JPS60245629A - Production of modified polyester - Google Patents

Abstract

PURPOSE:To improve the cutting quality of a polyester, by adding an organosiloxane compound to the reaction system in the production of the above polyethylene terephthalate modified polyester to which antistatic property is imparted by the addition of a polyalkylene glycol. CONSTITUTION:In the production of a polyester by polycondensing a terephthalic acid-based dicarboxylic acid component with an ethylene glycol-based glycol component, an antistatic property is imparted to the polyester by the addition of a polyalkylene glycol compound (e.g., polyethylene glycol). In order to improve the cutting quality which is adversely affected by the addition of the polyalkylene glycol component, about 0.1-10wt%, based on the polyester, polyorganosiloxane compound (e.g., polydimethylsiloxane or polymethylphenylsiloxane) is added to the reaction system before or during the polycondensation reaction to produce the purpose modified polyester.

Description

DETAILED DESCRIPTION OF THE INVENTION (Industrial Field of Application) The present invention relates to a method for producing a modified polyester containing a polyalkylene glycol compound.

(Prior Art) Polyester represented by polyethylene terephthalate 1 has excellent physical and chemical properties.

It is widely used as fibers and films for clothing and industrial materials. However, polyester has the disadvantage of being easily charged with static electricity.

It is known that it is effective to add a 2-polyalkylene glycol compound to impart antistatic properties to polyester, and modified polyester containing a polyalkylene glycol compound.

There was a problem in that it was difficult to cut when manufacturing, dispensing and forming into a depth. In other words, when cutting, apply too much force to the roller,
Miscuts often occur, and if the material contains a very large amount of a polyalkylene glycol compound, such as the one used as a master polymer, it may not be possible to force or note at all.

(Objective of the Invention) The present invention provides a method for producing a modified polyester containing a polyalkylene glycol compound, which achieves 1 to 7 degrees without reducing the modification effect.

The object of the present invention is to provide a method for producing modified polyester that can improve properties.

(Structure of the Invention) As a result of intensive research to achieve the above object, the present inventors discovered that it is effective to add a polyorganosiloxane compound, and arrived at the present invention.

That is, the gist of the present invention is a method for producing a modified polyester, which is characterized by adding a polyorganosiloxane compound when producing a polyethylene terephthalate-based modified polyester containing a polyalkylene glycol compound.

In the present invention, the polyester that becomes the haze is typically polyethylene terephthalate synthesized from terephthalic acid (TPA) and ethylene glycol (EG), but other polyesters may be used within a range not exceeding 30 mol% of the constituent components. A dicarboxylic acid component, a glycol component, and an oxycarboxylic acid component may be copolymerized. Specific examples of copolymerization components include dicarboxylic acids such as isophthalic acid, naphthalenedicarboxylic acid, diphenylsulfonedicarboxylic acid, 5-sodium sulfoisophthalic acid, adipic acid, and sebacic acid, tetramethylene glycol, neopentyl glycol, and 1,4-cyclo Examples include glycols such as xane dimethanol and oxycarboxylic acids such as p-hydroxyethoxybenzoic acid.

The polyalkylene glycol compound in the present invention has a molecular weight of 9, 500 to 10,000. Preferably 4 is 1000~
Examples include polyethylene glycol and polypropylene glycol with a molecular weight of 2000-50.
00 polyethylene glycol is preferably used.

Note that the polyalkylene glycol compound according to the present invention may have an alkyl ether, a carboxylic acid ester, a glycidyl derivative, etc. at its terminal end. Alternatively, it may be one in which alkylene oxide is added to bisphenol 8.

What is the amount of polyalkylene glycol compound added?

It is preferable to set the amount to 9 to 45% by weight based on the modified polyester, from the viewpoint of both the modification effect and the canting property.

9 The polyorganosiloxane compounds used in the present invention include polydialkylsiloxanes, polydiarylsiloxanes, polyalkylarylsiloxanes, such as polydimethylsiloxanes, polydiphenylsiloxanes, polymethylphenylsiloxanes, or terminal groups of these compounds with ON groups. Examples include polyorganosiloxane diols substituted with . Among these, polyorganosiloxane diol is preferable because it has good dispersibility in the modified polyester.

