JP2009298898A - Ultraviolet absorber and polymer material containing the same - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide an excellent ultraviolet absorber capable of improving ultraviolet resistance of a polymer material using the absorber, hardly causing precipitation and bleeding out, capable of maintaining the long-wave length ultraviolet-absorbing power for a long period, and having high solubility and low volatility. <P>SOLUTION: The ultraviolet absorber comprises a compound represented by general formula (1): L-(UV)<SB>n</SB>[wherein, UV is a monovalent residue obtained by taking one hydrogen atom away from a compound represented by general formula (2) äwherein, A<SB>21</SB>and A<SB>22</SB>are each independently a hetero atom; Y<SB>21</SB>and Y<SB>22</SB>are each independently a hydrogen atom or a monovalent substituent; with the proviso that at least one of Y<SB>21</SB>and Y<SB>22</SB>is a substituent having ≥0.2 σp value of Hammett's substituent constant; Y<SB>21</SB>and Y<SB>22</SB>may form a ring by bonding to each other; (B) is an atomic group required for forming a 5- or 6-membered ring together with A<SB>21</SB>, A<SB>22</SB>and carbon atoms; and the bond with L is carried out in A<SB>21</SB>, A<SB>22</SB>or (B)}; n is 2-6; and L is an n-valent linking group]. <P>COPYRIGHT: (C)2010,JPO&INPIT

Description

  The present invention relates to an ultraviolet absorber and a polymer material containing the same.

Conventionally, ultraviolet absorbers have been imparted by sharing ultraviolet absorbers with various resins. An inorganic ultraviolet absorber and an organic ultraviolet absorber may be used as the ultraviolet absorber. Inorganic ultraviolet absorbers (see, for example, Patent Documents 1 to 3) are excellent in durability such as weather resistance and heat resistance, but are selected because the absorption wavelength is determined by the band gap of the compound. There is little degree of freedom, and there is nothing that can absorb the long wave ultraviolet (UV-A) region around 400 nm, and those that absorb the long wave ultraviolet rays have absorption up to the visible region, and are therefore colored.
On the other hand, since the organic ultraviolet absorber has a high degree of freedom in the structural design of the absorbent, it is possible to obtain various absorption wavelengths by devising the structure of the absorbent.

  In the past, systems using various organic ultraviolet absorbers have been studied. When absorbing up to the long wave ultraviolet region, use one with a maximum absorption wavelength in the long wave ultraviolet region or increase the concentration. There are two possible ways. However, those having the maximum absorption wavelength described in Patent Documents 4 and 5 in the long wave ultraviolet region have poor light resistance, and the absorption ability decreases with time.

In contrast, benzophenone and benzotriazole UV absorbers have relatively good light resistance, and can be cut relatively clearly up to a long wavelength region by increasing the concentration and film thickness (see, for example, Patent Documents 6 and 7). .) However, when these ultraviolet absorbers are usually mixed and applied in a resin or the like, the film thickness is limited to about several tens of μm. When cutting to a long wavelength region with this film thickness, it is necessary to add an ultraviolet absorber at a considerably high concentration. However, there has been a problem that simply adding to a high concentration causes precipitation of ultraviolet absorbers and bleeding out due to long-term use. Further, many benzophenone-based and benzotriazole-based UV absorbers have low solubility, and it has been difficult to apply them mixed with a resin or the like at a high concentration. These may have a relatively low molecular weight and have a problem of being easily volatilized by heat. In addition, some have skin irritation and accumulation in the living body, and careful attention is required for use.
Japanese Patent Publication No.49-11155 JP 60-170842 A JP-A-5-339033 JP-A-5-345639 JP-A-6-56466 JP-A-6-145387 JP 2003-177235 A JP-A-2005-517787 JP-A-7-285927

  The object of the present invention is to solve the above-mentioned problems, not only to improve the ultraviolet light durability of the polymer material to be shared, but also to stabilize the other by using the polymer material as an ultraviolet filter. An object of the present invention is to provide a high-solubility and low-volatility ultraviolet absorber that can suppress the decomposition of a compound, does not cause precipitation or bleed-out, and can maintain long-wave ultraviolet absorption ability for a long period of time.

  The inventors of the present invention have made extensive studies focusing on heterocyclic compounds in the development of ultraviolet absorbers, and compounds having a specific multimeric structure have high light fastness, excellent long-wave ultraviolet absorption capability, and high solubility. The present inventors have found that the low volatility is excellent and have reached the present invention.

