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1, 3-Dipolar Cycloaddition to Acetylenic Compounds: New Thermosets for Electronics Packaging

IP.com Disclosure Number: IPCOM000083152D
Publication Date: 2005-Mar-01
Document File: 3 page(s) / 18K

Publishing Venue

The IP.com Prior Art Database

Abstract

Disclosed is a method for a new thermoset polymer formed by the reaction between azide and alkyne compounds. Benefits include formulations low viscosity and excellent adhesion to a variety of surfaces.

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1, 3-Dipolar Cycloaddition to Acetylenic Compounds: New Thermosets for Electronics Packaging

Disclosed is a method for a new thermoset polymer formed by the reaction between azide and alkyne compounds. Benefits include formulations low viscosity and excellent adhesion to a variety of surfaces.

Background

Current thermoset materials in electronics packaging are predominantly epoxy-based, with some silicone and bismaleimide materials also being used; however, future needs for packaging materials indicate that there will be issues with the integration of epoxy materials into future product generations. The limitations of epoxies are caused by the flexible and thermo-degradable structure of the ring-opened glycidyl ether group.

To address future packaging material needs, a higher Tg thermoset material is needed. Additionally, there is a need for a material that has a lower viscosity, cures at lower temperatures, and has improved adhesion to a variety of surfaces.

General Description

The disclosed method uses a thermosetting material based on the reaction between azide and alkyne compounds. The azides are synthesized from any appropriate electrophile by a nucleophillic substitution with sodium azide, or azides of other cations. This chemistry is very adaptable to a variety of electrophiles and leaving groups. Figure 1 shows examples of the synthesis of azide compounds for use in these formulations. Example A shows the addition of the azide ion to the epoxy ring, creating a bis-b-hydroxyazide. All commercially available epoxy resins and diluents are amenable to this reaction, including 1,2-disubstituted epoxides (e.g. the cycloaliphatic epoxy resins). Exam...