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US4045223A Expired / Lapsed US ⏱️ 0.0 years remaining

Method for the preparation of layer structures

Assignee: Siemens AG
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Filing: 1975-07-24
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Granted: 1977-08-30
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Expires: 1995-07-24
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Abstract

Abstract The invention provides a method for the preparation of solvent soluble, highly heat-resistant layered structures, using radiation-sensitive, soluble, preliminary polymers. According to the invention, soluble preliminary polymers are used which are prepared in a hexamethyl phosphoric acid triamide solution and which comprise polycondensation products of primary diamines with bicyclo[2.2.2.]octene-7-tetra carboxylic acid-2,3,5,6-diester-bis-acid chlorides wherein the ester groups are in the orthoposition with respect to the acid chloride groups and contain radiation-reactive radicals. Optionally di-ortho-tetracarboxylic acid-diester-bis-acid chlorides and/or di-ortho-tetracarboxylic acid-bis-anhydrides, carrying radiation-reactive ester radicals, can also be used in addition to the bicyclo[2.2.2.]octene-7-tetra carboxylic acid-2,3,5,6-diester-bis-acid chlorides.

Inventors

  • 👤 Roland Rubner
  • 👤 Wolfgang Kleeberg
  • 👤 Eberhard Kuhn

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 19:43
CPC Classifications
C; C08; C08G; C08G73/00; C08G73/06; C08G73/10; C08G73/12; G; G03; G03F; G03F7/00; G03F7/004; G03F7/038; G03F7/0388