（式中、Ａ₂₁及びＡ₂₂は、互いに独立してヘテロ原子を表す。Ｙ₂₁及びＹ₂₂は各々独立して水素原子または１価の置換基を表す。ただし、Ｙ₂₁又はＹ₂₂の少なくとも一方は、ハメットの置換基定数σｐ値が０．２以上の置換基を表す。また、Ｙ₂₁及びＹ₂₂は、互いに結合して環を形成しても良い。（Ｂ）はＡ₂₁、Ａ₂₂および炭素原子と一緒になって５又は６員環を形成するのに必要な原子群を表す。Ｌとの結合はＡ₂₁、Ａ₂₂、又は（Ｂ）のいずれかにおいて行われる。）］ The object of the present invention has been achieved by the following method.
[1] An ultraviolet absorber comprising a compound represented by the following general formula (1).
General formula (1)
L- (UV) _n
[Wherein, UV represents a monovalent residue obtained by removing one hydrogen atom or one monovalent substituent from a compound represented by the following general formula (2). n represents an integer of 2 to 6. L represents an n-valent linking group.

(In the formula, A ₂₁ and A ₂₂ each independently represent a hetero atom. Y ₂₁ and Y ₂₂ each independently represent a hydrogen atom or a monovalent substituent, provided that at least Y ₂₁ or Y ₂₂ represents at least One represents a substituent having a Hammett's substituent constant σp value of 0.2 or more, and Y ₂₁ and Y ₂₂ may be bonded to each other to form a ring (B) is A ₂₁ , A Represents an atomic group necessary for forming a 5- or 6-membered ring together with ₂₂ and a carbon atom, and bonding to L is performed in any one of A ₂₁ , A ₂₂ , and (B).)]

［式中、Ｒ₁、Ｒ₂、Ｒ₃、Ｒ₄、Ｒ₅及びＲ₆は互いに独立して水素原子または１価の置換基を表す。Ｒ₇及びＲ₈は互いに独立して１価の置換基を表す。ｓ及びｔは互いに独立して、０〜２の整数を表す。Ｒ₁とＲ₂及びＲ₃とＲ₄は互いに結合して環を形成してもよい。ｋ及びｌは互いに独立して１〜５の整数を表す。ただしｋとｌの合計が６を超えることはない。Ｌａは（ｋ＋ｌ）価の連結基を表す。Ｘ₁、Ｘ₂、Ｘ₃及びＸ₄は互いに独立してヘテロ原子を表す。］
［３］前記一般式（３）におけるＸ₁及びＸ₂が共にイオウ原子である、［２］項に記載の紫外線吸収剤。 [2] An ultraviolet absorber comprising a compound represented by the following general formula (3).

[Wherein, R ₁ , R ₂ , R ₃ , R ₄ , R ₅ and R ₆ independently represent a hydrogen atom or a monovalent substituent. R ₇ and R ₈ each independently represent a monovalent substituent. s and t each independently represent an integer of 0-2. R ₁ and R ₂ and R ₃ and R ₄ may be bonded to each other to form a ring. k and l each independently represent an integer of 1 to 5. However, the sum of k and l does not exceed 6. La represents a (k + 1) -valent linking group. X ₁ , X ₂ , X ₃ and X ₄ each independently represent a hetero atom. ]
[3] The ultraviolet absorber according to the item [2], wherein X ₁ and X ₂ in the general formula (3) are both sulfur atoms.

［式中、Ｒ₁、Ｒ₂、Ｒ₃、Ｒ₄、Ｒ₅及びＲ₆は互いに独立して水素原子または１価の置換基を表す。Ｒ₇及びＲ₈は互いに独立して１価の置換基を表す。ｓ及びｔは互いに独立して、０〜２の整数を表す。Ｒ₁とＲ₂及びＲ₃とＲ₄は互いに結合して環を形成してもよい。Ｌｂは２価の連結基を表す。］ [4] An ultraviolet absorber comprising a compound represented by the following general formula (4).

