Paint & Coatings Industry - March 2008 - (Page 74)

Fluorinated Oxetane Oligomers Figure 4 | Example of poly(fluorooxetane) ABA triblock copolymer intermediate. H3C CH 2 OR f HO O C H2 C H2 O H a C H2 OR f HO C H2C CH 2 O C H3 R f = - CH 2 CF 3 , -C H 2 C F2 C F3 6 ≤ x + y ≤ 20 5 ≤ a ≤ 100 x C H2 C H 2O a CH 2 O R f CH 2 CC H2 O CH 3 H y BF 3 • THF lymer intermediates can be used to provide novel attributes to other polymer systems. An example of a poly(fluorooxetane) block copolymer intermediate is shown in Figure 4. Applications OMNOVA Solutions uses poly(fluorooxetane) intermediates in several commercial products. Memerase® dry erasable wallcoverings employ a coating that provides a surface that accepts dry erase ink, yet is able to have the dried ink removed easily with standard erasers. The coating is based on a poly(fluorooxetane) intermediate esterified with adipic acid. The hybrid intermediate is then used in a polyester synthesis to form the base resin. Not only did the surface prove to be dry erasable, other valuable attributes of the poly(fluorooxetane)-modified polyester coating were noted. In addition to lowering the coating surface tension necessary to formulate a dry erasable surface, the modified polymer became a wetting, flow and leveling agent in situ and allowed for much higher gloss coatings. The performance of the poly(fluorooxetane) modified coating was such that manufacturing could increase solids (lower VOC), reduce emissions and still prepare a superb, high-gloss product. Surf(x) ® films are used in the production of laminates for furniture. Those films employ a Figure 5 | Synthesis of hyperbranched, poly(fluorooxetane), propenyl ether derivatives. poly(fluorooxetane)-modified polyester that can be reacted with an amine resin in a two-stage technology. Product attributes desired of the poly(fluorooxetane) intermediate include a high-gloss product, less staining and easier cleanability. Figure 5 shows an example of a hyperbranched poly(fluorooxetane) intermediate. The propenyl ether-modified poly(fluorooxetane) was used as a monomer in a cationic, photopolymerization reaction. The polymerization reaction proceeded with high yield and produced a coating with a markedly reduced surface tension. In another example, poly(fluorooxetane) monofunctional hydroxyl intermediates were used in cationic photopolymerization of epoxy resins. In a glassy resin, the addition of the poly(fluorooxetane) intermediate lowered the glass transition temperature while maintaining viscoelastic moduli and desired mechanical properties. Furthermore, the presence of the poly(fluorooxetane) intermediate resulted in a substantial lowering of the resin surface tension as estimated by contact angle measurements. Conclusions The OMNOVA poly(fluorooxetane) platform has been demonstrated to produce a wide variety of functional intermediates that can be used alone or in conjunction with other chemistries to modify polymers. Attributes observed include increased wetting, flow and leveling of the coating, lower dielectric constant/refractive index and reduced surface tension. Poly(fluorooxetane) intermediates can be modified readily to introduce a host of other reactive functionality including carboxylic acids, amines and acrylates. These intermediates can then be incorporated onto most commercially viable polymers of the condensation or radiation-curable type. For more information, visit www.omnova.com. OCH2 CF2C F3 O CH3 CO CH2 CH2 C C H2 O CH3 C H2 OCH CH 2 C CH2O C H 3. 6 C H2 OCH CHCH 3 CHCH 3 CHCH 3 74 MARCH 2008 | W W W . P C I M A G . C O M http://www.omnova.com http://WWW.PCIMAG.COM

Table of Contents Feed for the Digital Edition of Paint & Coatings Industry - March 2008

Viewpoint Industry News Calendar of Events Company News Mergers and Acquisitions Names in the News Marketplace Quarterly Stock Watch Reaching Strict VOC Requirements With Outstanding Durability for Industrial Maintenance and Marine Coatings A Unique Fungicide for Wood-Filled Plastic deSigns of the Times: Slacking Off! From Rocks to Nanos Shear-Free Dispersion Process Fluorinated Oxetane Oligomers as Versatile Intermediates for Polymer Modification The Effects of TPO Composition on Adhesion and Proposed Chemical Mechanism Supplier Showcase Color Management Materials Watch Products Classifieds Advertiser Index

Paint & Coatings Industry - March 2008

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