JPH04246457A - Polyester resin composition - Google Patents

Abstract

(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.

Description

[Detailed description of the invention]

0001

[Field of Industrial Application] The present invention relates to a polyester resin composition, and more specifically, to a polyester resin composition that has improved moldability such as fluidity during melting, molding cycle during injection molding, and precision moldability. It is.

0002

BACKGROUND OF THE INVENTION Conventional polyester resins with improved moldability include those blended with polyethylene glycol, fatty acid ester wax, resin acid wax such as montanic acid, and the like.

0003

[Problems to be Solved by the Invention] However, in such conventional polyester resin compositions with improved moldability, there were problems with the heat resistance or coloring of the additives themselves, and as a result, the molded resin Also, deterioration of physical properties or discoloration occurs, which is a problem. For example, JP-A-6
When using an organic compound containing a carboxylic acid metal salt described in Publication No. 1-163957 or commonly used polyethylene glycol in an engineering plastic that has a high molding temperature, the additive itself does not have the heat resistance. This causes coloring and deterioration of physical properties of the molded product. Also, montanic acid ester wax, saponified wax, etc. are widely used due to their good performance, but since the wax itself is colored, when added to resin and molded, the color tone deteriorates.

An object of the present invention is to provide a polyester resin that overcomes these conventional problems.

[0005]

[Means for Solving the Problems] The present invention provides general formula (1)
This is a polyester resin composition characterized in that 0.01 to 10 parts by weight (hereinafter abbreviated as "parts") of a boric acid ester containing the compound represented by the following as a main component is blended to 100 parts by weight of the polyester resin.

[0006]

[Case 2]

(However, R represents an aliphatic hydrocarbon group, an alicyclic hydrocarbon group, or an aromatic hydrocarbon group having 6 to 31 carbon atoms.)

[0008] Specific compounds in the boric acid ester (hereinafter abbreviated as boric acid ester) containing the compound represented by the general formula (1) of the present invention include, for example, an octyl group, a nonyl group, Decyl group, dodecyl group, tetradecyl group, hexadecyl group, heptadecyl group, (iso)octadecyl group, eicosyl group, heneicosyl group,
Examples include compounds appropriately selected from hexacontyl group, triacontyl group, hentriacontyl group, phenyl group, oxyphenyl group, tolyl group, benzyl group, cyclohexyl group, and the like.

[0009] This boric acid ester is synthesized by a known method, and one example is the following method. That is, a monoglyceride of an aliphatic, alicyclic or aromatic carboxylic acid is reacted with boric acid at a molar ratio of (OH groups remaining in the monoglyceride)/(boric acid) = 3/1 to 5/1. Examples include methods.

[0010] This boric acid ester is used in an amount of 0.01 parts per 100 parts of polyester resin (eg, polyethylene terephthalate resin, polybutylene terephthalate resin, etc.).
~10 parts are mixed. The blending method is a known method.

[0011]

[Function] Since the boric acid ester of the present invention has ester bonds in its molecules, its plasticizing effect reduces the viscosity of the resin when melted, and the hydrocarbon (R) group controls its compatibility with the resin. It has excellent properties such as smoothing, making it easy to manufacture large or complex shaped molded objects, improving fluidity and mold releasability with good external lubricity, and excellent heat resistance. Therefore, it is unlikely to have an adverse effect on the resin.

0012

[Examples] Examples of the present invention will be described below.
The present invention is not limited to these. Synthesis example 1. 624.8 parts (2.2 mol) of stearic acid and 202.4 parts (2.2 mol) of glycerin were charged, and 1.5 parts of para-toluenesulfonic acid was added as a catalyst.
After dehydration and esterification reaction at 170°C, single distillation purification was performed to obtain stearic acid monoglyceride. Next, 716 parts (2 mol) of the obtained stearic acid monoglyceride and 61 parts (1 mol) of boric acid were mixed at 10 mmHg and 100°C for 30 minutes.
The mixture was dehydrated under reduced pressure for an hour to carry out an esterification reaction to obtain a boric acid ester.

Synthesis Example 2. 184 parts (2 mol) of glycerin, 200 parts of toluene, and 111 parts of triethylamine were charged, and a solution of 340.12 (2.2 mol) benzoyl chloride dissolved in 100 parts of toluene was added dropwise at 40 to 45°C. Furthermore, after the completion of the dropwise addition, stirring was continued for 2 hours at 50°C. The precipitated triethylamine hydrochloride was filtered off, and the solvent was replaced with ethanol and recrystallized to obtain benzoic acid monoglyceride. 392 parts (2 moles) of this benzoic acid monoglyceride and 61 parts of boric acid
(1 mole) was dehydrated under reduced pressure at 10 mmHg and 100° C. for 3 hours to carry out an esterification reaction to obtain a boric acid ester.

Example. 0.5 per 100 parts of polybutylene terephthalate resin
After kneading part of the boric acid ester using a twin-screw extruder, strands were drawn and pelletized by cutting with a strand cutter, and various tests were conducted. Comparative examples were also conducted in the same manner. The results are shown in Table 1.

[0015]

[Table 1]

(1) Kneading torque: Laboplast Mill (
Torque value when kneading for 5 minutes at 230°C and 30prm using Toyo Seiki Co., Ltd.).

(2) Fluidity...Elevated flow tester (
(manufactured by Shimadzu Corporation), temperature 230℃, load 100K
gf, flow rate of die diameter 1.0mmφX10.0mm.

(3) Resin strength: 2-axis extrusion
After creating a 3% masterbatch using a molder, No. 3 dumbbells were created using an injection molding machine, and a tensile test was conducted under the following conditions. Test conditions Crosshead speed: 50mm/min Crosshead spacing: 50mm Temperature: 20℃

(4) Heat resistance: 10 when TG-DTA was measured in nitrogen and the temperature was raised to 500°C at a rate of 10°C/min.
% weight loss temperature.

(5) Half-crystallization time: Time (seconds) taken to reach half of the peak area during crystallization when DSC measurement is performed in nitrogen under the following conditions. Conditions: Temperature increase: 30°C/min → 260°C, hold for 10 minutes, then cool down: 20°C/min → 200°C, hold for 15 minutes

0021
]

Effects of the Invention The polyester resin composition obtained according to the present invention has little discoloration of the resin due to heat history or coloring of the additive itself, and also has good fluidity and molding cycleability during molding. It can make an outstanding contribution to the polyester resin field.

Claims (1)

[Claims] 1. A polyester resin composition characterized in that 0.01 to 10 parts by weight of a boric acid ester containing a compound represented by general formula (1) as a main component is blended with respect to 100 parts by weight of a polyester resin. [Formula 1] (However, R is an aliphatic hydrocarbon group having 6 to 31 carbon atoms,
Indicates an alicyclic hydrocarbon group or an aromatic hydrocarbon group. )