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US4118536A Expired / Lapsed US ⏱️ 0.0 years remaining

Silane-terminated polycarbodiimide primers and composite coatings therefrom

Assignee: 3M Co
•
Filing: 1977-08-25
•
Granted: 1978-10-03
•
Expires: 1997-08-25
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Abstract

Abstract Polycarbodiimide polymers terminated with polymerizable silane groups function well as primers for a variety of substrates and for many different coating materials. SP This application is a continuation-in-part of U.S. Ser. No. 730,810, filed Oct. 8, 1976, now abandoned.

Inventors

  • 👤 James L. Beardsley
  • 👤 J. Lamar Zollinger

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-28 23:22
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/70; C08G18/71; C08G18/718; C08G18/02; C08G18/025; C08G18/28; C08G18/67; C08G18/69; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31511; Y10T428/31551; Y10T428/31598; Y10T428/31652; Y10T428/31663

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 354 words
An aromatic polymer containing at least 1% by weight of carbodiimide groups, said polymer selected from the formulae: R.sup.1 --Z--N═C═N--R.sup.2).sub.b (N═C═N--R.sup.3).sub.c (N═C═N--R.sup.4).sub.d (N═C═N--Z'--R.sup.5 (I) wherein R 1 and R 5 are independently selected from --Si(OR 6 ) 3 wherein R 6 is independently selected from alkyl or phenyl and has no more than 10 carbon atoms, Z and Z' are independently aliphatic, aromatic, or mixed hydrocarbon which may have no more than one O or S atom in the backbone for 2 carbon atoms and having fewer than 20 carbon atoms R 2 and R 4 are independently divalent aromatic groups bonded to the adjacent N atom of the exterior carbodiimide directly from an aromatic ring, said aromatic group being free of isocyanate reactive groups and having fewer than 20 carbon atoms R 3 is a divalent aliphatic, aromatic, or mixed hydrocarbon group free of isocyanate reactive groups, having fewer than 20 carbon atoms b is > 0 c is 0 or 1 d is 0 or a whole integer and b+c+d is at least 1 and no more than 50, ##STR16## wherein R 1 , R 2 , R 4 , R 5 , Z, Z', and b are as defined above b+e = at least 2 and no more than 50 R 7 is the hydrogen free residue of a di-(active hydrogen) terminated compound, said residue having no isocyanate reactive groups and wherein R 2 and R 4 are also directly attached to the nitrogen atom of the adjacent ##STR17## group from an aromatic ring, ##STR18## wherein R 1 , R 2 , R 5 , Z and Z' are as defined above, and f is at least 2 and no more than 50, and ##STR19## wherein R 1 , R 2 , R 5 , Z and Z' are as defined above, and g is at least 2 and no more than 50, and Y is the residue of a primary amine terminated hydrocarbon formed by the removal of a hydrogen from the amine group, with the hydrogen free residue portion of Y forming a bond with the adjacent group ##STR20##
Claim 2
Dependent Claim 354 words
An aromatic polymer containing at least 1% by weight of carbodiimide groups, said polymer selected from the formulae: R.sup.1 --Z--N═C═N--R.sup.2).sub.b (N═C═N--R.sup.3).sub.c (N═C═N--R.sup.4).sub.d (N═C═N--Z'--R.sup.5 (I) wherein R 1 and R 5 are independently selected from --Si(OR 6 ) 3 wherein R 6 is independently selected from alkyl or phenyl and has no more than 10 carbon atoms, Z and Z' are independently aliphatic, aromatic, or mixed hydrocarbon which may have no more than one O or S atom in the backbone for 2 carbon atoms and having fewer than 20 carbon atoms R 2 and R 4 are independently divalent aromatic groups bonded to the adjacent N atom of the exterior carbodiimide directly from an aromatic ring, said aromatic group being free of isocyanate reactive groups and having fewer than 20 carbon atoms R 3 is a divalent aliphatic, aromatic, or mixed hydrocarbon group free of isocyanate reactive groups, having fewer than 20 carbon atoms b is > 0 c is 0 or 1 d is 0 or a whole integer and b+c+d is at least 1 and no more than 50, ##STR16## wherein R 1 , R 2 , R 4 , R 5 , Z, Z', and b are as defined above b+e = at least 2 and no more than 50 R 7 is the hydrogen free residue of a di-(active hydrogen) terminated compound, said residue having no isocyanate reactive groups and wherein R 2 and R 4 are also directly attached to the nitrogen atom of the adjacent ##STR17## group from an aromatic ring, ##STR18## wherein R 1 , R 2 , R 5 , Z and Z' are as defined above, and f is at least 2 and no more than 50, and ##STR19## wherein R 1 , R 2 , R 5 , Z and Z' are as defined above, and g is at least 2 and no more than 50, and Y is the residue of a primary amine terminated hydrocarbon formed by the removal of a hydrogen from the amine group, with the hydrogen free residue portion of Y forming a bond with the adjacent group ##STR20##
Claim 3
Dependent Claim 28 words
The polymer of claim 1 wherein Z, Z', R 2 , R 3 , R 4 , R 6 and R 7 comprise only carbon and hydrogen atoms.
Claim 4
Dependent Claim 17 words
The polymer of claim 1 wherein R 6 is alkyl of no more than 10 carbon atoms.
Claim 5
Dependent Claim 17 words
The polymer of claim 2 wherein R 6 is alkyl of no more than 10 carbon atoms.
Claim 6
Dependent Claim 19 words
The polymer of claim 1 wherein R 2 , R 3 , and R 4 are selected from ##STR21##
Claim 7
Dependent Claim 19 words
The polymer of claim 2 wherein R 2 , R 3 , and R 4 are selected from ##STR22##
Claim 8
Dependent Claim 9 words
The polymer of claim 1 coated on a substrate.
Claim 9
Dependent Claim 9 words
The polymer of claim 6 coated on a substrate.
Claim 10
Dependent Claim 27 words
A substrate, a primer layer bonded to the substrate and a synthetic polymer layer bonded to the primer wherein said primer comprises the polymer of claim 1.
Claim 11
Dependent Claim 25 words
The substrate, primer, and synthetic polymer coating of claim 9 wherein the synthetic polymer is an abrasion resistant coating obtained by curing an epoxy-terminated silane.
Claim 12
Dependent Claim 15 words
The substrate, primer and synthetic coating of claim 10 wherein said epoxy-terminated silane comprises γ-glycidoxypropyltrimethoxysilane.

References Cited (Backward Citations)

US3296190A Cited
US3450562A Cited
US3895043A Cited
US3972933A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-10-02 1982-04-03 1982-10-03 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-10-02 1986-04-03 1986-10-03 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-10-02 1990-04-03 1990-10-03 $7700.00 Window Closed / Lapsed

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