 👤 Werner H. Mueller
- 👤 Dinesh N. Khanna
- 👤 Rohitkumar H. Vora
- 👤 Ruediger J. Erckel
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 13:05
CPC Classifications
C; C08; C08G; C08G69/00; C08G69/40; C07; C07C; C07C217/00; C07C217/78; C07C217/80; C07C217/82; C07C217/90; C07C65/00; C07C65/21; C07C65/24; C08G73/00; C08G73/06; C08G73/10; C08G73/1046; C08G73/105; C08G73/1057; C08G73/1064; C08G73/12; C08G73/123; C08G73/124; G; G03; G03F; G03F7/00; G03F7/004; G03F7/038; G03F7/0387
Claims Analysis
Total Claims: 80
Claim 1
Independent Claim
37 words
A polyimide polymer having groups of the structure: ##STR37## wherein n is the number of repeating groups, Q is ##STR38## X is hydrogen or halogen, R is a tetravalent organic radical having at least 4 carbon atoms.
Claim 2
Dependent Claim
37 words
A polyimide polymer having groups of the structure: ##STR37## wherein n is the number of repeating groups, Q is ##STR38## X is hydrogen or halogen, R is a tetravalent organic radical having at least 4 carbon atoms.
Claim 3
Dependent Claim
91 words
The polyimide of claim 1, wherein R is selected from the group consisting of ##STR39## wherein R 2 is a carbon-carbon bond, --O--, --S--, --SO 2 --, --CO--, --(CH 2 ) r --, ##STR40## wherein R 3 is a carbon-carbon bond, --S--, --SO 2 --, --CO--, --CH 2 --, --C 2 H 4 --, ##STR41## R 4 is halogen, hydroxy, lower (C 1 -C 6 ) alkyl or lower (C 1 -C 6 ) alkoxy, m is 0 to 2, r is 1 to 4, and s is 1 to 5.
Claim 4
Dependent Claim
11 words
The polyimide of claim 1, wherein Q has the structure: ##STR42##
Claim 5
Dependent Claim
11 words
The polyimide of claim 2, wherein Q has the structure: ##STR43##
Claim 6
Dependent Claim
45 words
Polyamide-acid polymeric material having groups of the structure: ##STR44## wherein n is the number of repeating groups, Q is ##STR45## X is hydrogen or halogen, R is a tetravalent organic radical having at least 4 carbon atoms, and R' is hydrogen or monovalent organic radical.
Claim 7
Dependent Claim
45 words
Polyamide-acid polymeric material having groups of the structure: ##STR44## wherein n is the number of repeating groups, Q is ##STR45## X is hydrogen or halogen, R is a tetravalent organic radical having at least 4 carbon atoms, and R' is hydrogen or monovalent organic radical.
Claim 8
Dependent Claim
93 words
The polyamide-acid polymeric material of claim 5, wherein R is selected from the group consisting of ##STR46## wherein R 2 is a carbon-carbon bond, --O--, --S--, --SO 2 --, --CO--, --(CH 2 ) r --, ##STR47## wherein R 3 is a carbon-carbon bond, --S--, --SO 2 --, --CO--, --CH 2 --, --C 2 H 4 --, ##STR48## R 4 is halogen, hydroxy, lower (C 1 -C 6 ) alkyl or lower (C 1 -C 6 ) alkoxy, m is 0 to 2, r is 1 to 4, and s is 1 to 5.
Claim 9
Dependent Claim
13 words
The polyamide-acid polymeric material of claim 5, wherein Q has the structure: ##STR49##
Claim 10
Dependent Claim
13 words
The polyamide-acid polymeric material of claim 6, wherein Q has the structure: ##STR50##
Claim 11
Dependent Claim
46 words
Polyamide-acid polymeric material prepared by reacting a fluorine-containing diamine having the formula: H.sub.2 N--Q--NH.sub.2 wherein Q is ##STR51## and X is hydrogen or halogen; and at least one dianhydride having the formula: ##STR52## wherein R is a tetravalent organic radical having at least 4 carbon atoms.
Claim 12
Dependent Claim
46 words
Polyamide-acid polymeric material prepared by reacting a fluorine-containing diamine having the formula: H.sub.2 N--Q--NH.sub.2 wherein Q is ##STR51## and X is hydrogen or halogen; and at least one dianhydride having the formula: ##STR52## wherein R is a tetravalent organic radical having at least 4 carbon atoms.