[Wherein, R ₁ , R ₂ , R ₃ , R ₄ , R ₅ and R ₆ independently represent a hydrogen atom or a monovalent substituent. R ₇ and R ₈ each independently represent a monovalent substituent. s and t each independently represent an integer of 0-2. R ₁ and R ₂ and R ₃ and R ₄ may be bonded to each other to form a ring. Lb represents a divalent linking group. ]

[5] A compound represented by the general formula (1).
[6] A compound represented by the general formula (3).
[7] The compound according to item [6], wherein X ₁ and X ₂ in the general formula (3) are both sulfur atoms.
[8] A compound represented by the general formula (4).
[9] A polymer material comprising the polymer substance containing the ultraviolet absorber according to any one of [1] to [4].

The UV absorber of the present invention has a plurality of UV-absorbing compound residues, has no precipitation or bleed-out, can maintain long-wave UV-absorbing ability for a long period of time, is highly soluble, has low volatility, and is shared In addition to improving the ultraviolet light durability of the polymer material, the decomposition of other unstable compounds can be suppressed by using the polymer material as an ultraviolet filter. As a compound similar to the structure of the compound of the present invention, a compound having a mono-type structure (one UV-absorbing compound residue) which is not a divalent to hexavalent polyvalent compound such as the compound of the present invention is known. ing. For example, the compound represented by the general formula (3) or (4) in which the portion corresponding to R ₁ , R ₂ , R ₃ and R ₄ is a monosubstituted ═S group is old. However, its usefulness as an ultraviolet absorber has not been reported. In addition, the compounds represented by the general formula (1), (3) or (4) can improve the solubility and volatility, which have been problems until now, and further improve the light resistance. The effect was acquired, and it was not expected that the compound represented by the general formula (1), (3) or (4) exhibited excellent performance as an ultraviolet absorber.

  In addition, the compound represented by any one of the general formulas (1), (3) and (4) of the present invention is a novel compound having excellent performance, and when this compound is used as an ultraviolet absorber, it has high solubility. It has low volatility and can be used for a wide range of purposes. It can also be used as a composition, and the light stability of the polymer molded product can be enhanced by incorporating the ultraviolet absorbent of the present invention into a polymer molded product such as plastic or fiber. Furthermore, the polymer material containing the ultraviolet absorbent according to the present invention can be used as a filter or a container for protecting contents that are sensitive to ultraviolet rays by utilizing the excellent ultraviolet absorbing ability.

Hereinafter, the present invention will be described in detail.
First, the compound represented by the general formula (1) will be described.
General formula (1)
L- (UV) _n
[Wherein, UV represents a monovalent residue obtained by removing one hydrogen atom or one monovalent substituent from a compound represented by the following general formula (2). n represents an integer of 2 to 6. L represents an n-valent linking group.

(In the formula, A ₂₁ and A ₂₂ each independently represent a hetero atom. Y ₂₁ and Y ₂₂ each independently represent a hydrogen atom or a monovalent substituent, provided that at least Y ₂₁ or Y ₂₂ represents at least One represents a substituent having a Hammett's substituent constant σp value of 0.2 or more, and Y ₂₁ and Y ₂₂ may be bonded to each other to form a ring (B) is A ₂₁ , A Represents an atomic group necessary to form a 5- or 6-membered ring together with ₂₂ and a carbon atom, and the bond with L is performed in any one of A ₂₁ , A _{22 and} (B))]

In the general formula (1), UV is monovalent in which one hydrogen atom or one monovalent substituent is removed from any one of A ₂₁ , A _{22 and} (B) in the compound represented by the general formula (2). Represents an ultraviolet-absorbing compound residue.

The compound represented by the general formula (2) is an ultraviolet absorbing compound. In the general formula (2), A ₂₁ and A ₂₂ each independently represent a hetero atom. Examples of A ₂₁ and A ₂₂ include boron, nitrogen, oxygen, fluorine, silicon, phosphorus, sulfur, and selenium atoms.

Preferred examples of A ₂₁ and A ₂₂ include nitrogen, oxygen, and sulfur. Particularly preferred is a sulfur atom. Preferred combinations are oxygen-nitrogen, nitrogen-sulfur, nitrogen-nitrogen, sulfur-sulfur combinations, and particularly preferred combinations are sulfur-sulfur combinations.

