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Alkylene oxide polymerization catalyst and method for producing polyalkylene oxides using same

A technology of polymerization catalyst and manufacturing method, which is applied in the field of alkylene oxide polymerization catalyst and its use to manufacture polyalkylene oxide, which can solve the problems of higher unsaturation and achieve the effect of improving storage modulus and physical properties

Active Publication Date: 2017-05-10
TOSOH CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, when a high-molecular-weight polyalkylene oxide is produced by this method, the obtained polyalkylene oxide contains a large amount of monohydric alcohol, so there is a problem that the degree of unsaturation becomes high.

Method used

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  • Alkylene oxide polymerization catalyst and method for producing polyalkylene oxides using same
  • Alkylene oxide polymerization catalyst and method for producing polyalkylene oxides using same
  • Alkylene oxide polymerization catalyst and method for producing polyalkylene oxides using same

Examples

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Embodiment

[0130] Hereinafter, although an Example demonstrates this invention, this Example does not limit this invention at all.

[0131] First, the calculation method of catalytic activity and the analysis method of polyalkylene oxide will be described.

[0132] (1) Catalytic activity (unit: g / mol min)

[0133] The amount of alkylene oxide that has been reacted is marked as a (unit: g), the amount of phosphazene salt used is marked as b (unit: mol), and the time required for polymerization is marked as c (unit: min). to calculate the catalytic activity.

[0134] Catalytic activity = a / (b x c).

[0135] (2) Molecular weight of polyalkylene oxide (unit: g / mol)

[0136] The hydroxyl value d (unit: mgKOH / g) of polyalkylene oxide was measured by the method described in JISK-1557. Let the number of functional groups of the obtained polyalkylene oxide be e, and calculate the molecular weight of polyalkylene oxide by the following formula.

[0137] Molecular weight = (56100 / d) x e.

[0...

Synthetic example 1

[0145] Synthesis Example 1 (Synthesis of Phosphazene Salt A)

[0146] A nitrogen atmosphere was set in a 2-liter four-necked flask with stirring blades, 96 g (0.46 mol) of phosphorus pentachloride and 800 ml of dehydrated toluene were added, and the mixture was stirred at 20°C. While maintaining stirring, 345 g (2.99 mol) of 1,1,3,3-tetramethylguanidine was added dropwise over 3 hours, then the temperature was raised to 100°C, and 1,1,3,3- Tetramethylguanidine 107g (0.92mol). After stirring the obtained white slurry solution at 100° C. for 14 hours, it was cooled to 80° C., and 250 ml of ion-exchanged water was added thereto, followed by stirring for 30 minutes. When stirring was stopped, the slurry was completely dissolved to obtain a biphasic solution. Oil-water separation of the obtained two-phase solution was carried out, and the water phase was recovered. 100 ml of dichloromethane was added to the obtained aqueous phase, oil and water were separated, and the dichlorome...

Synthetic example 2

[0148] Synthesis Example 2 (Synthesis of Phosphazene Salt B)

[0149] A 100 ml Schlenk bottle with a magnetic rotor was made into a nitrogen atmosphere, and 5.7 g (7.4 mmol, manufactured by Aldrich) and 16 ml of 2-propanol were added to the nitrogen atmosphere. It was stirred and dissolved at 25°C. Under the condition of maintaining stirring, 0.53 g [8.1 mmol, 1.1 mol equivalent to tetrakis[tris(dimethylamino)phosphineamino]phosphonium chloride] of 85% by weight of potassium hydroxide was dissolved in 2-propane Alcohol obtained solution. After stirring at 25° C. for 5 hours, the precipitated by-product salt was removed by filtration to obtain the target phosphazene salt B [R in the above general formula (1) with a concentration of 17% by weight and a yield of 98%. 1 is methyl, R 2 is methyl, X - is a hydroxyl anion, Y is a phosphorus atom, and a corresponds to a phosphazene salt of 3] in 2-propanol solution 32.7g.

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Abstract

Provided is an alkylene oxide polymerization catalyst enabling efficient production of, even with production conditions at low temperature, polyalkylene oxides that have high molecular weight, low unsaturation, and narrow molecular weight distribution by using a small amount of expensive phosphazenium salts. The alkylene oxide polymerization catalyst includes a phosphazenium salt represented by general formula (1) and a Lewis acid. (In general formula (1), R1 and R2 each independently represent a hydrogen atom or a hydrocarbon group having 1-20 carbon atoms. R1 and R2 optionally bind with each other to form a ring structure, and R1s or R2s optionally bind among themselves to form a ring structure. X- represents a hydroxy anion, an alkoxy anion having 1-4 carbon atoms, a carboxy anion, an alkyl carboxy anion having 2-5 carbon atoms, or a hydrogen carbonate anion. Y represents a carbon atom or a phosphorus atom. When Y is a carbon atom, a is 2; and when Y is a phosphorus atom, a is 3.)

Description

technical field [0001] The present invention relates to an alkylene oxide polymerization catalyst and a method for producing polyalkylene oxide using the same, and in particular to a polycyclic polycyclic compound capable of efficiently producing high molecular weight, low unsaturation and showing a narrow molecular weight distribution even under low-temperature production conditions Novel alkylene oxide polymerization catalysts for alkylene oxides, and methods of making polyalkylene oxides using the same. Background technique [0002] Polyalkylene oxide is industrially known to be produced by polyaddition of alkylene oxide using potassium hydroxide as a catalyst. However, when a high-molecular-weight polyalkylene oxide is produced by this method, the obtained polyalkylene oxide contains a large amount of monohydric alcohol, so there is a problem that the degree of unsaturation becomes high. [0003] As a method for producing polyalkylene oxide, a method of producing polyal...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G65/10
CPCC08G65/10C08G65/2675C08G65/2654C08G65/266C08G65/269
Inventor 井上善彰山本敏秀森胜朗
Owner TOSOH CORP
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