Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – Mixing of two or more solid polymers; mixing of solid...
Reexamination Certificate
2003-02-04
2004-10-12
Lipman, Bernard (Department: 1713)
Synthetic resins or natural rubbers -- part of the class 520 ser
Synthetic resins
Mixing of two or more solid polymers; mixing of solid...
C525S326600, C525S328800, C525S329200, C525S329400, C525S329900, C525S330100, C525S374000, C525S379000, C525S394000, C525S386000, C526S249000
Reexamination Certificate
active
06803426
ABSTRACT:
BACKGROUND OF THE INVENTION
1. Field of the Invention
The present invention relates generally to fluoropolymers and thermosetting compositions containing fluoropolymers. More specifically, the present invention is directed to fluoropolymers containing functional groups and thermosetting compositions that contain functional fluoropolymers.
2. Description of Related Art
Coatings derived from compositions containing fluoropolymers typically provide good chemical resistance, weather resistance, and heat resistance. Due to these properties, interest in using fluoropolymer-based paints has increased in various areas. For example, fluoropolymer-containing paints are used as weather resistant paints in the areas of architecture, automobile, and chemical engineering. The fluoropolymers used in such paints typically include a fluorocarbon monomer, such as chlorotrifluoroethylene, tetrafluoroethylene, or vinylidene fluoride, and another monomer, such as a vinyl ester or a vinyl ether, usually added to increase the solubility of the resulting fluoropolymer.
As an example, U.S. Pat. No. 4,345,057 to Yamabe et al. discloses a fluoropolymer having improved curing properties. Coatings using the fluoropolymer reportedly have a glossy finish, good chemical resistance, and good weatherability.
In many cases, the durability of a coating, such as its weatherability and/or chemical resistance, will depend on obtaining an optimum balance of physical properties, such as the hardness and flexibility of a coating film. Generally speaking, obtaining this optimum balance has been an elusive goal.
Moreover, the use of fluoropolymer-containing coating compositions has been limited due to the high cost of such coatings, due in part to the cost of the fluorocarbon monomers.
Functional fluoropolymers are typically random copolymers that include functional group-containing acrylic and/or methacrylic monomers. Such a functional fluoropolymer will contain a mixture of polymer molecules having varying individual functional equivalent weights and polymer chain structures. In such a copolymer, the functional groups are located randomly along the polymer chain. Moreover, the number of functional groups is not divided equally among the polymer molecules, such that some polymer molecules may actually be free of functionality.
In a thermosetting composition, the formation of a three-dimensional crosslinked network is dependent on the functional equivalent weight as well as the architecture of the individual polymer molecules that comprise it. Polymer molecules having little or no reactive functionality (or having functional groups that are unlikely to participate in crosslinking reactions due to their locations along the polymer chain) will contribute little or nothing to the formation of the three-dimensional crosslinked network, resulting in decreased crosslink density and less than optimum physical properties of the finally formed thermoset coating.
It would be desirable to develop fluoropolymer based thermosetting compositions that are low cost, have a predictable polymer architecture and provide an optimum balance of film hardness and flexibility in a durable coating.
SUMMARY OF THE INVENTION
The present invention is directed to a composition that includes a fluorine-containing copolymer containing at least 30 mol % of residues having the following alternating structural unit:
—[DM—AM]—
where DM represents a residue from a donor monomer having the following structure (I):
where R
1
is linear or branched C
1
to C
4
alkyl; R
2
is selected from methyl, linear, cyclic or branched C
1
to C
20
alkyl, alkenyl, aryl, alkaryl, and aralkyl; and AM represents an acceptor monomer. The copolymer contains at least 5 wt. % fluorine.
The present invention is also directed to a composition that includes the copolymer described above, where the composition contains co-reactive functional groups. A non-limiting example of such a composition is a thermosetting composition. The present invention is also directed to a substrate, where at least a portion of the substrate is coated with the thermosetting composition.
The present invention is further directed to a thermosetting composition that includes the copolymer described above, containing reactive functional groups and at least one other component that contains functional groups that are reactive with the functional groups of the copolymer. The present invention is additionally directed to a substrate, where at least a portion of the substrate is coated with the thermosetting composition.
The present invention is still further directed to a multi-component composite coating composition that includes a base coat deposited from a pigmented film-forming composition and a substantially pigment free top coat applied over at least a portion of the base coat. The base coat and/or the top coat include one of the thermosetting compositions described above. The present invention is also directed to substrates where at least a portion of the substrate is coated with the multi-component composite coating composition.
