JPS634857B2 - - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to liquid colorants and liquid additives for linear aromatic polyesters, polyamides and styrenic resins.

Generally, as a stock coloring agent for synthetic fibers, a masterbatch in which dyes and pigments are dispersed in a synthetic resin at a high concentration is used because a high degree of dispersion and physical properties are required. However, its production requires a premixing device and a kneading device such as an extruder, making the process complicated, and it also has the disadvantage of high production costs because there is a lot of loss due to color changes, making small lot production difficult. ing.

In addition, various liquid colorants have already been put into practical use as colorants for general-purpose plastics that are injection molded, but polyethylene terephthalate and nylon-6, which are kneaded at higher temperatures, cause vehicle oozing, whitening, and mechanical damage. Problems such as a decrease in physical properties and a decrease in heat distortion temperature are significant, and liquid colorants that are effective for these resins are not known.

The present inventors conducted extensive research on vehicles that have good compatibility with molten resin and can easily and uniformly disperse pigments, and found that a liquid colorant using a specific alkyl phenyl type nonionic surfactant as a vehicle was developed. It was discovered that when used to color linear aromatic polyesters, polyamides, and styrene resins, the above-mentioned problems associated with conventional liquid colorants hardly occur, and this led to the completion of the present invention. Ivy.

That is, the present invention provides dyes and pigments and/or additives and general formula A liquid composition for linear aromatic polyesters, polyamides, and styrenic resins, characterized by comprising a polyoxyethylene alkyl phenyl ether represented by (wherein, R is an alkyl group and n is 1 to 16) It is something that provides something.

As the dye and pigment used in the present invention, any known dye and pigment that has been conventionally used for synthetic resins can be used, but typically inorganic pigments such as carbon black, titanium oxide, iron oxide, phthalocyanine, Examples include organic pigments such as azo, dioxazine, anthraquinone, thioindigo, isoindolinone, perinone, perylene, quinacridone, and quinophthalone, oil-soluble dyes, and brightening agents such as stilbene and oxazole. .

Furthermore, as additives, any of the additives conventionally used for linear aromatic polyesters, polyamides, and styrene resins can be used, such as pentaerythrityltetrakis [3-(3,
tertiary-butylphenol-based antioxidants such as 5-di-tert-butyl-4-hydroxyphenyl) propionate; benzophenone-based light stabilizers such as 2-hydroxy-4-octoxybenzophenone; 2-hydroxy-5-
Benzotriazole light stabilizers such as (methylphenyl)-2H-benzotriazole, salicylate light stabilizers such as 4-octylphenyl salicylate, ethyl-3,5-ditertiarybutyl-4-hydroxybenzoylphosphonate nickel() salt Examples include nickel complex type light stabilizers such as nickel complex type light stabilizers such as, hindered amine type light stabilizers such as 4-benzoyloxy-2,2,6,6-tetramethylpiperidine, and the like.

In the present invention, a polyoxyethylene alkyl phenyl ether represented by the general formula () [hereinafter referred to as a surfactant of the general formula ()] is used as a vehicle, and among them, R in the formula is preferably 1 to 1. 20 alkyl groups, n is an integer from 6 to 16, and n
When is an integer of 10 to 16, it is particularly preferable because it has good heat resistance. For example, commercially available polyoxyethylene octylphenyl ether, polyoxyethylene nonylphenyl ether, polyoxyethylene decyl phenyl where n=1 to 16 Mention may be made of ethers and mixtures thereof. When n is an integer of 17 or more, the heat resistance is further improved, but it is not preferable because it is pasty or solid at room temperature and a liquid composition with a preferred viscosity cannot be obtained.

The liquid composition of the present invention has a viscosity at 25°C (BH type rotational viscosity, rotor No. 7, 20 rpm) of 50
~500 poise is desirable, typically
The viscosity is adjusted by using dyes and pigments and/or additives in the range of 30 to 150 parts by weight per 100 parts by weight of the surfactant of the general formula (). Among them, when using inorganic pigments, The range is preferably from 70 to 150 parts by weight, and when organic pigments or additives are used, the range is preferably from 40 to 80 parts by weight.

To obtain the liquid composition of the present invention, in the usual case,
After briefly mixing a predetermined amount of dyes and pigments and/or additives and a surfactant of the general formula () at room temperature using a general mixer such as a homo mixer or a disper mill, the mixture is mixed using a kneader, three-roll mill, or ball mill. , colloid mill, dyno mill, and other general kneading machines. However, when using dyes and pigments that easily dissolve in molten linear aromatic polyester or polyamide, it is necessary to thoroughly mix them using the above mixer. This is preferable because all you need to do is Examples of such preferable dyes and pigments include those disclosed in JP-A-53-12953, JP-A-53-120760, and JP-A-53-120760.
Examples include specific perinone pigments, thioindigo pigments, isoindolinone pigments, anthraquinone pigments, etc., which are described in No. 56-120756 and JP-A No. 57-25353.

