Replacement of Isocyanate Chemistry for Polyurethane-Like Topcoats

WP-2314

Objective

Polyurethanes (PU) are the preferred polymeric materials for many high-end coating and foam applications for military and civilian use, including most durable topcoats. However, the health hazards associated with the isocyanate compounds used as active building blocks for PU—especially hexamethylene diisocyanate (HDI), which is currently used for non-aromatic PU topcoats—are cause for increasing concern. Other concerns are (1) the potential for exposure to toxic fumes generated when PU are exposed to thermal degradation and fire; (2) added maintenance cost; (3) operation downtime; and (4) generation of hazardous waste as a result of depainting or repainting necessitated by premature changes in the appearance of the coating (e.g., color fading, loss of gloss, chalking) due to environmental exposure.

The research team will develop a non-isocyanate polymerization-crosslinking platform for a high-performance exterior topcoat that (1) eliminates the use of environmentally hazardous isocyanate chemistry and (2) simultaneously improves the weather stability of the topcoat. The team will work together to establish and develop topcoat technology for producing polymers containing the same building blocks incorporated in state-of-the-art PU. These building blocks, easily produced by current manufacturing capabilities, will be polymerized and crosslinked by efficient hydrosilylation reactions instead of isocyanate chemistry. The project will focus on non-aromatic formulations known to be significantly more stable during long-term exposure to ultraviolet (UV) light conditions. The derived topcoats will combine desired features of current topcoats used by the aircraft and other military industries with an alternative binder-setting chemistry that does not require health-hazardous intermediates. The goal will be to achieve the topcoat requirements as identified in MIL-PRF-85285E (Coating, Polyurethane, Aircraft and Support Equipment).

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Technical Approach

The polymerization -crosslinking reactions will employ a Pt-catalyzed hydrosilylation platform that is well established in the silicone industry for organosilicon synthesis and silicone curing. Hydrosilylation is an extremely efficient reaction between terminal alkene (vinyl) groups (“-CH=CH2”) of siloxane or organic building blocks and Si-H functional groups of cycloand linear oligohydrosiloxanes. The reaction leads to the formation of Si-CH2-CH2- bonds that are stable in aggressive chemical, UV, thermal, and hydrolytic environments. A broad range of industrially produced organic building blocks that contain or are easily modified with terminal alkene (olefin) sites can react with the various hydrosiloxanes at ambient temperature. The selected building blocks will be nonvolatile, with no record of health hazards. The reactions will require only 10- to 100-ppm levels of a Pt catalyst due to their efficient catalytic reactivity, even at ambient temperature.

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Benefits

The developed technology will result in a new approach for high-end topcoats while eliminating the growing health concerns regarding exposure to isocyanate compounds currently classified as potential human carcinogens and known to cause asthma and irritation of mucous membranes and skin. Additional advantages of the chemistry include improved UV stability and weathering resistance and reduced toxic combustion products in the event of fire. (Anticipated Project Completion - 2016)

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Points of Contact

Principal Investigator

Dr. Yigal Blum

SRI International

Phone: 650-859-4367

Fax: 650-859-4321

Program Manager

Weapons Systems and Platforms

SERDP and ESTCP

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