Claim 13
Dependent Claim
91 words
The polyamide-acid polymeric material of claim 9, wherein the dianhydride is selected from the group consisting of: 1,2,4,5-benzene tetracarboxylic acid dianhydride; 1,2,3,4-benzene tetracarboxylic acid dianhydride; 1,4-bis(2,3-dicarboxyphenoxy) benzene dianhydride; 1,3-bis(3,4-dicarboxyphenoxy) benzene dianhydride; 1,2,4,5-naphthalene tetracarboxylic acid dianhydride; 1,2,5,6-naphthalene tetracarboxylic acid dianhydride; 1,4,5,8-naphthalene tetracarboxylic acid dianhydride; 2,3,6,7-naphthalene tetracarboxylic acid dianhydride; 2,6-dichloronaphthalene-1,4,5,8-tetracarboxylic acid dianhydride; 2,7-dichloronaphthalene-1,4,5,8-tetracarboxylic acid dianhydride; 2,3,6,7-tetrachloronaphthalene-1,4,5,8-tetracarboxylic acid dianhydride; 3,3',4,4'-diphenyl tetracarboxylic acid dianhydride; 2,2',3,3'-diphenyl tetracarboxylic acid dianhydride; 4,4'-bis(3,4-dicarboxyphenoxy)diphenyl dianhydride; bis(2,3-dicarboxyphenyl) ether dianhydride; 4,4'-bis(2,3-dicarboxyphenoxy) diphenyl ether dianhydride; 4,4'-bis(3,4-dicarboxyphenoxy) diphenyl ether dianhydride; bis(3,4-dicarboxyphenyl) sulfide dianhydride; 4,4'-bis(2,3-dicarboxyphenoxy) diphenyl sulfide dianhydride; 4,4'-bis(3,4-dicarboxphenoxy) diphenyl sulfide dianhydride; bis(3,4-dicarboxyphenyl) sulfone dianhydride;
Claim 14
Dependent Claim
73 words
4'-bis(2,3-dicarboxyphenoxy) diphenyl sulfone dianhydride; 4,4'-bis(3,4-dicarboxyphenoxy) diphenyl sulfone dianhydride; 3,3',4,4'-benzophenone tetracarboxylic acid dianhydride; 2,2',3,3'-benzophenone tetracarboxylic acid dianhydride; 2,3,3',4'-benzophenone tetracarboxylic acid dianhydride; 4,4'-bis(3,4-dicarboxyphenoxy) benzophenone dianhydride; bis(2,3-dicarboxyphenyl)methane dianhydride; bis(3,4-dicarboxyphenyl)methane dianhydride; 1,1-bis(2,3-dicarboxyphenyl)ethane dianhydride; 1,1-bis(3,4-dicarboxyphenyl)ethane dianhydride; 1,2-bis(3,4-dicarboxyphenyl)ethane dianhydride; 2,2-bis(2,3-dicarboxyphenyl)propane dianhydride; 2,2-bis(3,4-dicarboxyphenyl)propane dianhydride; 2,2-bis[4-(2,3-dicarboxyphenoxy)phenyl]propane dianhydride; 2,2-bis[4-(3,4-dicarboxyphenoxy)phenyl]propane dianhydride; 4-(2,3-dicarboxyphenoxy)-4'-(3,4-dicarboxyphenoxy)diphenyl-2,2-propane dianhydride; 2,2-bis[4-(3,4-dicarboxyphenoxy)-3,5-dimethyl)phenyl]propane dianhydride; 1,2,3,4-butane tetracarboxylic acid dianhydride; 1,2,3,4-cyclopentane tetracarboxylic acid dianhydride; 2,3,4,5-thiophene tetracarboxylic acid dianhydride; 2,3,4,5-pyrrolidine tetracarboxylic acid dianhydride; 2,3,5,6-pyrazine tetracarboxylic acid dianhydride; 1,8,9,10-phenanthrene tetracarboxylic acid dianhydride; 3,4,9,10-perylene tetracarboxylic acid dianhydride;
Claim 15
Dependent Claim
73 words