In the general formula (2), Y ₂₁ and Y ₂₂ each independently represent a hydrogen atom or a monovalent substituent. Monovalent substituents include cyano group, substituted or unsubstituted carbamoyl group, substituted or unsubstituted sulfamoyl group, nitro group, substituted or unsubstituted acyl group, substituted or unsubstituted alkylsulfonyl group, substituted or unsubstituted Substituted arylsulfonyl group, substituted or unsubstituted alkylsulfinyl group, substituted or unsubstituted arylsulfinyl group, substituted or unsubstituted alkoxycarbonyl group, substituted or unsubstituted aryloxycarbonyl group, substituted or unsubstituted alkyl group A substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, and the like. The substituent may be further substituted, and when there are a plurality of substituents, they may be the same or different. The substituent in this case is the above monovalent substituent. Further, the substituents may be bonded to each other to form a ring.

Specifically, examples of Y ₂₁ and Y ₂₂ include a cyano group, a carbamoyl group having 1 to 10 carbon atoms, preferably 2 to 8 carbon atoms, and more preferably 2 to 5 carbon atoms (for example, methylcarbamoyl, ethylcarbamoyl, morpholinocarbonyl). A sulfamoyl group having 0 to 10 carbon atoms, preferably 2 to 8 carbon atoms, more preferably 2 to 5 carbon atoms (for example, methylsulfamoyl, ethylsulfamoyl, piperidinosulfonyl), nitro group, 1 carbon atom -20, preferably 1-12 carbon atoms, more preferably 1-8 carbon acyl groups (eg formyl, acetyl, benzoyl, trichloroacetyl), 1-20 carbon atoms, preferably 1-10 carbon atoms, more preferably Is an alkylsulfonyl group having 1 to 8 carbon atoms, arylsulfonyl having 6 to 20 carbon atoms, preferably 6 to 10 carbon atoms (For example, methanesulfonyl, ethanesulfonyl, benzenesulfonyl, etc.), C 1-20, preferably C 1-10, more preferably C 1-8 alkylsulfinyl group, C 6-20, preferably C 6-10 arylsulfinyl groups (for example, methanesulfinyl, benzenesulfinyl), C2-C20, preferably C2-C12, more preferably C2-C8 alkoxycarbonyl groups (for example, methoxycarbonyl, ethoxycarbonyl, Benzyloxycarbonyl), an aryloxycarbonyl group having 6 to 20 carbon atoms, preferably 6 to 12 carbon atoms, more preferably 6 to 8 carbon atoms (for example, phenoxycarbonyl),

An unsubstituted alkyl group having 1 to 18 carbon atoms, preferably 1 to 10 carbon atoms, more preferably 1 to 5 carbon atoms (for example, methyl, ethyl, propyl, butyl), 1 to 18 carbon atoms, preferably 1 carbon atom -10, more preferably a substituted alkyl group having 1 to 5 carbon atoms (hydroxymethyl, trifluoromethyl, benzyl, carboxyethyl, ethoxycarbonylmethyl, acetylaminomethyl), 6 to 20 carbon atoms, preferably 6 to 15 carbon atoms And more preferably a substituted or unsubstituted aryl group having 6 to 10 carbon atoms (for example, phenyl, naphthyl, p-carboxyphenyl, p-nitrophenyl, 3,5-dichlorophenyl, p-cyanophenyl, m-fluorophenyl, p -Tolyl, p-bromophenyl), 1-20 carbons, preferably 2-10 carbons, more preferred Ku is an optionally substituted Hajime Tamaki (e.g. pyridyl, 5-methylpyridyl, thienyl, furyl, morpholino, tetrahydrofurfuryl) of 4 to 6 carbon atoms can be mentioned. The substituent may be further substituted, and when there are a plurality of substituents, they may be the same or different. The substituent in this case is the substituent described above.

Moreover, you may combine with substituents and may form a ring. The ring formed by combining Y ₂₁ and Y ₂₂ with each other may be either a saturated or unsaturated hydrocarbon ring or a hetero ring. However, a dithiol ring and a dithiolane ring are not formed. Rings containing carbon atoms to which Y ₂₁ and Y ₂₂ are bonded include cyclopropane ring, cyclobutane ring, cyclopentane ring, cyclohexane ring, cycloheptane ring, pyrrolidine ring, tetrahydrofuran ring, tetrahydrothiophene ring, pyrazolidinedione ring Oxazoline ring, isoxazolone ring, indandione ring, thiazoline ring, pyrroline ring, pyrazolidine ring, pyrazoline ring, imidazolidine ring, imidazoline ring, piperidine ring, piperazine ring, pyran ring and the like. These may have a substituent at an arbitrary position. Examples of the substituent include the examples of the monovalent substituent described above. Examples of the divalent substituent include a carbonyl group and an imino group. When there are a plurality of substituents, they may be the same or different. Moreover, it may become a condensed ring or a spiro ring by bonding with each other to form a ring.

