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Polymerization catalyst, and polyester and method for producing the same

A polyester and compound technology, applied in the preparation of polyester and polyester, and in the field of polyester polymerization catalysts, can solve the problems of low catalytic activity, low solubility, and influence on catalytic activity, etc.

Inactive Publication Date: 2009-04-22
TOYOBO CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Antimony trioxide is an inexpensive catalyst with excellent catalytic activity, but there is a problem of black ink or impurities in PET due to the precipitation of antimony metal during polycondensation
In addition, when used as a raw material for hollow molded products, etc., it is difficult to obtain hollow molded products with good transparency.
[0006] (2) Impurities in the polyester used for fiber will reduce the strength in the fiber, causing cover contamination during silk making or increase in filter pressure of the filter
Among them, chelates of aluminum such as aluminum acetylacetate are generally expensive, and the aluminum content in the compound is low, so it will cause the problem of high cost or the problem of low solubility in solvents such as ethylene glycol, which limits the problem of adding methods.
Aluminum hydroxide or aluminum alkoxide, which has the problem of low solubility into the system and thus low catalytic activity or the problem of producing insoluble impurities in the polyester
Chlorine-containing inorganic acid salts such as aluminum chloride have relatively excellent catalytic activity, but they have a problem of high corrosion to equipment or a large coloring of the obtained polymer.
[0018] On the other hand, examples of aluminum salts of carboxylic acids include aluminum acetate, basic aluminum acetate, aluminum lactate, and aluminum benzoate. These are generally inexpensive and have low corrosion resistance to equipment. However, due to their solubility in polyester Low, so it has an impact on catalytic activity, and at the same time, there is a problem of turbidity in the obtained polyester, and there are problems in using it as a catalyst
For example, it is disclosed in JP-A-10-324741 that the polyester using aluminum acetate as a catalyst has the problem that insoluble impurities are easily formed and the spinning property is poor.

Method used

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  • Polymerization catalyst, and polyester and method for producing the same
  • Polymerization catalyst, and polyester and method for producing the same
  • Polymerization catalyst, and polyester and method for producing the same

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0324] The polyester of the present invention can be produced by conventionally known methods. For example, when producing PET, polycondensation after esterification between terephthalic acid and ethylene glycol can be used, and alkyl esters of terephthalic acid such as dimethyl terephthalate and the like can also be used. Polymerization after transesterification between ethylene glycol. In addition, the polymerization apparatus may be a batch type or a continuous type.

[0325]The catalysts used in the polymerization of polyesters according to the process according to the invention are catalytically active not only in polycondensation but also in esterification and transesterification. The transesterification reaction between alkyl esters of dicarboxylic acids such as dimethyl terephthalate and diols such as ethylene glycol is usually carried out in the presence of a transesterification catalyst such as zinc, but these catalysts or The catalyst of the present invention is u...

Embodiment 1-1

[0405] (Synthesis example of phosphorus compound)

[0406] Synthesis of a phosphorus compound (phosphorus compound A) represented by the following formula (44)

[0407]

[0408] Synthesis of Sodium (0-ethyl3, 5-di-tert-butyl-4-hydroxybenzylphosphonate)

[0409] Add 5 g (14 mmol) of diethyl (3,5-di-tert-butyl-4-hydroxybenzyl) phosphonate (Irganox 1222 (manufactured by CHIBA SPECIALTY CHEMICALS)) to a mixed solution of 6.5 g (84 mmol) of 50% aqueous sodium hydroxide solution and 6.1 ml of methanol ) of methanol solution 6.1ml, heated to reflux under nitrogen atmosphere for 24 hours. After the reaction, add concentrated hydrochloric acid 7.33g (70mmol) while cooling the reaction mixture, filter the precipitate, clean with isopropanol, and distill the filtrate under reduced pressure. Gained The residue was dissolved in hot isopropanol, and the insoluble matter was collected by filtration. After the isopropanol was distilled off under reduced pressure, the residue was washed wi...

Embodiment 1-2~1-3、 comparative example 1-1

[0423] Polymerization of polyester was carried out in the same manner as in Example 1-1 except that the catalyst was changed. The compounds used as catalysts in each of Examples and Comparative Examples are shown in Table 1, respectively. These compounds were added so that the contents of each metal atom and phosphorus atom in the finally obtained polymer were as shown in Table 1. Table 1 shows the polymerization results of each of the Examples and Comparative Examples, the filter pressure increase during spinning, and the yarn breakage evaluation results during drawing. Irganox 1425 was produced by CHIBA SPECIALTY CHEMICALS, and phosphorus compound A was prepared by the same method as in Example 1-1.

[0424] As shown in the Examples and Comparative Examples, if the metal content in the polyester is within the range claimed in the present invention, the spinning and drawing operability is excellent. On the contrary, if the metal content in the polyester is within the range c...

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Abstract

A polyester which is produced with a polymerization catalyst containing metals other than antimony and germanium as major metallic ingredients and which is reduced in filter clogging during molding, etc. The polyester contains at least one member selected from the group consisting of alkali metals, alkali metal compounds, alkaline earth metals, and alkaline earth metal compounds and at least one member selected from the group consisting of aluminum and compounds thereof, the contents of these satisfying the following relationships (1) and (2). [M] < 0.05 (1) [M] / [Al] C08G 63 / 84 0 84 0 2002 / 1 / 17 1486336 2004 / 3 / 31 100480300 2009 / 4 / 22 2009 / 4 / 22 2009 / 4 / 22 Toyobo Co., Ltd. Japan Nakajima Takahiro Gyobu Shoichi Tsukamoto Kenichi zhu dan 11021 The Patent Agency of the Chinese Academy of Sciences Inside the Chinese Academy of Sciences, No.52 Sanlihe Road, Fuwai, Beijing 100864 Japan 2001 / 1 / 18 10474 / 2001 Japan 2001 / 2 / 20 43106 / 2001 Japan 2001 / 2 / 20 43118 / 2001 Japan 2001 / 2 / 21 44629 / 2001 Japan 2001 / 2 / 22 47101 / 2001 Japan 2001 / 3 / 7 63902 / 2001 Japan 2001 / 4 / 3 104985 / 2001 Japan 2001 / 9 / 17 282044 / 2001 Japan 2001 / 9 / 28 302937 / 2001 Japan 2001 / 9 / 28 302938 / 2001 2003 / 7 / 17 PCT / JP2002 / 000266 2002 / 1 / 17 WO2002 / 057335 2002 / 7 / 25 Japanese

Description

technical field [0001] The present invention relates to a polyester polymerization catalyst, a polyester, and a method for producing polyester, and more particularly, to a polyester polymerization catalyst, polyester, and a method for producing polyester that can improve filter clogging during molding, etc. . Background technique [0002] Polyester, especially polyethylene terephthalate (hereinafter referred to as PET), has excellent mechanical and chemical properties and is used in various applications, for example, it can be applied to clothing, fibers for industrial resources, and packaging Formed products of various films or sheets, bottles or engineering plastics, etc. [0003] PET, in the industry, bis(2-hydroxyethyl) terephthalate is prepared by esterification or transesterification between terephthalic acid or dimethyl terephthalate and ethylene glycol, and then heated at high temperature It can be obtained by polycondensation using a catalyst under vacuum. Antimo...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G63/84C08G63/83
CPCC08G63/83C08G63/84C08G63/82
Inventor 中嵨孝宏塚本健一形舞祥一桑田光启森山畅夫
Owner TOYOBO CO LTD
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