4'-bis(2,3-dicarboxyphenoxy) diphenyl sulfone dianhydride; 4,4'-bis(3,4-dicarboxyphenoxy) diphenyl sulfone dianhydride; 3,3',4,4'-benzophenone tetracarboxylic acid dianhydride; 2,2',3,3'-benzophenone tetracarboxylic acid dianhydride; 2,3,3',4'-benzophenone tetracarboxylic acid dianhydride; 4,4'-bis(3,4-dicarboxyphenoxy) benzophenone dianhydride; bis(2,3-dicarboxyphenyl)methane dianhydride; bis(3,4-dicarboxyphenyl)methane dianhydride; 1,1-bis(2,3-dicarboxyphenyl)ethane dianhydride; 1,1-bis(3,4-dicarboxyphenyl)ethane dianhydride; 1,2-bis(3,4-dicarboxyphenyl)ethane dianhydride; 2,2-bis(2,3-dicarboxyphenyl)propane dianhydride; 2,2-bis(3,4-dicarboxyphenyl)propane dianhydride; 2,2-bis[4-(2,3-dicarboxyphenoxy)phenyl]propane dianhydride; 2,2-bis[4-(3,4-dicarboxyphenoxy)phenyl]propane dianhydride; 4-(2,3-dicarboxyphenoxy)-4'-(3,4-dicarboxyphenoxy)diphenyl-2,2-propane dianhydride; 2,2-bis[4-(3,4-dicarboxyphenoxy)-3,5-dimethyl)phenyl]propane dianhydride; 1,2,3,4-butane tetracarboxylic acid dianhydride; 1,2,3,4-cyclopentane tetracarboxylic acid dianhydride; 2,3,4,5-thiophene tetracarboxylic acid dianhydride; 2,3,4,5-pyrrolidine tetracarboxylic acid dianhydride; 2,3,5,6-pyrazine tetracarboxylic acid dianhydride; 1,8,9,10-phenanthrene tetracarboxylic acid dianhydride; 3,4,9,10-perylene tetracarboxylic acid dianhydride;
Claim 16
Dependent Claim
12 words
2-bis(3,4-dicarboxyphenyl) hexafluoropropane dianhydride; 1,3-bis(3,4-dicarboxyphenyl)hexafluoropropane dianhydride; 1,1-bis(3,4-dicarboxyphenyl)-1-phenyl-2,2,2-trifluoroethane dianhydride; 2,2-bis[4-(3,4-dicarboxyphenoxy)phenyl]hexafluoropropane dianhydride; and 1,1-bis[4-(3,4-dicarboxyphenoxy)phenyl]-1-phenyl-2,2,2-trifluoroethane dianhydride.
Claim 17
Dependent Claim
12 words
2-bis(3,4-dicarboxyphenyl) hexafluoropropane dianhydride; 1,3-bis(3,4-dicarboxyphenyl)hexafluoropropane dianhydride; 1,1-bis(3,4-dicarboxyphenyl)-1-phenyl-2,2,2-trifluoroethane dianhydride; 2,2-bis[4-(3,4-dicarboxyphenoxy)phenyl]hexafluoropropane dianhydride; and 1,1-bis[4-(3,4-dicarboxyphenoxy)phenyl]-1-phenyl-2,2,2-trifluoroethane dianhydride.
Claim 18
Dependent Claim
13 words
The polyamide-acid polymeric material of claim 9, wherein Q has the structure: ##STR53##
Claim 19
Dependent Claim
13 words
The polyamide-acid polymeric material of claim 10, wherein Q has the structure: ##STR54##
Claim 20
Dependent Claim
64 words
Copolyamide-acid polymeric material prepared by reacting a fluorine-containing diamine having the formula: H.sub.2 N--Q--NH.sub.2 wherein Q is ##STR55## and X is hydrogen or halogen; and at least one diamine having the formula: H.sub.2 N--A--NH.sub.2 wherein A is a divalent organic radical; and at least one aromatic dianhydride having the formula: ##STR56## wherein R is a tetravalent organic radical having at least 4 carbon atoms.
Claim 21
Dependent Claim
64 words
Copolyamide-acid polymeric material prepared by reacting a fluorine-containing diamine having the formula: H.sub.2 N--Q--NH.sub.2 wherein Q is ##STR55## and X is hydrogen or halogen; and at least one diamine having the formula: H.sub.2 N--A--NH.sub.2 wherein A is a divalent organic radical; and at least one aromatic dianhydride having the formula: ##STR56## wherein R is a tetravalent organic radical having at least 4 carbon atoms.
