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US5204399A Expired / Lapsed US ⏱️ 0.0 years remaining

Thermoplastic film die attach adhesives

Assignee: National Starch and Chemical Investment Holding Corp
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Filing: 1991-08-09
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Granted: 1993-04-20
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Expires: 2011-08-09
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Abstract

Abstract This is a thermally conductive adhesive having excellent die shear strength, in film form, and having a weight average molecular weight of about 100,000 to 150,000, prepared from a mixture of a dietherdianhydride, a meta-substituted benzenediamine, a polysiloanediamine, and a thermally conductive filler, that is suitable as a die attach adhesive: it bonds rapidly without the need for curing or baking off-line; does not produce excess stress on the die; requires no refrigeration; provides uniform bond line thickness between the die and paddle; can be used at temperatures that do not oxidize copper lead frames or produce excessive thermal stress; can be reworked; and can exert adequate adhesion during the processes of wire bonding and molding.

Inventors

  • 👤 Robert Edelman

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 22:37
CPC Classifications
H; H10; H10W; H10W20/00; H10W20/40; C; C08; C08G; C08G73/00; C08G73/06; C08G73/10; C08G73/1057; C08G73/106; C08K; C08K3/00; C08K3/02; C08K3/08; C09; C09J; C09J7/00; C09J7/10; H01; H01B; H01B1/00; H01B1/20; H01B1/22