Examples of linear aromatic polyesters that can be used in the liquid composition of the present invention include polyethylene terephthalate, polybutylene terephthalate, etc.; examples of polyamides include nylon 6, nylon 6.6,
Examples of the styrene resin include nylon 6/10 and nylon 12, and examples of the styrene resin include polystyrene, AS resin, and ABS resin.

Although the liquid composition of the present invention contains a high concentration of dyes and pigments and/or additives, it has a low viscosity and excellent dispersibility, so it is compatible with thermoplastic resins such as those described above. Mixing requires only a small amount of addition, and there is no need for the vigorous kneading that is normally carried out; dyes, pigments, and/or pigments can be mixed by simply injecting them into the screw tip of an extruder and passing them through a dispersion mixer such as a static mixer. Alternatively, the additives are sufficiently dispersed, and the resulting resin composition has almost no problems such as exudation of vehicle, occurrence of whitening phenomenon, decrease in mechanical properties, and decrease in heat distortion temperature.
Furthermore, since the liquid composition of the present invention is usually injected near the tip of the screw, dyes and pigments and/or additives pass through it, making it more difficult to use than when using a conventional colorant such as a masterbatch. Another advantage is that cleaning the mixing device is extremely easy when changing colors, since fewer parts of the mixing device are contaminated.

The resin composition obtained by adding the liquid composition of the present invention in this manner almost always has problems such as exudation of the vehicle, occurrence of whitening phenomenon, decrease in mechanical properties, and decrease in heat distortion temperature. do not.

The liquid composition of the present invention will be explained in more detail with reference to Examples below. In addition, all parts and percentages in the examples are based on weight.

Example 1 Polyethylene glycol nonyl phenyl ether [Neugen EA-80, n=6: see general formula (),
Daiichi Kogyo Seiyaku Co., Ltd. 100 parts titanium oxide
81.8 parts, tertiary butylphenol antioxidant (Irganox 1222 manufactured by Ciba-Geigy)
was added, mixed in a disper mill, and then dispersed and kneaded in a three-roll mill to obtain a white liquid composition with a viscosity of 100 poise (BH type rotational viscometer, rotor No. 7, 20 rpm). The obtained white liquid composition was continuously injected and added to the screw tip of a melt spinning device equipped with a static mixer at a ratio of 1 part to 99 parts of polyethylene terephthalate,
By spinning at 300°C, a white polyester yarn with a titanium oxide concentration of 0.45% and a fineness of 15 denier with good dispersibility was obtained.

Example 2 A white nylon thread having a titanium oxide concentration of 0.45% and a fineness of 15 denier with good dispersibility was obtained in exactly the same manner as in Example 1 except that nylon-6 was used instead of polyethylene terephthalate.

Example 3 66.7 parts of CI Pigment Red 88 (thioindigo pigment) was added to 100 parts of polyethylene glycol octyl phenyl ether (Octopol 100, n=10, manufactured by Sanyo Chemical Industries, Ltd.) and thoroughly mixed with a homomixer. A red liquid composition with a viscosity of 150 poise was obtained. The obtained red liquid composition was melt-spun in the same manner as in Example 1 to obtain a bright red polyester yarn with a pigment concentration of 0.4% and a fineness of 10 denier.

Example 4 Copper phthalocyanine blue in 100 parts of polyethylene glycol decyl phenyl ether (Neugen EA-143, n=13, manufactured by Daiichi Kogyo Seiyaku Co., Ltd.)
53.8 parts of the mixture was added and sufficiently dispersed and kneaded using a disper mill mixer and three rolls to obtain a blue liquid composition with a viscosity of 300 poise. The obtained blue liquid composition,
Add 1 part to 69 parts of polyethylene terephthalate by injecting it under the hopper of a melt spinning device, and spin at 300°C to obtain a blue polyester yarn with a fineness of 10 denier and a pigment concentration of 0.5% and good dispersibility. Ta.

Example 5 A blue nylon thread with a fineness of 10 denier and a pigment concentration of 0.5% was obtained in exactly the same manner as in Example 4, except that nylon-6 was used instead of polyethylene terephthalate.

Claims (1)

[Claims] 1. Dye and pigment and/or additive and general formula A liquid composition for linear aromatic polyesters, polyamides, and styrenic resins, characterized by comprising a polyoxyethylene alkyl phenyl ether represented by (wherein, R is an alkyl group and n is 1 to 16) thing.