Claim 22
Dependent Claim
98 words
The copolyamide-acid polymeric material of claim 13, wherein A is selected from the group consisting of ##STR57## wherein R 5 is a carbon-carbon bond, --O--, --S--, --SO 2 --, --CO--, --(CH 2 ) r --, ##STR58## wherein R 6 is a carbon-carbon bond, --S--, --SO 2 --, --CO--, --CH 2 --, --C 2 H 4 --, ##STR59## R 4 is halogen, hydroxy, lower (C 1 -C 6 ) alkyl, or lower (C 1 -C 6 ) alkoxy, m is 0 to 4, r is 1 to 4, s is 1 to 5, and u is 0 to 6.
Claim 23
Dependent Claim
13 words
The copolyamide-acid polymeric material of claim 13, wherein Q has the structure: ##STR60##
Claim 24
Dependent Claim
13 words
The copolyamide-acid polymeric material of claim 14, wherein Q has the structure: ##STR61##
Claim 25
Dependent Claim
11 words
The copolyimide prepared from the copolyamide-acid polymeric material of claim 13.
Claim 26
Dependent Claim
11 words
The copolyimide prepared from the copolyamide-acid polymeric material of claim 14.
Claim 27
Dependent Claim
11 words
The copolyimide prepared from the copolyamide-acid polymeric material of claim 15.
Claim 28
Dependent Claim
11 words
The copolyimide prepared from the copolyamide-acid polymeric material of claim 16.
Claim 29
Dependent Claim
83 words
An addition-type polyimide prepolymer having the structure: ##STR62## wherein n is 0 to 4, R is a tetravalent organic radical having at least 4 carbon atoms, Q is ##STR63## X is hydrogen or halogen, R a is ##STR64## R b is hydrogen, halogen or lower (C 1 -C 3 )alkyl, R c is ##STR65## R d is H or R c , R e is H or CH 3 , Z is --(CH 2 ) t --, and t is 0 to 4.
Claim 30
Dependent Claim
83 words
An addition-type polyimide prepolymer having the structure: ##STR62## wherein n is 0 to 4, R is a tetravalent organic radical having at least 4 carbon atoms, Q is ##STR63## X is hydrogen or halogen, R a is ##STR64## R b is hydrogen, halogen or lower (C 1 -C 3 )alkyl, R c is ##STR65## R d is H or R c , R e is H or CH 3 , Z is --(CH 2 ) t --, and t is 0 to 4.
Claim 31
Dependent Claim
12 words
The polyimide prepolymer of claim 21, wherein Q has the structure: ##STR66##
Claim 32
Dependent Claim
33 words
A bisnadimide prepolymer having the structure: ##STR67## wherein n is 0 to 4, R is a tetravalent organic radical having at least 4 carbon atoms, Q is ##STR68## X is hydrogen or halogen.
Claim 33
Dependent Claim
33 words
A bisnadimide prepolymer having the structure: ##STR67## wherein n is 0 to 4, R is a tetravalent organic radical having at least 4 carbon atoms, Q is ##STR68## X is hydrogen or halogen.
Claim 34
Dependent Claim
12 words
The bisnadimide prepolymer of claim 23, wherein Q has the structure: ##STR69##
Claim 35
Dependent Claim
27 words
A composition comprising: a nadic acid-ester; a diamine having the structure: H.sub.2 N--Q--NH.sub.2 wherein Q is ##STR70## and X is hydrogen or halogen; and a tetracarboxylic diacid-diester.
Claim 36
Dependent Claim
27 words
A composition comprising: a nadic acid-ester; a diamine having the structure: H.sub.2 N--Q--NH.sub.2 wherein Q is ##STR70## and X is hydrogen or halogen; and a tetracarboxylic diacid-diester.
Claim 37
Dependent Claim
12 words
The composition of claim 25 which further comprises propylene glycol methyl ether.
Claim 38
Dependent Claim
11 words
The composition of claim 25, wherein Q has the structure: ##STR71##
Claim 39
Dependent Claim
11 words
The composition of claim 26, wherein Q has the structure: ##STR72##
Claim 40
Dependent Claim
47 words
A bismaleimide prepolymer having the structure: ##STR73## wherein n is 0 to 4, R is a tetravalent organic radical having at least 4 carbon atoms, Q is ##STR74## X is hydrogen or halogen, and R b is hydrogen, halogen or lower (C 1 -C 2 ) alkyl.