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 375 words
A thermally conducting, thermoplastic melt die-attach adhesive film, which softens at 200° C. but is firm at 175° C. to maintain adhesion, comprising: (A) a normally solid thermoplastic polyimide polymeric binder having a weight average molecular weight of about 100,000 to 150,000 and synthesized from: (1) an aromatic dietherdianhydride having the structure: ##STR14## in which K is a substituted or unsubstituted group of the formula: ##STR15## in which W is --O--, --S--, --SO 2 , linear or branched alkylene or alkenylene having 1 to 8 carbon atoms or --(R)C(L)--, in which R and L can be the same or different lower alkyls having 1 to 8 carbons or aryl groups having 6 to 24 carbon atoms, and m is 0 or 1; and (2 ) a meta-substituted benzenediamine having the structure: ##STR16## in which Y is a divalent unsubstituted meat-phenylene radical or a meta-phenylene radical substituted with at least one lower alkyl group containing 1 to 8 carbon atoms; T is selected from the group consisting of --O--, --S--, --SO--, --SO 2 , --CO-- and lower alkylene having 1 to about 6 carbon atoms; the benzenediamine present in an amount of about 20 to about 50 mole percent of the total diamine content of the polyimide polymeric binder; and (3) a polysiloxanediamine having the structure: ##STR17## in which Q is a meta-substituted arylene; Z is a divalent oxygen, sulfide, sulfone, sulfoxide or carboxylic ester or amide group; D is a hydrocarbylene group; R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are the same or different alkyls having 1 to 8 carbons; and x, y and z are integers having values of 0 to 100; the polysiloxane diamine present in an amount of about 80 to about 50 mole percent of the total diamine content of the polyimide polymeric binder; the dianhydride content and total diamine content present in an unequal molar ratio of diamine to dianhydride of 0.95-0.97:1; and (4) p-aminophenol present as an end-capping agent in an amount up to about 15% of the theoretical equivalents of excess anhydride functionality; and (B) thermally conductive material present in an effective amount up to 85% by weight of the die-attach adhesive film to provide a conducting medium.
Claim 2
Dependent Claim 375 words
A thermally conducting, thermoplastic melt die-attach adhesive film, which softens at 200° C. but is firm at 175° C. to maintain adhesion, comprising: (A) a normally solid thermoplastic polyimide polymeric binder having a weight average molecular weight of about 100,000 to 150,000 and synthesized from: (1) an aromatic dietherdianhydride having the structure: ##STR14## in which K is a substituted or unsubstituted group of the formula: ##STR15## in which W is --O--, --S--, --SO 2 , linear or branched alkylene or alkenylene having 1 to 8 carbon atoms or --(R)C(L)--, in which R and L can be the same or different lower alkyls having 1 to 8 carbons or aryl groups having 6 to 24 carbon atoms, and m is 0 or 1; and (2 ) a meta-substituted benzenediamine having the structure: ##STR16## in which Y is a divalent unsubstituted meat-phenylene radical or a meta-phenylene radical substituted with at least one lower alkyl group containing 1 to 8 carbon atoms; T is selected from the group consisting of --O--, --S--, --SO--, --SO 2 , --CO-- and lower alkylene having 1 to about 6 carbon atoms; the benzenediamine present in an amount of about 20 to about 50 mole percent of the total diamine content of the polyimide polymeric binder; and (3) a polysiloxanediamine having the structure: ##STR17## in which Q is a meta-substituted arylene; Z is a divalent oxygen, sulfide, sulfone, sulfoxide or carboxylic ester or amide group; D is a hydrocarbylene group; R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are the same or different alkyls having 1 to 8 carbons; and x, y and z are integers having values of 0 to 100; the polysiloxane diamine present in an amount of about 80 to about 50 mole percent of the total diamine content of the polyimide polymeric binder; the dianhydride content and total diamine content present in an unequal molar ratio of diamine to dianhydride of 0.95-0.97:1; and (4) p-aminophenol present as an end-capping agent in an amount up to about 15% of the theoretical equivalents of excess anhydride functionality; and (B) thermally conductive material present in an effective amount up to 85% by weight of the die-attach adhesive film to provide a conducting medium.
Claim 3
Dependent Claim 21 words
The film according to claim 1 in which the thermally conductive material is beryllia, boron nitride or single crystal aluminum oxide.
Claim 4
Dependent Claim 11 words
The film according to claim 1 in which W is --S--.
Claim 5
Dependent Claim 11 words
The film according to claim 1 in which T is --S--.
Claim 6
Dependent Claim 11 words
The film according to claim 1 in which T is --O--.
Claim 7
Dependent Claim 18 words
The film according to claim 1 in which the dianhydride in the polyimide is 4,4'-bis(3,4- dicarboxyphenoxy)diphenyl sulfide dianhydride.
Claim 8
Dependent Claim 18 words
The film according to claim 1 in which the meta-substituted benzenediamine is bis[1,3(m-aminophenoxy)]benzene and the polysiloxanediamine is bis(m-aminophenoxybutyl)hexadecamethyloctasiloxane.
Claim 9
Dependent Claim 37 words
The film according to claim 1 in which the polyimide polymeric binder contains about 25 to about 50 mole percent of meta-substituted benzenediamine and about 75 to about 50 mole percent of polysiloxanediamine per total diamine content.
Claim 10
Dependent Claim 348 words
