Isosorbide-derived epoxy resins and methods of making same

US9605108B2 · US · B2

Patent metadata
FieldValue
Publication numberUS-9605108-B2
Application numberUS-201514693011-A
CountryUS
Kind codeB2
Filing dateApr 22, 2015
Priority dateApr 24, 2014
Publication dateMar 28, 2017
Grant dateMar 28, 2017

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  1. Title

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  5. First independent claim

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Abstract

Official abstract text for this publication.

Isosorbide-derived epoxies and methods of making same are disclosed. Isosorbide and its isomers are attached to glycidyl ether to make crosslinkable epoxy resin monomers. Adding the hydrophobic functional group into the backbone of isosorbide epoxy or adjusting the amount and type of crosslinker is operable to modify the mechanical properties and water uptake ratio (from <1 wt % to >50 wt %) of the isosorbide-derived epoxies for different uses. High water uptake epoxies with controllable biodegradation rate are suitable for drug delivery systems or extracellular matrices for biomedical applications, while low water uptake epoxies with strong mechanical properties may be used for can coatings, bone cements and other industrial additives and adhesives.

First claim

Opening claim text (preview).

What is claimed is: 1. An isosorbide-derived epoxy resin composition comprising an isosorbide glycidyl ether and a curing agent wherein the isosorbide glycidyl ether is an isosorbide bis(glycidyl benzoate). 2. The composition of claim 1 wherein the isosorbide bis(glycidyl benzoate) is selected from the group consisting of isosorbide bis(4-glycidyl benzoate), isosorbide bis(3-glycidyl benzoate) and isosorbide bis(2-glycidyl benzoate). 3. The composition according to claim 1 wherein the curing agent is selected from the group consisting of a polyetheramine crosslinker, a polyamide resin crosslinker, an isophorone diamine crosslinker, and methyl-5-norbornene-2,3-dicarboxylic anhydride (NMA) with benzyl dimethyl amine (BDMA) as catalyst. 4. A compound selected from the group consisting of isosorbide bis(4-glycidyl benzoate), isosorbide bis(3-glycidyl benzoate) and isosorbide bis(2-glycidyl benzoate). 5. A method of making an isosorbide-derived epoxy resin composition comprising combining an isosorbide glycidyl ether with a curing agent wherein the isosorbide glycidyl ether is an isosorbide bis(glycidyl benzoate). 6. The method of claim 5 wherein the isosorbide bis(glycidyl benzoate) is selected from the group consisting of isosorbide bis(4-glycidyl benzoate), isosorbide bis(3-glycidyl benzoate) and isosorbide bis(2-glycidyl benzoate). 7. The method according to claim 5 wherein the curing agent is selected from the group consisting of a polyetheramine crosslinker, a polyamide resin crosslinker, an isophorone diamine crosslinker, and methyl-5-norbornene-2,3-dicarboxylic anhydride (NMA) with benzyl dimethyl amine (BDMA) as catalyst.

Assignees

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Classifications

  • heterocyclic · CPC title

  • Amides · CPC title

  • C08G59/26Primary

    heterocyclic · CPC title

  • obtained by epoxidation of unsaturated precursor, e.g. polymer or monomer · CPC title

  • containing an atom other than nitrogen belonging to the amine group, carbon and hydrogen · CPC title

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What does patent US9605108B2 cover?
Isosorbide-derived epoxies and methods of making same are disclosed. Isosorbide and its isomers are attached to glycidyl ether to make crosslinkable epoxy resin monomers. Adding the hydrophobic functional group into the backbone of isosorbide epoxy or adjusting the amount and type of crosslinker is operable to modify the mechanical properties and water uptake ratio (from <1 wt % to >50 wt %) of…
Who is the assignee on this patent?
New Jersey Inst Technology
What technology area does this patent fall under?
Primary CPC classification C08G59/26. Mapped technology areas include Chemistry & Metallurgy.
When was this patent published?
Publication date Tue Mar 28 2017 00:00:00 GMT+0000 (Coordinated Universal Time) (B2). Legal status and post-grant events are not shown on this page.
What related patents are in patentsdb?
We list 8 related publications on this page (citations in our corpus or others sharing the same primary CPC).