Copolymers comprising low surface tension (meth)acrylates

a technology of methacrylate and copolymer, which is applied in the field of new (co) polymer compositions, can solve the problems of high molecular weight, poor flow properties, and difficulty in controlling molecular weight distribution and composition, and achieve the effect of low surface tension

Inactive Publication Date: 2008-10-16
PPG IND OHIO INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

The resulting copolymer exhibits improved control over molecular weight distribution and surface tension, leading to enhanced physical properties and applications in various industries, including coatings and bioengineering, with reduced viscosity and improved flow characteristics.

Problems solved by technology

Fluorocarbon-containing copolymers made by conventional free radical polymerization methods have inevitable shortcomings as it is difficult to control their molecular weight distribution and composition in order to optimize their desired physical properties.
For example, the common problem of poor control of molecular weight distribution can result in a high molecular weight “tail”, which can give poor flow properties due to the high viscosity that results.
Conversely, poor binding properties can result when too much of a low molecular weight “tail” is present.
The block copolymers are particularly subject to photodegradation.
The use of conventional, i.e., non-living or free-radical (co)polymerization methods to synthesize (co)polymers provides little control over molecular weight, molecular weight distribution and, in particular, (co)polymer chain structure.

Method used

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  • Copolymers comprising low surface tension (meth)acrylates
  • Copolymers comprising low surface tension (meth)acrylates
  • Copolymers comprising low surface tension (meth)acrylates

Examples

Experimental program
Comparison scheme
Effect test

example 1

Synthesis of Gradient Copolymer MMA-Gradient-2-EHMA-b-Zonyl™

[0140]The gradient copolymer MMA-gradient-EHMA-b-Zonyl™ was prepared by polymerization the ingredients in Table 1 in Aromatic 100 solvent:

TABLE 1IngredientsParts by weight (grams)Charge 1Aromatic 100300Copper0.89Tris(2-aminoethyl) amine / 6BA8.96Ethyl-2-bromoisobutyrate27.30MMA196Charge 22-EHMA777.38Aromatic 100100Charge 3Aromatic 10060.90ZONYL TM fluoromonomer74.762-(perfluoroalkyl)ethylmethacrylate (DuPont)

[0141]Charge 1 was heated in a reaction vessel with agitation at 80° C. and the reaction mixture was held at this temperature for 1.5 hours. After partial homopolymerization of MMA, charge 2 was continuously added to the reaction vessel for 3 hrs to form a compositional gradient along the polymer chain. The compositional gradient was controlled through the use of controlled 2-EHMA addition based on its reactivity ratio found in the literature (r1MMA=0.86, r2 EHMA=0.69: Journal of Thermal Analysis, Vol. 36, pp. 617-628 (19...

example 2

Resistance of Paint to Contamination

[0143]A commercial, solvent-borne, thermosetting clear coat, DCT5555 (available from PPG Industries, Inc., Pittsburgh, Pa.) was deliberately contaminated with a commercial caustic wash solution typically used in cleaning transport containers for coatings and known to induce cratering. The polymer of example 1 was added to a portion of this clearcoat at a level of 0.1% by weight and thoroughly mixed by stirring.

[0144]The clear coat treated (with the polymer of example 1) and an untreated clear coat were applied to sixteen 12″×18″ commercially available electrocoated steel panels using an ESTA bell. The clear coat was applied in two coats with a 90 second flash between coats, flashed for 10 minutes at ambient conditions, and then baked for 10 minutes at 345° F. The final film thicknesses were 1.8 to 2.0 mils. The total number of craters in the untreated, cured panels was 33. The total number of craters on the treated, cured panels was 22. Appearance...

example 3

Resistance to Surface Contamination

[0145]A commercial, solvent-borne, thermoset clearcoat (FDCT 8000, available from PPG Industries, Inc.) was treated, as described in example 2, at 0.05% and 0.1% with the polymer of example 1.

[0146]Commercially available electrocoated 4″×12″ steel panels were spot contaminated with 0.1 to 0.2 microgram quantities of a series of polymers with varying surface tension. The two treated and one untreated clear coats were spray applied onto identically spot contaminated test panels. The clearcoat was applied in two coats with a sixty second flash in between coats, flashed for 10 minutes at ambient conditions and baked for 30 minutes at 285° F. Dry film thicknesses were 1.6-1.8 mils.

[0147]The ability of each clear coat to cover each of the contaminant polymers without leaving a visible defect has been correlated to its crater resistance. Each contaminant spot was rated against a set of arbitrarily defined standards. Typical ratings for each clear coat, wi...

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Abstract

The present invention is directed to a copolymer that includes a first radically polymerizable low surface tension (meth)acrylate monomer and one or more other radically polymerizable ethylenically unsaturated monomers. The copolymer has a polydispersity index of less than 2.5. The present invention further includes a controlled radical polymerization method to make the above described low surface tension containing copolymers. The method includes the steps of adding a first radically polymerizable low surface tension (meth)acrylate monomer and one or more other radically polymerizable ethylenically unsaturated monomers to a solution containing a suitable atom transfer radical polymerization (ATRP) initiator.

Description

CROSS-REFERENCE TO RELATED APPLICATION[0001]This application is a continuation of U.S. application Ser. No. 11 / 009,424 filed on Dec. 10, 2004; which is a divisional of U.S. application Ser. No. 10 / 237,357 filed on Sep. 9, 2002, which claims priority under 35 U.S.C.§ 119 to Provisional Application Ser. No. 60 / 325,242 filed Sep. 27, 2001.FIELD OF THE INVENTION[0002]The present invention relates to novel (co)polymer compositions that contain low surface tension (meth)acrylates prepared by a controlled radical (co)polymerization process and thermosetting compositions containing the novel (co)polymers.BACKGROUND OF THE INVENTION[0003]Fluorocarbon-containing copolymers have been used as binding agents, wetting agents, surfactants and coating additives in a variety of applications. Fluorocarbon-containing copolymers made by conventional free radical polymerization methods have inevitable shortcomings as it is difficult to control their molecular weight distribution and composition in order...

Claims

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Application Information

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Patent Type & AuthorityApplications(United States)
IPC IPC(8): C08G63/00C08F220/10
CPCC08F220/10
InventorOLSON, KURT G.COCA, SIMIONO'DWYER, JAMES B.SMITH, JOANNE H.
OwnerPPG IND OHIO INC