Claim 41
Dependent Claim
47 words
A bismaleimide prepolymer having the structure: ##STR73## wherein n is 0 to 4, R is a tetravalent organic radical having at least 4 carbon atoms, Q is ##STR74## X is hydrogen or halogen, and R b is hydrogen, halogen or lower (C 1 -C 2 ) alkyl.
Claim 42
Dependent Claim
12 words
The bismaleimide prepolymer of claim 29, wherein Q has the structure: ##STR75##
Claim 43
Dependent Claim
89 words
An addition-type polyimide prepolymer having the structure: ##STR76## wherein n is 1 to 5, t is 0 to 4, R is a tetravalent organic radical having at least 4 carbon atoms, Q is ##STR77## X is hydrogen or halogen, R g is ##STR78## R h is H or ##STR79## R i is H, --O--C 6 H 5 or --O--C 6 H 4 --SO 2 --C 6 H 5 , and Y is --O--, --S--, --CO--, --CH 2 --, --C(CH 3 ) 2 -- or --(CF 3 ) 2 --.
Claim 44
Dependent Claim
89 words
An addition-type polyimide prepolymer having the structure: ##STR76## wherein n is 1 to 5, t is 0 to 4, R is a tetravalent organic radical having at least 4 carbon atoms, Q is ##STR77## X is hydrogen or halogen, R g is ##STR78## R h is H or ##STR79## R i is H, --O--C 6 H 5 or --O--C 6 H 4 --SO 2 --C 6 H 5 , and Y is --O--, --S--, --CO--, --CH 2 --, --C(CH 3 ) 2 -- or --(CF 3 ) 2 --.
Claim 45
Dependent Claim
12 words
The polyimide prepolymer of claim 31, wherein Q has the structure: ##STR80##
Claim 46
Dependent Claim
88 words
An acetylene substituted imide oligomer having the structure: ##STR81## wherein n is 1 to 5, t is 0 to 4, R is a tetravalent organic radical having at least 4 carbon atoms, Q is ##STR82## X is hydrogen or halogen, R h is H or ##STR83## R i is H, --O--C 6 H 5 or --O--C 6 H 4 --SO 2 --C 6 H 5 , and Y is --O--, --S--, --SO 2 --, --CO--, --CH 2 --, --C(CH 3 ) 2 --or --C(CF 3 ) 2 --.
Claim 47
Dependent Claim
88 words
An acetylene substituted imide oligomer having the structure: ##STR81## wherein n is 1 to 5, t is 0 to 4, R is a tetravalent organic radical having at least 4 carbon atoms, Q is ##STR82## X is hydrogen or halogen, R h is H or ##STR83## R i is H, --O--C 6 H 5 or --O--C 6 H 4 --SO 2 --C 6 H 5 , and Y is --O--, --S--, --SO 2 --, --CO--, --CH 2 --, --C(CH 3 ) 2 --or --C(CF 3 ) 2 --.
Claim 48
Dependent Claim
12 words
The imide oligomer of claim 33, wherein Q has the structure: ##STR84##
Claim 49
Dependent Claim
35 words
A benzocyclobutene substituted imide oligomer having the structure: ##STR85## wherein n is 1 to 5, R is a tetravalent organic radical having at least 4 carbon atoms, Q is ##STR86## X is hydrogen or halogen.
Claim 50
Dependent Claim
35 words
A benzocyclobutene substituted imide oligomer having the structure: ##STR85## wherein n is 1 to 5, R is a tetravalent organic radical having at least 4 carbon atoms, Q is ##STR86## X is hydrogen or halogen.
Claim 51
Dependent Claim
13 words
The imide oligomer of claim 35, as herein Q has the structure: ##STR87##
Claim 52
Dependent Claim
24 words
A photosensitive composition comprising a polyimide according to claim 1, a photopolymerizable compound containing at least two terminal ethylenically unsaturated groups and a photoinitiator.
Claim 53
Dependent Claim
26 words
A photosensitive composition comprising a polyamide-acid polymeric material according to claim 5, a photopolymerizable compound containing at least two terminal ethylenically unsaturated groups and a photoinitiator.