However, at least one of Y ₂₁ or Y ₂₂ represents a substituent having a Hammett's substituent constant σp value of 0.2 or more. Preferably, at least one of Y ₂₁ and Y ₂₂ is a substituent having a Hammett σp value of 0.2 or more and 1.0 or less, and the other is a substituent of −0.7 or more and 1.0 or less. More preferably, both are substituents of 0.2 or more and 1.0 or less.
Hammett's substituent constant σ value will be described. Hammett's rule is a method described in 1935 by L. E. in order to quantitatively discuss the effect of substituents on the reaction or equilibrium of benzene derivatives. P. A rule of thumb proposed by Hammett, which is widely accepted today. Substituent constants determined by Hammett's rule include σp value and σm value, and these values can be found in many general books. For example, J. et al. A. Dean, “Lange's Handbook of Chemistry”, 12th edition, 1979 (Mc Graw-Hill) and “Areas of Chemistry”, No. 122, 96-103, 1979 (Nankodo), Chem. Rev. 1991, 91, 165-195. The substituent having Hammett's substituent constant σp value of 0.2 or more in the present invention is an electron-attracting group. The σp value is preferably 0.25 or more, more preferably 0.3 or more, and particularly preferably 0.35 or more.

Specific examples include cyano group (0.66), carboxyl group (—COOH: 0.45), alkoxycarbonyl group (—COOMe: 0.45), aryloxycarbonyl group (—COOPh: 0.44), carbamoyl. A group (—CONH ₂ : 0.36), an alkylcarbonyl group (—COMe: 0.50), an arylcarbonyl group (—COPh: 0.43), an alkylsulfonyl group (—SO ₂ Me: 0.72), or arylsulfonyl group (-SO ₂ Ph: 0.68) and the like. In the present specification, Me represents a methyl group, and Ph represents a phenyl group. The values in parentheses are the σp values of typical substituents in Chem. Rev. 1991, Vol. 91, pp. 165-195.
When Y ₂₁ and Y ₂₂ form a ring, the σp values of Y ₂₁ and Y ₂₂ cannot be defined, but in the present invention, when Y ₂₁ and Y ₂₂ are substituted with ring partial structures, Assuming that the σp value in the case of ring formation is defined. For example, when a 1,3-indandione ring is formed, it is considered that Y ₂₁ and Y ₂₂ are each substituted with a benzoyl group.

Examples of the 5- or 6-membered ring that Y ₂₁ and Y ₂₂ can form include the following rings.
Examples of 5-membered heterocycles include rings containing two nitrogen atoms (3-aminopyrazol-5-one, 3-alkoxypyrazol-5-one, 3-alkylpyrazol-5-one) or N, N -Substituted pyrazolidinedione, hydantoin structure, 5-membered ring composed of nitrogen atom 1 and oxygen atom 1 (isoxazolidinedione), 5-membered ring composed only of carbon (indandione), and the like.
Examples of the 6-membered heterocyclic structure include a barbituric acid structure, a thiobarbituric acid structure, a Meldrum acid structure, and a dimedone structure.
Examples of the 6-membered carbocycle include a benzene ring and a naphthalene ring.
As the condensed heterocyclic structure, nitrogen-containing [5,5] condensed ring and [5,6] condensed ring structure are preferable, and examples thereof include pyrazolotriazole structure, pyrazolopyrimidine structure, pyrazolobenzimidazole structure, pyrrolotriazole. Structure is mentioned. Among them, a 5-membered ring is preferable, and a 5-membered heterocycle containing two nitrogen atoms is more preferable. N, N-substituted pyrazolidinediones are most preferred.
Y ₂₁ and Y ₂₂ are more preferably those having an open chain structure than those which are bonded to form a heterocyclic structure.

