US 7,732,018 B2 · Durable coating compositions containing novel aspartic amine compounds

Abstract

A coating composition comprising a binder of a. polyisocyanate crosslinking agent; b. an isocyanate-reactive component having at least one compound having the following formula (I) including isomers and mixtures of isomers thereof: wherein R, R1, R2, X, Y, Z, m, n, p, q, r and s are described in the specification and a two component composition formulated with the above constituents and substrates, such as, automotive and truck bodies and parts coated with the novel composition and novel amine and/or hydroxy amine compounds are also part of the invention.

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Drawings

Claims42

Dependent claims

A coating composition comprising a binder consisting essentially of

a. polyisocyanate crosslinking agent;
b. an isocyanate-reactive component having at least one compound having the following formula:
wherein
R is a hydrocarbon radical selected from a C1 to C20 linear or branched alkyl group, or a C5 to C16 cycloaliphatic group or is a residue obtained by removing n amino groups from a polyether polyamine with m equal to 0 having a functionality of n and a number average molecular weight of less than 600,
wherein the amino groups are attached to primary carbon atoms and the ether groups are separated by at least two carbon atoms;
m equals 0 to 4 an n equals on average 1 to 4;
X and Y independently are O or NR3;
R3 is equal to H, or C1 to C20 linear or branched alkyl group, a C5 to C16 cycloaliphatic group, or R3 is equal to C3═O if s=0, the compound is a cyclic imide;
Z is selected from a C1 to C20 linear or branched alkyl group, a C5 to C16 cycloaliphatic group, or an OH-group containing linear, branched or cycloaliphatic alkyl group or Z comprises a fragment of the structure —CH2—CHR4—R5, with R4 equal to H, or C1 to C20 linear or branched alkyl group, or a C5 to C16 cycloaliphatic group and R5 equal to —CN or —C(═O)OR6, with R6 equal to H, or C1 to C20 linear or branched alkyl group, or a C5 to C16 cycloaliphatic group;
p and q are equal to 0 or 1, if p and q equal to 1, the —NH—Z fragment can be bound to either C1 or C2, and mixtures of compounds and isomers thereof;
s is equal to 0 or 1, with the proviso that s can only be 0 when p equals 1 and X═NR3 wherein R3 equals C3═O;
R2 is H or independently selected from a C1 to C20 linear or branched alkyl group, or a C5 to C16 cycloaliphatic group;
R1 is a hydrocarbon radical obtained by removing (q+r) hydrogen atoms from a C1 to C20 linear or branched alkyl group, or a C5 to C16 cycloaliphatic group;
and
r is equal to 0 to 4.

12 more elements

Dependencies are inferred from the claim text.

Description13,757 words

Summary1,021 words

#This invention is directed to coating compositions, in particular, to coating compositions that are useful as exterior clear finishes for automobiles and trucks.

#The finishing system of choice presently being used on the exterior of automobiles and trucks comprises a clear coating applied over pigmented base coating that is applied over a primer coating. The clear coating provides protection, in particular, protection from weathering, to the pigmented base coating and improves the appearance of the overall finish, in particular, provides improved gloss and distinctness of image. The primer coating provides adhesion to the substrate and, in particular, provides resistance to stone chipping. When used in refinishing of automobile and truck bodies, the clear coating and primer coating are required to have an acceptable “pot life” and reasonably short cure time period to allow for application of a subsequent coat and in the case of a clear coating to allow for further processing or handling of the vehicle without damaging the finish. The term “pot life” means the period of time after a coating is mixed with a crosslinking agent, with or without a catalyst, in which the composition remains at a sprayable viscosity.

#The following U.S. Pat. Nos. 5,516,873, 5,126,170, 5,243,012, 5,236,741, 5,412,056, 5,580,945, and 6,005,062, show a variety of coating composition that contain polyaspartic acid derivatives but these compositions do not have a property balance of acceptable pot life and rapid curing time to form a sufficiently hard finish to allow additional handling and processing of a coated vehicle or work piece after the coating composition has been applied.

Detailed description12,736 words

#The features and advantages of the present invention will be more readily understood, by those of ordinary skill in the art, from reading the following detailed description. It is to be appreciated those certain features of the invention, which are, for clarity, described above and below in the context of separate embodiments, may also be provided in combination in a single embodiment. Conversely, various features of the invention that are, for brevity, described in the context of a single embodiment, may also be provided separately or in any sub-combination. In addition, references in the singular may also include the plural (for example, “a” and “an” may refer to one, or one or more) unless the context specifically states otherwise.

#The use of numerical values in the various ranges specified in this application, unless expressly indicated otherwise, are stated as approximations as though the minimum and maximum values within the stated ranges were both preceded by the word “about.” In this manner, slight variations above and below the stated ranges can be used to achieve substantially the same results as values within the ranges. Also, the disclosure of these ranges is intended as a continuous range including every value between the minimum and maximum values.

#All patents, patent applications and publications referred to herein are incorporated by reference in their entirety.

Facts

Application

11/303,083Filed 14 Dec 2005 · us provisional application

Priority

15 Dec 2004

Published

US 2006/0155056 A113 Jul 2006

Granted

8 Jun 2010

Term ends

12 Jan 2029

Estimated · how

20 years from earliest known nonprovisional domestic filing plus recorded patent term adjustment, including 1,125 days of adjustment. Maintenance-fee lapses, terminal disclaimers and statutory extensions have not been checked. The continuity chain may be incomplete; this is not an enforceability determination.

Classification5 codes

C08F 220/04
Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof: acids; Metal salts or ammonium salts thereof
C08F 222/02
Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one…:…
Y10T 428/31551
Composite [nonstructural laminate]: of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
C08F
Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds

Timeline

15 Dec 2004Priority claimedParent application 60/636,350
14 Dec 2005Application filedUS 11/303,083
5 Apr 2006Assigned to E. I. Du Pont De Nemours and Companyassignment of assignor's interest
13 Jul 2006PublishedUS 2006/0155056 A1
8 Jun 2010GrantedUS 7,732,018 B2
13 Feb 2013Assigned to U.S. Coatings IP Co. LLCassignment of assignor's interest
28 Mar 2013Assigned to Barclays Bank PLC, AS Collateral Agentsecurity agreement
18 Jun 2013Assigned to Axalta Coating Systems IP Co., LLCchange of name
19 Nov 2013Assigned to Wilmington Trust, National Association, AS Collateral Agentsecurity agreement
29 Sep 2016Assigned to Axalta Coating Systems IP Co. LLC (Formerly Known AS U.S. Coatings IP Co. LLC)release of security interest
12 Oct 2026TodayWithin its term
12 Jan 2029Term endsEstimated, includes 1,125 days of adjustment

Durable coating compositions containing novel aspartic amine compounds

Life of this patent

Durable coating compositions containing novel aspartic amine compounds

Life of this patent

Life of this patent

Abstract

Drawings

Drawings

Claims42

Description13,757 words

Drawings

Classification5 codes

Life of this patent

Description13,757 words