JPS5879049A - Antistatic polymer composition - Google Patents

Abstract

PURPOSE:The titled composition that is made by adding a specific polyalkylene oxide antistatic agent to a polyalkylene oxide-polyester copolymer, thus being suitable for the use in fiber, because of its high dispersibility, bleeding properties and almost permanent antistatic performance. CONSTITUTION:Polyester, polyamide or polyester-amide that contains 0.1- 50wt% of polyalkylene oxide of 500-1,000 molecular weight as a copolymerization component is combined with 0.3-20wt%, based on the resultant composition, of an antistatic agent having betain-ion structure of carboxyl and/or sulfoammonium, such as N,N-bis(polyoxyalkylene)-N-alkyl(8-24C)-N-carboxyalkyl (1-4C)ammonium betain.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention provides antistatic polymer compositions useful as fibers, fillers, and the like.

It is well known that a method of blending boria'' to kylene oxide V-do type compounds is effective as a means of imparting antistatic properties to 19 Esthep and bolyamide;
I! Perhaps because the compound does not have sufficient affinity with esters and daryamide, it disperses during financing, making it a business.

It has been pointed out that the physical properties of the product deteriorate, and excessive bleeding reduces the durability of the antistatic effect.

In view of this situation, the inventors of the present invention have made extensive studies and have developed polyester A/, l, which contains specific components as copolymer components.
By incorporating an antistatic agent with a specific structure into lyamide or l-lyesteramide, a composition with appropriate dispersibility and readability can be obtained, and the above problems can be solved. Heading 1 to be done
The present invention w- has been achieved.

That is, the present invention is a polyalkylene oxide copolymerization component (preester, polyamide, or polyester μamide-do) and a polyalkylene oxide V-dos system having a zwitterion structure of calhoki V or/and mephoan tungium. The gist of the invention is an antistatic polymer composition comprising an antistatic agent (1).

The interaction between the boria p-kylene oxide V component in the l-rimer chain of polyeste p, polyamide or atvx step amide and the ammonium zwitterion structure in the antistatic agent improves the dispersibility and predation properties of the underarm antistatic agent. They found that it works extremely advantageously.

In the present invention, polyester μ, polyamide or /9! containing lria p-kylene oxide V-do as a copolymerization component is used. X de p amide Buddha) is adipic acid, sepanonic acid-azetuic acid, terephthalic acid, inf! p-acid, naphthalene V-ponic acid, 5-alkali meta-A/(sodium, potassium) sulfoisof! μ acid.

Diphenyl s) yts carboxylic acids such as p-p, p-, p-β-hydroxy-p, ethoxy-benzoic acid and its p-carboxylic acid compounds, ethylene glycol-p, diethylene glycol , propylene talico ~, 1,4-gutanedio μ, neopliers p-g 4. 1.4-V clohequinane dimethanol μ, quinrylene glyco-A/, ? , 2-bis(p-
1-OxVethoxyphenyl)propane, bis(p-β
- Glycols such as ethylenediamine, hextmethyleneV amine, phenylenediamine, lylenediamine, diamines such as bis(p″″″aminocyclohexylVμtane), aminocaproic acid, aminotucric acid, etc. During the synthesis of polyesters, polyamides, or esteramides obtained by combining amino acids, carboxylic acids, carboxyl lactams, etc. Boa μkoxy~
Copolymerization of dt9 ap-kylene oxide V-dos such as boda ethylene oxide V-do, polypropylene oxide V-do, ethylene oxide-propylene oxide V-toco I reamer having an ester μ or amide-type power-rich functional group such as a group, an amino group, etc. It means a polymer obtained by condensation. These bodamers can be obtained by known methods, but are preferably used for $1.

Polyethylene terephthalate, polybutylene terephthalate, poly-1,4-1/chlorohexyl dimethylene terephthalate 1. Iζ-lyethylene-2,6-naphthalate, poly-p-ethyleneoxybenzoate, etc., and polyester p, nylon 6, nylon 12. It is a polymer obtained by adding and copolycondensing boria p-kylene oxide V-dos during the synthesis of nylon 66°, nylon 610, etc. and polyamides containing these as main components.

