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Method for producing functionalized polyesters

A polyester, hydroxyl functional technology, used in polyurea/polyurethane coatings, polyester carbonate adhesives, adhesive types, etc., to solve problems such as homopolymerization of reaction mixtures

Active Publication Date: 2021-07-30
HENKEL KGAA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This fact often leads to problems with homopolymerization of reaction mixtures during the synthesis of certain products with complex structures

Method used

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  • Method for producing functionalized polyesters
  • Method for producing functionalized polyesters
  • Method for producing functionalized polyesters

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0081] Preparation of adduct (A)

[0082] In the first stage of the process defined above—which may hereinafter be referred to as stage A—the glycerol carbonate is reacted with a polyfunctional anhydride. This esterification reaction produces an adduct (A) represented by the above formula (1), wherein the adduct has a carboxylic acid group and an ester group at the beta (β-) position, as described below.

[0083] The reactant glycerol carbonate may also be referred to as 4-hydroxymethyl-1,3-dioxolan-2-one. This compound is available as Jeffsol manufactured by Huntsman Corporation TM commercially available. Alternatively, the compound may be synthesized by methods known in the art, including: by reaction of glycerol with a carbonate source such as phosgene, with dialkyl carbonate, or with alkylene carbonate; by reaction of glycerol with urea, Carbon dioxide reacts with oxygen; alternatively, via carbon dioxide reacting with glycidol. The following documents are instructive ...

Embodiment

[0184] The following materials were used in the examples:

[0185] Glyceryl carbonate: Jeffsol TM Glyceryl carbonate available from Huntsman Corporation.

[0186] SuccAnh: Succinic anhydride available from Sigma-Aldrich.

[0187] Grilonit RV 1812: 1,6-Hexane diglycidyl ether; available from EMS-CHEMIE AG.

[0188] TEBAC: Benzyltriethylammonium chloride available from Sigma-Aldrich.

[0189] Adiansol: Adiansol GO 2280T, a polyether triol containing primary hydroxyl groups with a hydroxyl number of 130 mgKOH / g, available from Arkema.

[0190] TMP: Trimethylolpropane, available from Sigma-Aldrich.

[0191] TPG: Tripropylene glycol, available from Sigma-Aldrich.

[0192] Glycerin: Glycerin available from Alfa Aesar.

[0193] SeA: sebacic acid from Sigma-Aldrich.

[0194] PEI: polyethyleneimine with a weight average molecular weight (Mw) of 800 g / mol, available from Sigma-Aldrich.

[0195] Reaction between glycerol carbonate and succinic anhydride (GC-Succ)

[0196]

[...

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Abstract

The present application is directed to a method for preparing a cyclic carbonate functional polyester, said method comprising the stages of (A) reacting glycerine carbonate with an anhydride to form an Adduct (A), (B) reacting said Adduct (A) with at least one polyepoxide compound to form an Adduct (B), and (C) reacting said Adduct (B) with at least one polycarboxylic acid to form said cyclic carbonate functional polyester.

Description

technical field [0001] The present application relates to a method for producing functionalized polyesters. More specifically, the present application relates to methods of producing cyclic carbonate-functional polyesters and the use of said polyesters in coating, adhesive or sealant compositions. Background technique [0002] The use of polyurethanes in coating, adhesive and sealant formulations is well known and long established. Such polyurethanes comprise precursor materials that cure in situ to form the adhesive layer: typically the curable compounds include one or more polyisocyanate compounds and one or more isocyanate-reactive compounds, such as polyols. Depending on the selection of these curing compounds, a given polyurethane coating, adhesive or sealant can be formulated to cure at room temperature or upon exposure to certain physicochemical conditions. [0003] The presence of isocyanates in such conventional polyurethane formulations presents a toxicological r...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09D175/04C08G63/50C08G63/91C08G71/04C08G63/42
CPCC08G63/42C08G71/04C09D175/04C08G63/64C08K5/17C08G63/58C08G63/78C08G63/916C09J169/005
Inventor J·加西亚米拉莱斯S·弗洛雷斯佩纳尔瓦M·罗德里格斯布莱V·马尔特塞M·帕拉达斯-帕洛莫R·M·塞瓦斯蒂安佩雷斯J·马克特科尔特斯
Owner HENKEL KGAA