Preferred examples of Y ₂₁ and Y ₂₂ are each independently a cyano group, an alkylcarbonyl group, an arylcarbonyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a carbamoyl group, a sulfinyl group, a sulfonyl group, a sulfamoyl group, or a substituent. Examples of the ring formed by bonding to each other include a pyrazolidinedione ring and an isoxazolone ring. Particularly preferably, at least one is a cyano group and the other is an alkylcarbonyl group, an arylcarbonyl group, a heterocyclic carbonyl group, an alkylsulfonyl group, or an arylsulfonyl group.

(B) represents a ring formed by combining A ₂₁ , A ₂₂ and a carbon atom.
The ring (B) formed together with A ₂₁ , A ₂₂ and the carbon atom is preferably a 5- or 6-membered ring. Specifically, for example, pyrimidine ring, imidazolidine ring, imidazoline ring, oxazoline ring, thiazoline ring, dithiol ring and the like can be mentioned. These rings may have a monovalent substituent. In addition, a condensed ring structure may be formed together with an aromatic ring.

  Ring (B) is preferably an imidazoline ring, an oxazoline ring, a thiazoline ring, a dithiol ring, or a benzo condensed ring thereof, more preferably a benzodithiol ring, a benzoxazoline ring, a benzothiazoline ring, or a benzoimidazoline ring, Particularly preferred is a benzodithiol ring.

A preferable combination of substituents in the general formula (2) is a pyrazolidinedione ring in which the substituents of Y ₂₁ and Y ₂₂ are bonded to form a ring, at least one is a cyano group, and the other is an alkylcarbonyl group. , An arylcarbonyl group, a heterocyclic carbonyl group, an alkylsulfonyl group, and an arylsulfonyl group, A ₂₁ and A ₂₂ are both sulfur atoms, and (B) is a combination that forms a benzodithiol ring. .
In the general formula (1), the monovalent residue having the structure represented by the general formula (2) is bonded to the linking group L at any one of Y ₂₁ , Y ₂₂ or (B).

L and n in the general formula (1) will be described.
The ultraviolet absorber of the present invention has n ultraviolet absorbing compound residues UV. n represents an integer of 2 to 6, and L represents an n-valent linking group. n is preferably 2 to 4, particularly preferably 2.
The linking group L is preferably a divalent substituent represented by the following general formula (a). Examples of trivalent, tetravalent, pentavalent, and hexavalent are shown in the exemplified compounds described below.

General formula (a)
_{- (L 1) m1 - (} L 2) m2 - (L 3) m3 - (L 4) m4 - (L 5) m5 -

In general formula (a), m1 to m5 each represents an integer of 0 to 2.
L _{1 to} L ₅ are each independently —CO—, —O—, —SO ₂ —, —SO—, —NR _L —, a substituted or unsubstituted divalent alkylene group, substituted or unsubstituted 2 A valent alkenylene group or a substituted or unsubstituted divalent arylene group is represented. R _L represents a hydrogen atom, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group.

Specific examples of _RL include a hydrogen atom, a methyl group, an ethyl group, a propyl group, a hexyl group, an octyl group, a phenyl group, and a naphthyl group. A monovalent substituent may be present at any position on the alkyl group and the aryl group. Examples of the monovalent substituent include the examples of the monovalent substituent described above. R _L is preferably a substituted or unsubstituted alkyl group having 3 to 20 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 14 carbon atoms. More preferably, it is a substituted or unsubstituted alkyl group having 6 to 12 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 10 carbon atoms.

In general formula (a), L ₁ is preferably —O—CO—, —O—, —OSO ₂ — or the like, and particularly preferably —O—CO— or —O—.

In general formula (a), L ₂ is —O—CO—, —O—, —OSO ₂ —, —C ₆ H ₄ —, —C ₂ H ₄ —, —C ₃ H ₆ —, —CH _2. —CHCH ₃ —CH ₂ — and the like are preferable, —O—CO—, —O—, —C ₆ H ₄ —, —C ₃ H ₆ — are more preferable, —O—CO—, —O—, —C. ₆ H ₄ -is particularly preferred.

In the general formula (a), L ₃ represents —O—CO—, —O—, —OSO ₂ —, —C ₆ H ₄ —, —C ₂ H ₄ —, —C ₃ H ₆ —, —CH _2. —CHCH ₃ —CH ₂ — and the like are preferable, —O—CO—, —O—, —C ₆ H ₄ —, —C ₃ H ₆ — are more preferable, —O—CO—, —O—, —C. ₆ H ₄ -is particularly preferred.