Claim 54
Dependent Claim
22 words
A photosensitive composition comprising a polyamide-acid polymeric material according to claim 5 and a light sensitive orthoquinone diazide or ortho naphthoquinone diazide.
Claim 55
Dependent Claim
11 words
A polyimide polymer prepared from a polyimide prepolymer of claim 21.
Claim 56
Dependent Claim
11 words
A polyimide polymer prepared from a polyimide prepolymer of claim 22.
Claim 57
Dependent Claim
11 words
A polyimide polymer prepared from a bisnadimide prepolymer of claim 23.
Claim 58
Dependent Claim
11 words
A polyimide polymer prepared from a bisnadimide prepolymer of claim 24.
Claim 59
Dependent Claim
11 words
A polyimide polymer prepared from a bismaleimide prepolymer of claim 29.
Claim 60
Dependent Claim
11 words
A polyimide polymer prepared from a bismaleimide prepolymer of claim 30.
Claim 61
Dependent Claim
11 words
A polyimide polymer prepared from a polyimide prepolymer of claim 31.
Claim 62
Dependent Claim
11 words
A polyimide polymer prepared from a polyimide prepolymer of claim 32.
Claim 63
Dependent Claim
11 words
A polyimide polymer prepared from an imide oligomer of claim 33.
Claim 64
Dependent Claim
11 words
A polyimide polymer prepared from an imide oligomer of claim 34.
Claim 65
Dependent Claim
11 words
A polyimide polymer prepared from an imide oligomer of claim 35.
Claim 66
Dependent Claim
11 words
A polyimide polymer prepared from an imide oligomer of claim 36.
Claim 67
Dependent Claim
10 words
An acticle fabricated from a polyimide polymer of claim 1.
Claim 68
Dependent Claim
11 words
An article fabricated from a polyamide-acid polymeric material of claim 5.
Claim 69
Dependent Claim
11 words
An article fabricated from a polyamide-acid polyameric material of claim 9.
Claim 70
Dependent Claim
11 words
An article fabricated from a copolyamide-acid polymeric material of claim 13.
Claim 71
Dependent Claim
9 words
An article fabricated from a copolyimide of claim 17.
Claim 72
Dependent Claim
10 words
An article fabricated from a polyimide prepolymer of claim 21.
Claim 73
Dependent Claim
10 words
An article fabricated from a bisnadimide prepolymer of claim 23.
Claim 74
Dependent Claim
10 words
An article fabricated from a bismaleimide prepolymer of claim 29.
Claim 75
Dependent Claim
10 words
An article fabricated from a polyimide prepolymer of claim 31.
Claim 76
Dependent Claim
10 words
An article fabricated from an imide oligomer of claim 33.
Claim 77
Dependent Claim
10 words
An article fabricated from an imide oligomer of claim 35.
Claim 78
Dependent Claim
24 words
A polymer composition comprising a solvent soluble thermoplastic polyimide polymer and a thermoset polyimide polymer prepared from an addition-type polyimide prepolymer of claim 21.
Claim 79
Dependent Claim
24 words
A polymer composition comprising a solvent soluble thermoplastic polyimide polymer and a thermoset polyimide polymer prepared from an addition-type polyimide prepolymer of claim 31.
Claim 80
Dependent Claim
127 words
A polymer composition comprising a polyimide polymer of claim 1 and a thermoset polyimide polymer prepared from an addition-type polyimide monomer, oligomer or prepolymer having a reactive endcap group of the structure: ##STR88## wherein R b is hydrogen, halogen or lower (C 1 -C 3 )alkyl, R c is ##STR89## R d is H or R c , R e is H or CH 3 , R h is H or ##STR90## R i is H, --O--C 6 H 5 or --O--C 6 H 4 --SO 2 --C 6 H 5 , Y is --O--, --S--, --SO 2 --, --CO--, --CH 2 --, --C(CH 3 ) 2 -- or --(CF 3 ) 2 --, Z is --(CH 2 ) t --, and t is 0 to 4.
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) | 1993-05-14 | 1993-11-13 | 1994-05-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-05-14 | 1997-11-13 | 1998-05-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-05-14 | 2001-11-13 | 2002-05-15 | $7700.00 | Window Closed / Lapsed |