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Novel catalysts for the reaction between an isocyanate and an alcohol

A diisocyanate and catalyst technology, applied in the direction of physical/chemical process catalysts, catalytic reactions, organic compounds/hydrides/coordination complex catalysts, etc., can solve problems such as toxicity and reproductive toxicity

Inactive Publication Date: 2015-05-20
BLUESTAR SILICONES FRANCE SAS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, alkyltin-based catalysts, although very effective, have the disadvantage of being toxic (CMR-2: Toxic to reproduction)

Method used

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  • Novel catalysts for the reaction between an isocyanate and an alcohol
  • Novel catalysts for the reaction between an isocyanate and an alcohol
  • Novel catalysts for the reaction between an isocyanate and an alcohol

Examples

Experimental program
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Effect test

Embodiment

[0088] 1 - Catalyst according to the invention

[0089] - Catalyst (5): [Zn(isopropyl acetoacetate) 2 ] or [Zn(iPr-AA) 2 ], where iPr-AA = isopropyl acetoacetate anion or enolate anion of isopropyl acetoacetate

[0090] A 97% solution of 100 mmol sodium methoxide (6.12 g) in 100 ml isopropanol was concentrated 20% by distillation, then 95% 100 mmol isopropyl acetoacetate (15.93 g) was added and the solution was heated at 80° C. for 1 Hours, an orange homogeneous solution was obtained. A solution of zinc chloride (50 mmol, 7 g) in 50 ml isopropanol was then added at 70° C. within 1 hour. Heating is maintained between 80 and 90° C. for 3 hours and 30 minutes, and then, after cooling, the sodium chloride formed is filtered. The alcoholic solution was evaporated to dryness to obtain 25.3 g of a paste which was dissolved in 200 ml of ethanol. After hot filtration and evaporation to dryness, 17.2 g of white solid were obtained (98% yield).

[0091] Calculated value of Zn: 18....

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Abstract

Catalysts, which are free of tin, are described which are useful in the reaction between an isocyanate and an alcohol, which is a key step for preparing polyurethane polymers. The catalyst is a metal complex or salt of formula (1): [Zn(L1)l1(L2)l2(Y)x]  (1) in which: l1≧1 and l2=0 or 1; with l1+l2=2, x=1 or 2, the symbol L1 represents a ligand which is a β-dicarbonylato anion or the enolate anion of a β-dicarbonyl compound or an acetylacetato anion derived from a β-ketoester, when l1=2, the symbols L1 are identical or different, the symbol L2 represents an anionic ligand which is different from L1, and the symbol Y represents a neutral ligand; where the metal complex or salt C of formula (1) is not zinc diacetylacetonate.

Description

technical field [0001] The present invention relates to new catalysts for the reaction between isocyanates and alcohols, which is a key step for the preparation of polyurethane polymers. The present invention relates more particularly to the use of new catalysts which are not based on tin. Background technique [0002] Polyurethanes were originally used in the manufacture of plastic compounds and foams. Since then, these polymers have been developed in many fields of application, such as elastomers, thermoplastics, thermosetting resins, intumescent systems, textile fibers and coating systems (coating baths for paper, wood coatings, automotive paints, adhesives, etc. ). [0003] Polyurethanes are polymers that contain at least one urethane (also known as urethane) group. This group results from the reaction between an alcohol group and an isocyanate group. [0004] Typically, the synthesis of polyurethanes by uncatalyzed reactions between isocyanates and primary or second...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J31/22C08G18/22C08G18/48C08G18/76
CPCB01J31/1805B01J31/2234B01J2231/34B01J2531/26C08G18/10C08G18/222C08G18/48C08G18/2825C07C269/02C07C271/06B01J31/22C08G18/76
Inventor C·马利维尔尼L·圣-雅尔姆斯
Owner BLUESTAR SILICONES FRANCE SAS