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Method for preparing oligomerized carbonic acid polyol ester

A technology of polyol ester and polycarbonate, applied in the direction of chemical instruments and methods, organic compound/hydride/coordination complex catalyst, physical/chemical process catalyst, etc., can solve the ether group content of oligocarbonic acid polyol ester High, reduced network structure density, poor product performance, solvent resistance or acid resistance, etc.

Inactive Publication Date: 2009-12-02
COVESTRO DEUTSCHLAND AG
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In subsequent polymerization reactions, such as the reaction of polyurethanes with polyfunctional (poly)isocyanates, these undesired end groups act as chain stoppers for the reaction, reducing the network density and thus leading to poor product properties (e.g. solvent resistance resistance or acid resistance)
[0011] In addition, the content of ether groups (such as methyl ether, hexyl ether, etc.)
The presence of these ether groups in the oligocarbonate polyols can lead to, for example, insufficient stability of cast elastomers based on these oligocarbonate polyols to hot air, due to the breakage of the ether bonds in the material under these conditions , causing material damage

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 2

[0031] The compounds listed in Example 2 and Example 3, different from the theoretical hydroxyl-functionalized target compound, have a terminal methyl ether group, and the content of the compound is determined by 1H NMR detection and the integral calculation of the corresponding signal. The amounts given can be considered as fractions of the listed compounds based on 1 mole of the theoretical target compound having two terminal hydroxyl groups.

Embodiment 1

[0033]Dimethyl carbonate (3.06 g) and 1-hexanol (6.94 g) were mixed with a fixed amount (5.7·10 -6 mol) of the catalyst (see Table 1) was mixed, and then the reaction vessel was sealed with a natural rubber septum having a gas outlet. When the catalyst used is solid at room temperature, it is initially dissolved with one of the reactants. The reaction mixture was heated to 80° C. for 6 hours with stirring. After cooling to room temperature, the product was analyzed using gas chromatography coupled with appropriate mass spectrometry. The content of reaction products (in particular methylhexyl carbonate and dihexyl carbonate) by which the activity of the transesterification catalyst used can be evaluated is determined by integral calculation of a specific gas chromatogram. The results of these activity studies are listed in Table 1.

[0034] Table 1

[0035] Contents of catalysts and reaction products used

[0036] Numbering

catalyst

Methylhexyl carb...

Embodiment 3

[0044] Embodiment 3 (comparative example)

[0045] Preparation of aliphatic oligocarbonate diols using known prior art catalysts

[0046] At the beginning, 1759 grams of 1,6-hexanediol and 0.02 grams of titanium tetraisopropoxide were charged to a 51 pressure reactor equipped with distillation attachment, stirrer and receiver. Nitrogen was introduced at a pressure of 2 bar and the mixture was heated to 160°C. Then 622.75 g of dimethyl carbonate were metered in over the course of 3 hours while the pressure rose to 3.9 bar. The reaction temperature was then raised to 180°C and a further 622.75 g of dimethyl carbonate were added over 1 hour. Finally, 1245.5 g of dimethyl carbonate were metered in again at 185° C. within 2 hours, during which time the pressure rose to 7.5 bar. After the addition was complete, the mixture was stirred at this temperature for a further 1 hour. During the entire transesterification process, the channels leading to the distillation unit and the rec...

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PUM

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Abstract

Catalytic preparation of oligocarbonate polyol (A) (having an average molecular weight of 500-5000 g / mol) comprises reacting organic carbonate with aliphatic polyol, where the catalyst is metal acetyl acetonate based on metal having order number of 39, 57, 59-69 or 71 in the periodic table. Independent claims are also included for: (1) (A) obtained by the method; and (2) polyurethane and its prepolymer obtained from (A).

Description

technical field [0001] The present invention relates to using metal acetylacetonate as a catalyst for the transesterification of organic carbonates and aliphatic polyols to prepare aliphatic oligocarbonic acid polyols, the metal of metal acetylacetonate being based on the Mendeleev element cycle Metals with atomic numbers 39, 57, 59-69 or 71 in Table (PTE). Background technique [0002] Oligomeric polyol carbonates are important precursors in fields such as the manufacture of plastics, coatings and adhesives. They can react with isocyanates, epoxides, (cyclic)esters, acids or anhydrides (DE-A 1 955 902). Through aliphatic polyalcohol and phosgene (for example DE-A 1595446), and dichlorocarbonate (for example DE-A857948), and diaryl carbonate (for example DE-A 10125557), cyclic carbonate (for example DE-A -A2523352) or dialkyl carbonate (eg WO 2003 / 002630) to prepare the oligocarbonic acid polyol. [0003] It is known that when an aryl carbonate such as diphenyl carbonate ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F4/52C08G64/30C08G64/02B01J31/02
CPCC08G64/305C08G18/10C08G18/44
Inventor S·霍法克
Owner COVESTRO DEUTSCHLAND AG