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Novel Silicon Substituted Dienes and Their Cycloadducts (Ref # WFU 07-20)
Wake Forest Innovations USA flag USA
Abstract ID:
Novel diene compounds have many advantages over existing commercial products used in plastics, resins and glues....
Contact Stephen j. Susalka, phd, clp
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Researchers in the Department of Chemistry at Wake Forest University have developed novel silicon substituted dienes. These compounds have potential applications as cross-linking agents for silicone polymers as well as adhesion promoters for polyamine and epoxy resins. These types of compounds can also be used to make sol-gels and as precursors for the formation of thin solid films.

These compounds are useful components for a number of commercial products, including:

• Silicon-containing polyester resins

• Polyamide resins

• Silane coupling agents

• Plasticizers for vinyl chloride

• Curing agents for epoxy resins

• Pharmaceuticals and agricultural products

Unlike existing silicon substituted dienes, these novel compounds are produced in high yield, enhance exo-selectivity in Diels-Alder cycloaddition reactions, and are significantly more stable than other highly reactive silicon dienes such as “Danishefsky's diene.” Furthermore, these new reagents exist as solids at room temperature, which confers additional advantages in terms of purification and ease of use.

Competitive Benefits

• Produced in high yield

• Enhance exo-selectivity in Diels-Alder cycloaddition reactions

• More stable than other highly reactive silicon dienes such as “Danishefsky's diene”

• Exist as solids at room temperature, which confers additional advantage in purification and ease of use

Stage of Development

Various silicon-substituted dienes and their cycloadducts have been synthesized and tested (Organic Letters, 2007, 9(9), 1623-1626)

Application Fields

• As a component for a wide variety of commercial products

Available Materials

Samples of the following silicon substituted dienes are available for research purposes from Strem Chemicals:

• 2,2',2"-Nitrilotris(ethanolato)(buta-1,3-dien-2-yl)silane

• Bis(1,2-benzenediolato)(1,3-butadien-2-yl)silicate

Additional Information

Organic Letters, 2007, 9(9), 1623-1626

Inventors

• Dr. Mark Welker, PhD, Department of Chemistry, Wake Forest University

• Dr. Rama Pidaparthi, PhD, Department of Chemistry, Wake Forest University

Key Words

• Diene compounds

• Silicon substituted dienes
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Last Updated Feb 2014
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