Mar-resistant oligomeric-based coatings

• US 6,376,596 B1
• Filed: 11/12/1998
• Issued: 04/23/2002
• Est. Priority Date: 05/14/1997
• Status: Expired due to Fees

• Current Assignee: Axalta Coating Systems Ip Co Llc (Axalta Coating Systems Ltd.)
• Original Assignee: E. I. du Pont de Nemours and Company (Corteva, Inc.)
• Inventors: Barsotti, Robert John, Hazan, Isidor, Neff, Bruce Lyle
• Primary Examiner(s): Woodward, Ana
• Application Number:
  US09/180,509
• Time in Patent Office: 1,258 Days
• Field of Search: 524/500, 524/538, 524/539
• US Class Current: 524/500
• CPC Class Codes: C08G 18/423 containing cycloaliphatic groups
• CPC Class Codes: C08G 18/718 containing silicon
• CPC Class Codes: C08G 18/792 formed by oligomerisation of aliphatic and/or cycloaliphatic isocyanates or isothiocyanates
• CPC Class Codes: C09D 175/06 from polyesters
• CPC Class Codes: C09D 201/06 containing oxygen atoms C09D201/025 takes precedence
• CPC Class Codes: Y10T 428/31511 Of epoxy ether
• CPC Class Codes: Y10T 428/31547 Of polyisocyanurate
• CPC Class Codes: Y10T 428/31551 Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
• CPC Class Codes: Y10T 428/31663 As siloxane, silicone or silane
• CPC Class Codes: Y10T 428/31786 Of polyester [e.g., alkyd, etc.]
• CPC Class Codes: Y10T 428/31855 Of addition polymer from unsaturated monomers

Abstract

A curable coating composition comprising functionalized oligomer components i and ii which cross-link at cure to form a three-dimensional network having chains of substantially uniform, controllable molecular weight between cross-links; oligomers i and ii having weight average molecular weights not exceeding about 3,000, a polydispersity for (i) not exceeding about 1.5, and functionalities that react with one another to cross-link i and ii at cure to yield coatings with an excellent balance of hardness and mar resistance.

Claims

1. A curable coating composition of a binder in an organic solvent, the composition having a volatile organic content not exceeding 0.4 kilograms per liter, consisting essentially of:

i) a binder selected from a linear or branched cycloaliphatic moiety-containing oligomer or blend of said oligomers with a weight average molecular weight not exceeding 3,000, a polydispersity not exceeding 1.5 and functionality A or A plus B; and

ii) an oligomeric crosslinker or blend of said crosslinkers with a weight average molecular weight not exceeding 3,000 and functionality C;

components i and ii reacting at cure to form a three-dimensional network having chains of substantially uniform, controllable molecular weight between crosslinks;

wherein;

said functionalities in components i and ii are selected from the group consisting of;

A is hydroxyl and C is isocyanate;

A is epoxy and C is isocyanate;

A is hydroxyl and C is melamine;

A is aldimine or ketimine, B is optionally hydroxyl, and C is isocyanate;

A is epoxy, B is hydroxyl and C is isocyanate; and

A is silane, B is hydroxyl and C is melamine.

2. The composition according to claim 1 wherein the oligomer of component i) is an oligomeric ester.

3. The composition according to claim 1 wherein component ii) has polydispersity not exceeding 1.5.

4. The curable coating composition of claim 1 wherein said functionalities in components i and ii are:

A is aldimine or ketimine and B is hydroxyl; and

C is isocyanate.

5. A curable coating composition of a binder in an organic solvent, the composition having a volatile organic content not exceeding 0.4 kilograms per liter, consisting essentially of:

i) a binder selected from a linear or branched cycloaliphatic moiety-containing oligomer or blend of said oligomers with a weight average molecular weight not exceeding 3,000, a polydispersity not exceeding 1.5 and functionality A or A plus B; and

ii) an oligomeric crosslinker or blend of said crosslinkers with a weight average molecular weight not exceeding 3,000 and functionality C;

components i and ii reacting at cure to form a three-dimensional network having chains of substantially uniform, controllable molecular weight between crosslinks;

wherein;

said functionalities in components i and ii are selected from the group consisting of;

A is hydroxyl and C is isocyanate;

A is epoxy and C is isocyanate;

A is hydroxyl and C is melamine;

A is aldimine or ketimine and C is isocyanate;

A is epoxy, B is hydroxyl and C is isocyanate;

A is silane, B is hydroxyl and C is melamine.

6. A curable coating composition of a binder in an organic solvent, the composition having a volatile organic content not exceeding 0.4 kilograms per liter, consisting essentially of:

i) a binder selected from a linear or branched cycloaliphatic moiety-containing oligomer or blend of said oligomers with a weight average molecular weight not exceeding about 3,000, a polydispersity not exceeding about 1.5 and having a silane functionality; and

ii) an oligomeric crosslinker or blend of said crosslinkers with a weight average molecular weight not exceeding about 3,000 and having a silane functionality;

components i and ii reacting at cure to form a three-dimensional network having chains of substantially uniform, controllable molecular weight between crosslinks.