REFERENCES:
patent: 2378629 (1945-06-01), Hanford
patent: 2411599 (1946-11-01), Sparks et al.
patent: 2468664 (1949-04-01), Hanford et al.
patent: 2531196 (1950-11-01), Brubaker et al.
patent: 3380974 (1968-04-01), Stilmar
patent: 3475391 (1969-10-01), Coker et al.
patent: 3947338 (1976-03-01), Jerabek et al.
patent: 3984299 (1976-10-01), Jerabek
patent: 4147679 (1979-04-01), Scriven et al.
patent: 4147688 (1979-04-01), Makhlouf et al.
patent: 4220679 (1980-09-01), Backhouse
patent: 4345057 (1982-08-01), Yamabe et al.
patent: 4403003 (1983-09-01), Backhouse
patent: 4487893 (1984-12-01), Yamabe et al.
patent: 4731288 (1988-03-01), Mizuno et al.
patent: 4889890 (1989-12-01), Kerr et al.
patent: 4937288 (1990-06-01), Pettit, Jr. et al.
patent: 4997900 (1991-03-01), Brinkman
patent: 5071904 (1991-12-01), Martin et al.
patent: 5098955 (1992-03-01), Pettit, Jr.
patent: 5169915 (1992-12-01), Mohri et al.
patent: 5202382 (1993-04-01), Pettit, Jr.
patent: 5214101 (1993-05-01), Pettit, Jr. et al.
patent: 5216081 (1993-06-01), Mohri et al.
patent: 5356973 (1994-10-01), Taljan et al.
patent: 5407707 (1995-04-01), Simeone et al.
patent: 5439896 (1995-08-01), Ito et al.
patent: 5508337 (1996-04-01), Wamprecht et al.
patent: 5510444 (1996-04-01), Halpaap et al.
patent: 5552487 (1996-09-01), Clark et al.
patent: 5554692 (1996-09-01), Ross
patent: 5663240 (1997-09-01), Simeone et al.
patent: 5710214 (1998-01-01), Chou et al.
patent: 5777061 (1998-07-01), Yonek et al.
patent: 5807937 (1998-09-01), Matyjaszewski et al.
patent: 5976701 (1999-11-01), Barancyk et al.
patent: 5989642 (1999-11-01), Singer et al.
patent: 6111001 (2000-08-01), Barancyk et al.
patent: 6114489 (2000-09-01), Vicari et al.
patent: 6153697 (2000-11-01), Montague et al.
patent: 6281272 (2001-08-01), Baldy et al.
patent: 1121614 (1968-07-01), None
patent: 1213171 (1970-11-01), None
patent: 04-004246 (1992-01-01), None
Greenly, “QandeValues for Free Radical Copolymerizations of Vinyl Monomers and Telogens,”Polymer Handbook, Fourth Edition, John Wiley & Sons, Inc., pp. 309-319, 1999.
Odian, “Chain Polymerization, ”Principles of Copolymerization, Third Edition, John Wiley & Sons, Inc., pp. 452-491, 1991.
Cowie, Alternating Copolymers, Plenum Press, pp. 1-137, 1985.
Rzaev et al., “Complex-Radical Copolymerization of 2,4, 4-trimethylpentene-1 with Maleic Anhydride,”Eur. Polym. J., vol. 34, No. 7, pp. 981-985, 1998.
Mashita et al., “Alternating Copolymerization of Isobutylene and Acrylic Ester with Alkylboron Halide,”Polymer, vol. 36, No. 15, pp. 2973-2982, 1995.
Mashita et al., “Alternating Copolymers of Isobutylene and Acrylic Ester by Complexed Copolymerization,”Polymer, vol. 36, No. 15, pp. 2983-2988, 1995.
Kuntz et al., “Poly[2,2-Dimethyl-4-(methoxylcarbonyl)butylene] : Synthesis with an Ethylaluminum Sesquichloride-Peroxide Initiator and NMR Characterization,”J. of Polymer Science: Polymer Chemistry Edition, vol. 16, pp. 1747-1753, 1978.
Hirooka et al., “Complexed Copolymerization of Vinyl Compounds w
Coleridge Edward R.
Conley Carole A.
DeSaw Shawn A.
Millero, Jr. Edward R.
Montague Robert A.
Lipman Bernard
PPG Industries Ohio Inc.
Uhl William J.
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