In the general formula (a), L ₄ represents —O—CO—, —O—, —OSO ₂ —, —C ₆ H ₄ —, —C ₂ H ₄ —, —C ₃ H ₆ —, —CH _2. —CHCH ₃ —CH ₂ — and the like are preferable, —O—CO—, —O—, —C ₆ H ₄ —, —C ₃ H ₆ — are more preferable, —O—CO—, —O—, —C. ₆ H ₄ -is particularly preferred.

In general formula (a), L ₅ is preferably —O—CO—, —O—, —OSO ₂ — or the like, and —O—CO— or —O— is particularly preferred.

In general formula (a), m1 is preferably 1 or 2, and 1 is particularly preferable.
In general formula (a), m2 is preferably 0 or 1.
In general formula (a), m3 is preferably 0 or 1.
In general formula (a), m4 is preferably 0 or 1.
In general formula (a), m5 is preferably 1 or 2, particularly preferably 1.

  As a combination of the numbers m1, m2, m3, m4 and m5 represented by the general formula (a), (m1) − (m2 + m3 + m4) − (m5) is (1) − (1) − (1), (1)-(2)-(1), (1)-(3)-(1) are preferred, and (1)-(1)-(1), (1)-(2)-( 1) is more preferable, and (1)-(1)-(1) is particularly preferable.

Examples of the case where the substituent L is divalent include —O—CO—C ₆ H ₄ —CO—O—, —O—CO—C ₂ H ₄ —CO—O—, and —O—CO—C ₃ H _6. —CO—O—, —O—C ₆ H ₄ —O—, —O—C ₂ H ₄ —O—, —O—C ₃ H ₆ —O—, —O—CH ₂ —CHCH ₃ —CH ₂ —O—, —O—CH ₂ —C ₆ H ₄ —CH ₂ —O—, —OSO ₂ —C ₆ H ₄ —SO ₂ O— and the like are preferable.

More preferably, the substituent L is divalent, —O—CO—C ₆ H ₄ —CO—O—, —O—CO—C ₂ H ₄ —CO—O—, —O—CO—C _3. H ₆ —CO—O—, —O—C ₆ H ₄ —O—, —O—C ₂ H ₄ —O—, —O—C ₃ H ₆ —O—, particularly preferably —O— _{CO-C 6 H 4 -CO-} O -, - O-CO-C 3 H 6 -CO-O -, - O-C 6 H 4 is -O-.

  The compound represented by the general formula (1) is preferably a compound represented by the following general formula (3).

[Wherein, R ₁ , R ₂ , R ₃ , R ₄ , R ₅ and R ₆ independently represent a hydrogen atom or a monovalent substituent. R ₇ and R ₈ each independently represent a monovalent substituent. s and t each independently represent an integer of 0-2. R ₁ and R ₂ and R ₃ and R ₄ may be bonded to each other to form a ring. k and l each independently represent an integer of 1 to 5. However, the sum of k and l does not exceed 6. La represents a (k + 1) -valent linking group. X ₁ , X ₂ , X ₃ and X ₄ each independently represent a hetero atom. ]

R ₁ , R ₂ , R ₃ and R ₄ in the general formula (3) have the same meanings as Y ₂₁ and Y ₂₂ in the general formula (2), and the preferred ranges are also the same.

In the general formula (3), R ₅ and R ₆ each independently represent a hydrogen atom or a monovalent substituent, and among them, a hydrogen atom, an alkyl group, an aryl group, an acyl group, a carboxyl group, an alkoxycarbonyl group An aryloxycarbonyl group, a carbamoyl group, an alkylcarbonyl group, and an arylcarbonyl group are preferable. An alkyl group, an aryl group, an acyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, and a carbamoyl group are more preferable. More preferred are an alkyl group, an aryl group, an acyl group, and a carbamoyl group. An alkyl group, an aryl group, and an acyl group are particularly preferable. Alkyl groups and acyl groups having 2 or more carbon atoms are particularly preferred.

As an alkyl group, a C1-C20 linear or branched alkyl group is preferable, for example, a methyl group, an ethyl group, a propyl group, a hexyl group, an octyl group etc. are mentioned. A monovalent substituent may be present at any position on the alkyl group. Examples of the monovalent substituent include the examples of the monovalent substituent described above. Arbitrary substituents may be bonded to form a ring.
The alkyl group in the case of an alkoxy group is preferably a linear or branched alkyl group having 3 to 20 carbon atoms. More preferably, it is a C5-C18 linear or branched alkyl group. Particularly preferred is a linear or branched alkyl group having 6 to 12 carbon atoms.