And darylkylene oxide V-do has a molecular weight of 5oo ~ 1
The content of 0.000 in polymer (1) is 0.1 to 0.000.
It is preferable to copolymerize so that the weight is more than 50% by weight. In addition.

19A/*V as 2.2-BiX
Compounds obtained by adding ap-kylene oxide to bispheno-ρ such as (p-hydroxyphenyl)propane and bis(p-hydroxyphenyl)sulfone (terminal VIM group such as human a), and Denature the end and forcepbokiv
Compounds with a py group, an amino group, etc. are preferably used because they have good heat resistance.Next, in the present invention, compounds having a py group, an amino group, etc. have a zwitterion structure. Among the antistatic agents that have 497p ethylene oxide as a main component, such as ``/IfVn oxide-based antistatic agent (Bl means IIt9 ethylene oxide F)'', Refers to a compound having an internal structure of H, M-bis(H,M-bis(
polyoxyalkylene)-wing-alkyl (08-24
)-N-force pboki V ap kill (01-4) An wall two five betaine, M, N-bis [apkanoi# (C8-24)
iminoethylene]-y-polyoxy V a~kylene-wings-forcephokiValkipv (01-4) Ammonium betaine, N'-(11-Aμ Kanoi*(Ca-20) AminoethylμmN-Botsuoki VAμ Kyrenaminoethyl) +
aj, y*-bis(-Saoki V ap Kylene)-r
- Carboki V Methip An wall = Umbetaine 9M - β - Doro life v Alki * (C6-28) - M, M", I
'-) 1st (19 oxy V a〃 kylene) ethylenediamine-1-61''-*#ho*VfiflWt) 14 y
, M, M”-bis[β-hydroxy V μki#(
06-28)] -M, N"-bis(polyoxyalkylene) ethylene V amine-p-boxymethyp betaine, N-β-human pk V a N * (06-28) -N
.

M”-bisCd9okyVakylene)-4-forcepbokiV
Aρki*(01-4) Ammonium Per4.

M-d Rioki V alkylene-Ml, Ml-bis(l Rioki V alkylene) aminoalkyl
4) Ammonium betaine, M, N'II-) Lis(/
loxValkylene)aminoalky*(02-4)-N
-Alkyl A/(C1-50)-Fuki H'-bis[sulfoalkyl A/(C1-4) ammonium fujibetaine, N
, N-bis(lriokiVa~kylene)-N-alki*(
C1~50) -■-Sphore A/Ki*(C1~4) Ammonium Betaine, ffi, I, M-TriaμKi#(C1~5G>-M-)k*1NIt#<C1~
4) Bo Vtki V Alkiren Anmo = Umpe! In addition, these Li, lia, 9Mg, Ca, etc. can be mentioned. These metal compounds can be produced by known methods, preferably have a molecular weight of 0 to 20,000, and are used singly or in combination of two or more.

The polymer composition of the present invention can be obtained by mixing an antistatic agent () in any stage prior to the formation of Melieste fi/, 711 mido or dlieste p amide (1) by a known method, and can be used to form fibers, films, etc. , F-'), strands, chips, and other molded products.

At this time, the amount of CB) varies depending on the use of the molded product and the required antistatic performance, but is 0.3 to 20 in the nine polymer compositions.
The weight is preferably 0.5 to 15 weight.

In addition, it is okay to contain modifiers such as colorants, heat-resistant agents, 11-light agents, matting agents, flame retardant foaming agents, etc., and it is also possible to use them in the form of mixtures or composites with other polymers. Of course it was.

The polymer composition of the present invention provides a product with good operability and good physical properties, and its antistatic performance is excellent during heat treatment, hot water treatment, and i-colored porcelain during secondary processing.

Frictional electric field, product washing processing, doffic cleaning processing,
It is almost permanent with almost no change even after long-term use.

The present invention will be explained in more detail with reference to Examples below. The antistatic property in Example J was measured using the Kyoto University Kaken rotary static tester method at 20°C.