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 254 words
In a method for the preparation of highly heat-resistant layered structures soluble in organic solvents comprising: a. applying a coating of a radiation-sensitive, preliminary polymer to a substrate in the form of a layer or a foil; b. irradiating the radiation sensitive layer or foil through negative patterns; c. removing the non-irradiated layer or foil to form a relief structure; and d. annealing said relief structure; the improvement which comprises using as said radiation sensitive preliminary polymer a solvent soluble preliminary polymer comprising a polycondensation product of a primary diamine with bicyclo[2.2.2.]octene-7-tetracarboxylic acid-2,3,5,6-diester-bis-acid chloride or with a mixture of said bicyclo[2.2.2.]octene with a compound selected from the group consisting of an aromatic di-ortho-tetracarboxylic acid diester-bis-acid chloride, an aromatic di-ortho-tetracarboxylic acid-bis-anhydride and mixtures thereof; wherein the ester groups of said bicyclo[2.2.2.]octene-7-tetra-carboxylic acid-2,3,5,6-diester-bis-acid chloride and said di-ortho-tetracarboxylic acid diester-bis-acid chloride are in ortho position with respect to said acid chloride groups, said ester groups containing radiation reactive radicals selected from the group consisting of: ##STR5## wherein R 1 is alkylene or aralkylene; R 2 is hydrogen, CH 3 or Cl and R 3 is hydrogen; ##STR6## wherein R 4 is hydrogen or methyl; and R 5 is oxyalkylene; ##STR7## wherein R 6 is alkyl, phenyl, alkoxy phenyl or halogenated phenyl; n is 1 or 2; and R.sub. 7 is H, Cl, alkyl or alkoxy; ##STR8## wherein R 8 is a carbocyclic or heterocyclic aromatic radical bound via a ring carbon atom, and wherein said radiation-sensitive preliminary polymer is prepared in a hexamethyl phosphoric acid triamide solution.
Claim 2
Dependent Claim 254 words
In a method for the preparation of highly heat-resistant layered structures soluble in organic solvents comprising: a. applying a coating of a radiation-sensitive, preliminary polymer to a substrate in the form of a layer or a foil; b. irradiating the radiation sensitive layer or foil through negative patterns; c. removing the non-irradiated layer or foil to form a relief structure; and d. annealing said relief structure; the improvement which comprises using as said radiation sensitive preliminary polymer a solvent soluble preliminary polymer comprising a polycondensation product of a primary diamine with bicyclo[2.2.2.]octene-7-tetracarboxylic acid-2,3,5,6-diester-bis-acid chloride or with a mixture of said bicyclo[2.2.2.]octene with a compound selected from the group consisting of an aromatic di-ortho-tetracarboxylic acid diester-bis-acid chloride, an aromatic di-ortho-tetracarboxylic acid-bis-anhydride and mixtures thereof; wherein the ester groups of said bicyclo[2.2.2.]octene-7-tetra-carboxylic acid-2,3,5,6-diester-bis-acid chloride and said di-ortho-tetracarboxylic acid diester-bis-acid chloride are in ortho position with respect to said acid chloride groups, said ester groups containing radiation reactive radicals selected from the group consisting of: ##STR5## wherein R 1 is alkylene or aralkylene; R 2 is hydrogen, CH 3 or Cl and R 3 is hydrogen; ##STR6## wherein R 4 is hydrogen or methyl; and R 5 is oxyalkylene; ##STR7## wherein R 6 is alkyl, phenyl, alkoxy phenyl or halogenated phenyl; n is 1 or 2; and R.sub. 7 is H, Cl, alkyl or alkoxy; ##STR8## wherein R 8 is a carbocyclic or heterocyclic aromatic radical bound via a ring carbon atom, and wherein said radiation-sensitive preliminary polymer is prepared in a hexamethyl phosphoric acid triamide solution.
Claim 3
Dependent Claim 31 words
The polycondensation product of claim 1 wherein the di-ortho-tetracarboxylic acid diester-bis-acid chloride is selected from the group consisting of pyromellitic acid diester-bis-acid chloride, benzophenone tetra-carboxylic acid diester-bis-acid chloride and mixtures thereof.
Claim 4
Dependent Claim 29 words
The polycondensation product of claim 2 wherein the pyromellitic acid diester-bis-acid chloride comprises from 5 to 10 mole percent based on the amount of the bicyclo[2.2.2.]-octenetetracarboxylic acid diester-bis-acid chloride.
Claim 5
Dependent Claim 26 words
The polycondensation product of claim 1 wherein the di-ortho-tetracarboxylic acid-bis-anhydride is selected from the group consisting of pyromellitic acid bis-anhydride, benzophenone tetracarboxylic acid-bis-anhydride and mixtures thereof.
Claim 6
Dependent Claim 13 words
The polycondensation product of claim 1 wherein the diamine is an aromatic diamine.
Claim 7
Dependent Claim 13 words
The polycondensation product of claim 5 wherein the aromatic diamine is p,p'-diaminodiphenyl methane.
Claim 8
Dependent Claim 14 words
The polycondensation product of claim 1 wherein the radiation-reactive radical is an oxyallyl radical.
Claim 9
Dependent Claim 21 words
The polycondensation product of claim 1 wherein the radiation-reactive radical is an N-oxyalkyl- or N-oxyalkyl-arylmaleimide radical based on N-hydroxy-alkyl or N-hydroxyalkyl-arylmaleimide.
Claim 10
Dependent Claim 22 words
The polycondensation product of claim 1 wherein the radiation-reactive radical is a β-oxyethylmethacrylate or -acrylate radical based on β-hydroxyethylmethacrylate or -acrylate respectively.
Claim 11
Dependent Claim 20 words
The soluble preliminary polymer of claim 1 wherein said soluble preliminary polymer is used together with a radiation-sensitive copolymerizable compound.
Claim 12
Dependent Claim 25 words
The preliminary polymer of claim 10 wherein the soluble preliminary polymer is used together with a compound which contains one or several N-substituted maleimide groups.
Claim 13
Dependent Claim 23 words
The preliminary polymer of claim 1 wherein the soluble preliminary polymer and radiation-sensitive copolymerizable compounds are used together with photo initiators or photo-sensitizers.
Claim 14
Dependent Claim 22 words
The preliminary polymer of claim 12 wherein 4,4'-bis(diethylamino)-benzophenone, Michler's ketone, benzoin ether and mixtures thereof are used as the photoinitiators or sensitizers.
Claim 15
Dependent Claim 20 words
The method of claim 1 wherein the highly heat resistant layered structures are applied in making electrical components and circuits.

References Cited (Backward Citations)

US3475176A Cited
US3650746A Cited
US3858510A Cited
US3801638A Cited
US3753720A Cited
US3957512A Cited
US3847767A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-08-29 1981-02-28 1981-08-30 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-08-29 1985-02-28 1985-08-30 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-08-29 1989-02-28 1989-08-30 $7700.00 Window Closed / Lapsed

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