JPS59223729A - Production of colored polymer composition - Google Patents

Abstract

PURPOSE:To obtain a colored polymer composition having excellent resistance to fading, by heating a specified polymer composition and thereby bonding the terminal polar groups of an organic pigment or the metal atoms of an inorganic pigment to the polymer resin. CONSTITUTION:A polymer composition is prepared from an electrophilic reagent, an organic pigment or dye, an inorganic pigment or a mixture thereof and a peroxide. When the molecule constituting the polymer resin in this composition contains a polar group or a polar atom, no peroxide need be added. When the above polymer resin composition is heated during molding or membrane formation or in a separate step, the polar groups or atoms on the terminal of the organic pigment or dye or the metallic atoms of the inorganic pigment are bonded to the main chains and/or side chains of the molecules of the polymer resin material. Particularly preferable organic pigments or dyes are those having NH2, NO2, OCH3, Cl, or CF3 on a benzene nucleus.

Description

[Detailed description of the invention] TECHNICAL FIELD The present invention relates to a colored umami-molecular resin material.

Conventionally, resins colored other than black μ, such as red, blue, green, yellow, etc., have been manufactured by simply mixing pigments etc. with +A fat, and then molding the resin, forming a film, etc. In this case, the pigment and resin molecules are in the form of a mixture in the resin.

However, when such a mixture of pigment and temporary ingredients is exposed to external conditions, the pigment itself may be decomposed due to direct sunlight such as sunlight, or the pigment itself may be degraded due to the collapse of the resin molecules. A leak occurred.

Such pigment outflow means fading of the resin product.

Therefore, in the past, even if colored liquors other than black were used outdoors, the current situation was that they had to be replaced after several months, or they were left to fade and were used again.

The present inventor added an electrophilic reagent to a polymer resin composition, a coloring agent selected from the group consisting of an organic pigment or dye having a group capable of forming a polar group at the end by the action of the electrophilic reagent, and an inorganic pigment, and When an oxide (peroxide does not need to be precipitated when the cylindrical molecule contains a polar group or a polar atom in its molecule) is added and heated, the electrophilic reagent Due to the action of the pigment or dye, the polymer 1
It was discovered that a colored polymer resin composition having excellent fading resistance can be obtained by chemically bonding with the molecules constituting 1111, leading to the present invention.

The present invention comprises one or more electrophilic reagents, a coloring agent selected from the group consisting of organic pigments or dyes and inorganic pigments having a group capable of forming a polar group at the end by the action of said electrophilic reagent, and a peroxide. Polymer f! ■If the molecules that make up the polymer resin in the production of a fat composition contain polar groups or asymmetric atoms, it is not necessary to mention the peroxide; Alternatively, during film formation or in a separate process, the composition is converted and heated, and the polar groups existing at the ends of the organic pigment or dye or the metal atoms of the pigment are removed from the polymer resin material. The main chain of the molecule and /-! The present invention relates to a method for producing a colored polymer composition, which comprises chemically bonding the colored polymer composition to a side chain thereof. The bonding mechanism between the pigment or dye and the polymer substance is thought to be as follows. I! When I11 does not contain a polar group or a polar atom, such as polyethylene or polypropylene, an epoxy/bond or -C- is formed by the action of peroxide. On the other hand, a grueling reagent takes electrons from the terminal polar group or atom of an organic pigment or dye or a metal atom of an inorganic pigment and converts them into two groups. An ionic bond between a polar group or atom present in the intervening molecule or an epoxy bond or an acidic radical due to the action of a peroxide and a polar group or atom or metal atom bent to ① in a pigment or dye; A compound bond or a covalent bond, etc., such as A C-C- (where -〇-C- is a molecule in commercial resin, and A is one or more molecules of pigment or dye) cause

Resins that can be colored by the method of the present invention include polyethylene,
Polypropylene, polystyrene, polyacrylonitrile butadiene, poly'amide, polyurethane, polyvinyl chloride/u, polyester.

Contains synthetic resins such as polyvinylidene chloride, polyvinyl alcohol, polycarbonate polyvinyl acetate, or polyacrylonitrile, cellulose acetate or cellulose, etc.

The electrophilic reagent plays the role of taking electrons from the polar groups of the ends of organic pigments or dyes or from the metal atoms of inorganic pigments and converting them into ■. Iodine quinones, trinitrobenzene, tin tetrachloride, aluminum chloride, and ZnO, Pb
It is a mixture of an amphoteric metal oxide such as O and a weak acid salt of the metal.

% tin tetrachloride, a mixture of ZnO and ZnCo3.