The polyorganosiloxane compound has a molecular weight of 600 to 15
0000 is preferable, and the amount added is 0.1 to the modified polyester in terms of the canting property improvement effect.
The content is preferably 10% by weight.

When carrying out the present invention, the polyorganosiloxane compound may be added before the modified polyester is discharged, but in order to uniformly disperse the polyorganosiloxane compound, it is particularly important to add the polyorganosiloxane compound before or during the polymerization. It is good to add it.

Note that since the polyorganosiloxane compound itself is a highly viscous liquid, it is appropriate to add it by wrapping it in a polyester film or a polyester bottle.

The modified polyester chip thus obtained can be used as it is or as a master chip to produce an antistatic polyester molded article.

(Example) Hereinafter, the method of the present invention will be explained in more detail with reference to Examples.

In addition, each characteristic value was measured by the following method.

[a) Intrinsic viscosity [η] In phenol-tetrachloroethane (equal weight) mixed solvent, 20
It was determined from the solution viscosity measured at °C.

(b) Volume resistivity (antistatic property) The sample was washed in a weak alkaline aqueous solution of 0.2% anionic activator for 2 hours using an electric washing machine, and then washed with water.

Dry Shiteka, length (j 5 cm, fineness (D) 10
00 denier fiber bundle, 20°C, 40%
After controlling the humidity for 2 days at 1711, using an electrometer,
The resistance of the sample was measured at an applied voltage of 500 μm and calculated using a linear equation.

ρ: Volume resistivity (Ωcm) R: Resistance (Ω) D: u'i degree (denier) j2 = Fiber sample surface (cm) d: Sample density (g/c+d) Example bis (β-hydroxyethyl) A slurry of TPA and EG (EG/TPA molar ratio 1.6) was continuously supplied to an esterification reaction tank containing Terephta μ-1 and its low polymer (BIIIET) at 250°C and a pressure of 0. 05k
g/cnlG for 8 hours, the esterification reaction rate was 95
% BNET was obtained continuously.

The obtained IIITiT was transferred to a polymerization tank and heated at 280"C.
Polyethylene glycol with a molecular weight of 4000 was added in an amount of 40% by weight based on the modified polyester, and 3
Stirred and mixed for 0 minutes! ! &5 Antimony dioxide as a catalyst for 1 mole of the acid component constituting the polyester 2
10-4 mol of polyorganosiloxane compounds shown in Table 1 were added, pressure reduction was started, and polycondensation was carried out for 1 hour.

The obtained modified polyester is paid out in the form of a strand,
It was cut into chips.

After drying the chips, polyester fibers were obtained by spinning by a conventional method.

The results are shown in Table 1.

As the polyorganosiloxane compound in Table 1, polydimethylsiloxane diol was used in Examples 1 to 6, and polydiphenylsiloxane was used in Example 7.

Evaluation of canting property is as follows.

O: Good △: Good (The strand was sometimes seen to be wrapped around the cutter roller.) ×: Bad (The strand was often wrapped around the /IJ7 roller and sometimes was not cut at 1. (Effects of the Invention) According to the method of the present invention, modified polyesters containing polyalkylene glycol compounds, which were conventionally very difficult or impossible to cant, can be easily canned. This increases productivity and reduces the number of miscut depths.

Moreover, the reforming effect is not impaired.

Patent applicant Nihon Ester Co., Ltd. Agent Yuzo Kodama

Claims (4)

[Claims] (1) A method for producing a modified polyester, which comprises adding a polyorganosiloxane compound when producing a polyethylene terephthalate-based modified polyester containing a polyalkylene glycol compound. (2) The method according to claim 1, wherein the amount of the polyalkylene glycol compound is 9 to 45% by weight based on the modified polyester. (3) The method according to claim 1, wherein the amount of polyorganosiloxane compound is 0.1-10% by weight based on the modified polyester. (4) The method according to claim 1, wherein the polyorganosiloxane compound is a polyorganosiloxane diol.