4 was conducted in an atmosphere of 40% RH using cotton cloth as a friction body to determine the frictional charging voltage and the half-life of the charge.

Example t t-' 96 parts of caprotectam, ethylene oxide V-dos (
Bis(!I-aminopropy~) with a molecular weight of 5000
ether) 1 part, M, N-Bi2(polyoxyethylene)-M-stearyl-N-force *ho *vmethybeta-an-en=
3 parts of cumbetaine (average molecular weight 4.0oo), adipic acid, and 7 parts of water were charged into a polymerization chamber with a stirrer, and the temperature was maintained at 260°C to form a processed layer 4 held
Polycondensation is performed under the conditions of S-leap, 1 hour of pressure release period and 2 hours of normal pressure period, and the intrinsic viscosity at 25°C in 96 sulfuric acid is 1.1.
Obtained a white limer tip.

This chip was subjected to demonomer treatment with hot water, and after drying, a conventional extruder 11I melt spinning device was used.

The yarn was spun at a melting temperature of 260° C. and then drawn in a conventional manner to obtain a white drawn yarn having a 7 oa/lat, a strength of 441/d, and an elongation of 30 flaws. There was no yarn breakage during spinning or drawing, and the operability was good.

This drawn yarn was tube knitted at a density of 509/d, scoured, and hot dyed at 100° C. for 1 hour in a bath containing a blue disperse dye. The frictional charging voltage and half-life of the obtained dyed cloth were 1200 V and 12 seconds, respectively, indicating good antistatic properties. This value remained almost unchanged even after 50 repetitions of home laundry in a washing solution containing 1 #/l of neutral detergent at room temperature for 10 minutes.

Comparative Example 1 Polyethylene oxide bis(
The same operation as in Example 1 was carried out except that 5-aminobutabip-ether ρ) and adipic acid were not added, but during melt spinning Elf,) J-bis(polyoxyethylene)-11 -Steer 9A/-M-Fluffing occurred frequently due to poor dispersion of Kapboki V Methiμ Ammonium 9 Mupetaine. Furthermore, the frictional charge voltage and its half-life after washing the home laundry 50 times are 4000V and 1004! $1
showed that.

Example 1l 12゜2.2-bis(p-hydroxyphenyl)propane ethylene oxide adduct (average molecular weight 2000) copolymerized with 50% by weight 19 Ethylene terephthalate 11
0 parts 9 88 parts of ordinary polyethylene terephthalate chips and H-β-hydroxyl ψ 11a salt of N-bis(polyoxyethylene)-W-methyp ammonium betaine (average molecular weight 5000.-) 2
The mixture was mixed with the following parts, spun at a melting temperature of 280°C, and heat-stretched on one side to give a product of 75d and 156f.

Strength 4.5 @/6, elongation! A drawn yarn of i1*' was obtained. The spinning wheel elongation was good.

This drawn yarn was knitted in a disperse dye bath at 120°C.

Staining treatment was carried out for 1 hour. The frictional charging voltage and half-life of the dyed cloth were 1500V and 13 seconds, indicating good antistatic properties, and this performance was superior to Umbrella-Mfundo 1-50.
There was almost no decrease after washing.

Example 1 97 parts of l-lyethylene terephthalate chips copolymerized with 1% by weight of ethylene oxide adduct (average molecular weight 4000) of bi- -N-Furi μ-
was mixed with 3 parts of monosulfomethylammonium betaine, melt-spun and abrasively drawn according to Example 21C.The resulting drawn yarn was knitted in a tube and dyed, and its antistatic properties were measured. The voltage and its manual weight loss were 1400V and 12 seconds, and the wash resistance faA was also good. Patent applicant: Unitika Co., Ltd. Takeichi Saegusa 35'

Claims (1)

[Claims] (1) Polyester containing iN 97p kylene oxide V as a copolymerization component, 1 lyamide or 1 rieste p amide (1) and a polyester having a force μhoki ν or/and a sulfo 1 fluorinium zwitterion structure An antistatic polymer composition comprising an antistatic agent (Bl).