A thermally conducting, thermoplastic melt adhesive film comprising: (A) a normally solid thermoplastic polyimide polymeric binder having a weight average molecular weight of about 100,000 to 150,000, and synthesized from: (1) an aromatic dietherdianhydride having the structure: ##STR18## in which K is a substituted or unsubstituted group of the formula: ##STR19## in which W is --O--, --S--, --SO 2 , linear or branched alkylene or alkenylene having 1to 8 carbon atoms or --(R)C(L)--, in which R and L can be the same or different lower alkyls having 1 to 8 carbons or aryl groups having 6 to 24 carbon atoms, and m is 0 or 1; and (2) a meta-substituted benzenediamine having the structure: ##STR20## in which Y is a divalent unsubstituted meta-phenylene radical or a meta-phenylene radical substituted with at least one lower alkyl group containing 1 to about 8 carbon atoms; T is selected from the group consisting of --O--, --S--, --SO--, --SO 2 , --CO-- and lower alkylene having 1 to about 6 carbon atoms; the benzenediamine present in an amount of about 20 to about 50 mole percent of the total diamine content of the polyimide polymeric binder; and (3) a polysiloxanediamine having the structure: ##STR21## in which Q is arylene; Z is a divalent oxygen, sulfide, sulfone, sulfoxide or carboxylic ester or amide group; D is a hydrocarbylene group; R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are the same or different alkyls having 1 to 8 carbons; and x, y and z are integers having values of 0 to 100; the polysiloxane diamine present in an amount of about 80 to about 50 mole percent of the total diamine content of the polyimide polymeric binder; the dianhydride content and total diamine content present in an unequal molar ratio of diamine to dianhydride of 1.03-1.05:1; and (4) phthalic anhydride present as an end-capping agent in an amount up to about 15% of the theoretical equivalents of excess amine functionality; and (B) thermally conductive material present in an effective amount to provide a conducting medium.
Claim 11
Dependent Claim 348 words
A thermally conducting, thermoplastic melt adhesive film comprising: (A) a normally solid thermoplastic polyimide polymeric binder having a weight average molecular weight of about 100,000 to 150,000, and synthesized from: (1) an aromatic dietherdianhydride having the structure: ##STR18## in which K is a substituted or unsubstituted group of the formula: ##STR19## in which W is --O--, --S--, --SO 2 , linear or branched alkylene or alkenylene having 1to 8 carbon atoms or --(R)C(L)--, in which R and L can be the same or different lower alkyls having 1 to 8 carbons or aryl groups having 6 to 24 carbon atoms, and m is 0 or 1; and (2) a meta-substituted benzenediamine having the structure: ##STR20## in which Y is a divalent unsubstituted meta-phenylene radical or a meta-phenylene radical substituted with at least one lower alkyl group containing 1 to about 8 carbon atoms; T is selected from the group consisting of --O--, --S--, --SO--, --SO 2 , --CO-- and lower alkylene having 1 to about 6 carbon atoms; the benzenediamine present in an amount of about 20 to about 50 mole percent of the total diamine content of the polyimide polymeric binder; and (3) a polysiloxanediamine having the structure: ##STR21## in which Q is arylene; Z is a divalent oxygen, sulfide, sulfone, sulfoxide or carboxylic ester or amide group; D is a hydrocarbylene group; R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are the same or different alkyls having 1 to 8 carbons; and x, y and z are integers having values of 0 to 100; the polysiloxane diamine present in an amount of about 80 to about 50 mole percent of the total diamine content of the polyimide polymeric binder; the dianhydride content and total diamine content present in an unequal molar ratio of diamine to dianhydride of 1.03-1.05:1; and (4) phthalic anhydride present as an end-capping agent in an amount up to about 15% of the theoretical equivalents of excess amine functionality; and (B) thermally conductive material present in an effective amount to provide a conducting medium.
Claim 12
Dependent Claim 21 words
The film according to claim 9 in which the thermally conductive material is beryllia, boron nitride or single crystal aluminum oxide.
Claim 13
Dependent Claim 11 words
The film according to claim 9 in which W is --S--.
Claim 14
Dependent Claim 11 words
The film according to claim 9 in which T is --S--.
Claim 15
Dependent Claim 11 words
The film according to claim 9 in which T is --O--.
Claim 16
Dependent Claim 18 words
The film according to claim 9 in which the dianhydride in the polyimide is 4,4'-bis(3,4- dicarboxyphenoxy)diphenyl sulfide dianhydride.
Claim 17
Dependent Claim 18 words
The film according to claim 9 in which the meta-substituted benzenediamine is bis[1,3(m-aminophenoxy)]benzene and the polysiloxanediamine is bis(m-aminophenoxybutyl)hexadecamethyloctasiloxane.
Claim 18
Dependent Claim 37 words
The film according to claim 9 in which the polyimide polymeric binder contains about 25 to about 50 mole percent of meta-substituted benzenediamine and about 75 to about 50 mole percent of polysiloxanediamine per total diamine content.

References Cited (Backward Citations)

US4395527A Cited
US4518735A Cited
US4670325A Cited
US4652598A Cited
US4810563A Cited
US4869954A Cited
EP0309190A2 Cited
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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1996-04-19 1996-10-19 1997-04-20 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2000-04-19 2000-10-19 2001-04-20 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2004-04-19 2004-10-19 2005-04-20 $7700.00 Window Closed / Lapsed

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