Quinones, kll C1l, are preferred. This electrophilic reagent is 0.2-2!
It is a heavy part, preferably 0.5-5 parts. More of these electrophilic reagents can be used as long as they do not impair the properties of the resin composition or decompose during heating.

As the organic pigment or dye, any known organic pigment or dye having a group or atom which can lose an electron and become a polar group at the end can be used. Especially on the benzene nucleus, NH2, NO,, OCH3,
Pigments or dyes in which C7, CF3 are present are preferred.

Alternatively, almost all inorganic pigments have metal atoms and can be conveniently used in the present invention. For example, zinc white, alumina white,
Titanium oxide, red iron, litharge, red lead, yellow lead, white lead,
These include zinc yellow, molybdenum red, and cadmium yellow.

The ease of use of the pigment or dye depends on the use of the resin composition to be used. All pigments in the range normally used are bound within the resin molecules.

When the resin does not contain a polar group or atom in the resin molecule, such as polyethylene, polypropylene, and polystyrene, it is always preferable to use a peroxide. However, for resins containing polar groups or atoms, peroxides may or may not be used.

Examples of peroxides are acetylonchlorohexylsulfonyl peroxide, in-butyl peroxide, diisoproyl peroxydicarbonate, di-n-propyl peroxydicarbonate, di(2-ethoxyethyl)peroxy Dicarbonate, di(methoxyinpropyl)peroxydicarbonate, di(2-ethylhexyl)peroxydicarbonate, t-butyl peroxyneodecanonate, 2,4-dichlorobenzoyl peroxide, t-butyl peroxydicarbonate barreto, 3,5.5-)limethylhexanoyl peroxide, octanoyl peroxide, butanoyl peroxide, lauroyl peroxide, stearoyl peroxide, propynyl peroxide, succinic acid peroxide, acetyl peroxide,
L-butyl peroxy (2-ethylhexanoate),
m-) Luoyl peroxide, benzoyl peroxide, L-butylperoxyin butyrate, 1,1-bis(butylperoxy)3,5,5-trimethylcyclohexane, 1.1-bis(t-) butylperoxy)cyclohexane% L-butylperoxymalein d,
t-Butylperoxylaurate, L-butylperoxy6.5.5-)limethylhexanoe-1, cyclohexanonyperoxide, t-butylperoxy/impropyl carbonate, 2,5-dimethyl-2,5 -ji(
Benzoyl peroxynohexane, t-butyl peroxy acetate, 2,2-bis(L-butyl peroxy)
Butane, L-butylperoxybenzoate, n-butyl-4,4-bis(t-butylperoxy)valerate, di-t-butylciba-oxyisophthalate, methyl ethyl ketone peroxide, ciJ, ciJ'-bis(
t-Butylperoxyisopropyl]benzene, dicumyl peroxide.

2.5-dimethyl-2,5-di(t-butylperoxy)hexane, L-butylcumyl peroxide, di-impropylbenzene hydroperoxide, di-t-butyl peroxide, p-menthane hydroperoxide ,2,
5-dimethyl-2,5-di(t-butyl peroxide hexine-6, 1,1,3,3-tetramethylbutyl hydroperoxide, 2,5-dimethylhexane-2,5-
Dihydroperoxide, cumene hydroperoxide and butyl hydroperoxide.

The amount of peroxide used is about 0.5 to 5 parts per 100 parts.

In the present invention, the pigment or dye molecule is partially or completely i.
Since it is cross-linked to the main chain or the ll'i side chain of J fat, fading or discoloration is less likely to occur than conventional products.

Furthermore, the strength of the resin is further increased by crosslinking the pigment.

Examples of implementations of the present invention are shown below. The unit is based on weight.

Comparison columns 1-6 and Examples 1-6 Discoloration A: No change at all B: Slight change C: Significant discoloration or fading D: Significant discoloration or fading Patent applicant: Tokyo Rubber Industry Co., Ltd. (4 other people)

Claims (1)

[Claims] preparing a polymeric composition comprising one or more electrophiles, an organic pigment or dye, an inorganic pigment or a mixture thereof, and a peroxide, wherein all constituent molecules of the polymeric resin contain polar groups or atoms; When adding peroxide/Jll L
, it is not necessary, and the number formation of the polymer resin composition is
The composition is heated during imitation or in a separate process, and the polar groups or atoms present at the ends of the organic pigment or dye or the metal atoms of the inorganic pigment are converted into the main chain of the molecules constituting the polymer composition. and/or a method for producing a colored molecular composition, which comprises attaching to a side chain.