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Method of producing polyether alcohols with DMC catalysts using special additives with aromatichydroxyl functionalisation

A technology of DMC catalyst and polyether alcohol, which is applied in the field of specific additives functionalized with aromatic hydroxyl groups, and the preparation of polyether alcohol by using DMC catalyst, can solve the problems such as inability to orientate towards polydispersity.

Inactive Publication Date: 2009-06-03
EVONIK DEGUSSA GMBH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0020] As strongly demonstrated by ZHANG et al. (AIChE Annual Meeting, Conference Proceedings Nov. 7-12, 2004, 353B), the kinetics of alkoxylation using DMC catalysts are of such a unique nature that even when using backmixing ( Loop flow, etc.) reactors, the method of producing a narrow molecular weight distribution cannot be directed towards a higher polydispersity

Method used

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  • Method of producing polyether alcohols with DMC catalysts using special additives with aromatichydroxyl functionalisation
  • Method of producing polyether alcohols with DMC catalysts using special additives with aromatichydroxyl functionalisation
  • Method of producing polyether alcohols with DMC catalysts using special additives with aromatichydroxyl functionalisation

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1a

[0118] At first under nitrogen, add 215.7g polypropylene glycol (weight average molecular weight M in the autoclave of 3 liters) w =2000g / mol), 0.0295g hexacyanocobaltate (III) zinc DMC catalyst and 5.9g tetramethylene (3,5-di-tert-butyl-4-hydroxyhydrocinnamate) methane (CAS [6683- 19-8]), equivalent to 200 times the mass of the DMC catalyst, and heated to 130 ° C with stirring. The reactor was evacuated to an internal pressure of 30 mbar in order to remove by distillation any volatile constituents present. To activate the DMC catalyst, a 20.0 g portion of propylene oxide was added. After the reaction had started and the internal pressure had dropped, a further 964 g of propylene oxide were metered in continuously within 75 minutes while cooling to 130° C. and a maximum reactor internal pressure of 1.5 bar. The reaction was continued at 130° C. for 30 minutes, followed by a degassing step. This removes volatile components such as residual propylene oxide by distillation at ...

Embodiment 1b

[0121] In an experiment performed similarly to Example 1a, the amount of the additive tetramethylene(3,5-di-tert-butyl-4-hydroxyhydrocinnamate)methane (CAS [6683-19-8]) was reduced to 1.80g, equivalent to 61 times the mass of DMC catalyst.

[0122] The resulting long-chain medium-viscosity polypropylene glycol has an OH value of 9.9 mg KOH / g, a viscosity (at 25°C) of 49000 mPas, and according to GPC, its polydispersity M w / M n It was 2.7 (relative to polypropylene glycol standard).

Embodiment 1c

[0124] In other experiments performed similarly to Example 1a, the amount of the additive tetramethylene(3,5-di-tert-butyl-4-hydroxyhydrocinnamate)methane (CAS[6683-19-8]) was reduced by to 0.60g, which is equivalent to 20 times the mass of the DMC catalyst.

[0125] The resulting long-chain polypropylene glycol has an OH value of 9.9 mg KOH / g, a viscosity (at 25°C) of 10900 mPas, and according to GPC, its polydispersity M w / M n 1.7 (relative to polypropylene glycol standard).

[0126] Results of other experiments using additives are shown in Table 1.

[0127] 1a-c) comparative experiments without additives (not the invention)

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Abstract

The present invention relates to a method for producing polyether alcohols with DMC catalysts using special additives with aromatichydroxyl functionalisation. In particular, the invention relates to a method for preparing polyether alcohols by polymerization by means of double metal cyanide catalysts (DMC catalysts), characterized in that, before or during the polymerization, one or more, optionally mixed additives consisting of compounds having one or more aromatic structures which may be monosubstituted or else polysubstituted and which have at least one hydroxyl group on the aromatic system are added to the reaction mixture.

Description

technical field [0001] The present invention relates to a method for controlling the molar mass distribution of hydroxyl compounds and epoxide monomers in the alkoxylation of additives functionalized with specific aromatic hydroxyl groups using double metal cyanide catalysts. Background technique [0002] Polyether alcohols, often also referred to simply as polyethers, have been known for some time and are produced industrially in large quantities and, among other applications, as compounds for the preparation of polyurethanes or for the preparation of surfactants by reaction with polyisocyanates. starting compound. [0003] Most processes for the preparation of alkoxylation products (polyethers) use basic catalysts such as alkali metal hydroxides and alkali metal methoxides. The use of KOH is particularly common and has been known for many years. Typically, a typical low molecular weight hydroxyl-functional starting material (such as butanol, allyl alcohol, propylene glyc...

Claims

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Application Information

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IPC IPC(8): C08G65/28C08L71/02C08G18/48C08G77/46B01F17/52
CPCC08G65/2663C08G65/2609C08G2650/58
Inventor W·克诺特F·舒伯特
Owner EVONIK DEGUSSA GMBH