As the aryl group, an aryl group having 6 to 20 carbon atoms is preferable, and examples thereof include a phenyl group and a naphthyl group. A monovalent substituent may be present at any position on the aryl group. Examples of the monovalent substituent include the examples of the monovalent substituent described above. Arbitrary substituents may be bonded to form a ring.
The aryl group in the case of an aryloxy group is preferably an aryl group having 6 to 14 carbon atoms. More preferably, it is an aryl group having 6 to 10 carbon atoms. Particularly preferred is a phenyl group.

As an acyl group, a C1-C20 acyl group is preferable, for example, an acetyl group, a propionyl group, a butanoyl group, a hexanoyl group, an octanoyl group, a benzoyl group, a naphthoyl group etc. are mentioned. A monovalent substituent may be present at any position on the acyl group. Examples of the monovalent substituent include the examples of the monovalent substituent described above. Arbitrary substituents may be bonded to form a ring.
In the case of an acyloxy group, the acyl group is preferably an acyl group having 1 to 15 carbon atoms. More preferably, it is a C1-C10 acyl group. Particularly preferred is an acyl group having 4 to 8 carbon atoms.

R ₅ and R ₆ may be different from each other but are preferably the same.

In the general formula (3), R ₇ and R ₈ each independently represent a monovalent substituent. Examples of the monovalent substituent include monovalent substituents excluding a hydrogen atom.
Among them, halogen atom, alkyl group, aryl group, cyano group, carboxyl group, alkoxycarbonyl group, aryloxycarbonyl group, carbamoyl group, alkylcarbonyl group, arylcarbonyl group, nitro group, amino group, acylamino group, sulfonamide group, A hydroxy group, an alkoxy group, an aryloxy group, an acyloxy group, an alkylsulfonyloxy group, an arylsulfonyloxy group, a sulfo group, an alkylthio group, and an arylthio group are preferable. A halogen atom, an alkyl group, an aryl group, a cyano group, a carboxyl group, a carbamoyl group, an alkylcarbonyl group, an arylcarbonyl group, a sulfonamide group, an alkoxy group, an aryloxy group, and an acyloxy group are more preferable. More preferred are a halogen atom, an alkyl group, an aryl group, a cyano group, and an alkoxy group. Particularly preferred are a halogen atom, an alkyl group, and a cyano group.

  As the halogen atom, a chlorine atom and a bromine atom are preferable, and a chlorine atom is particularly preferable.

  As an alkyl group, a C1-C10 alkyl group is preferable, for example, a methyl group, an ethyl group, an octyl group etc. are mentioned. Preferably it is a C1-C6 alkyl group. More preferably, it is a C1-C4 alkyl group. Particularly preferred are 1 and 2 carbon atoms.

R ₇ and R ₈ may be different from each other but are preferably the same.

In the general formula (3), X ₁ , X ₂ , X ₃ and X ₄ each independently represent a heteroatom selected from the group consisting of an oxygen atom, a nitrogen atom and a sulfur atom.

X ₁ , X ₂ , X ₃ and X ₄ are preferably sulfur atoms. Preferred combinations of X ₁ and X ₂ and X ₃ and X ₄ are oxygen atom-nitrogen atom, nitrogen atom-sulfur atom, nitrogen atom-nitrogen atom, sulfur atom-sulfur atom, and particularly preferred combinations are sulfur. A combination of atoms and sulfur atoms.

  In the general formula (3), s and t are each independently an integer of 0 to 2. Preferably 0 or 1.

  In the general formula (3), k and l are each independently an integer of 1 to 5, provided that the sum of k and l does not exceed 6. k and l are preferably 1 to 3, and more preferably 1 to 2. Particularly preferred is when both k and l are 1.

  In the general formula (3), La represents a (k + 1) -valent linking group. La is preferably a divalent substituent represented by the following general formula (b). Examples of trivalent, tetravalent, pentavalent, and hexavalent are shown in the exemplified compounds described below.

General formula (b)
_{- (L 6) m6 - (} L 7) m7 - (L 8) m8 - (L 9) m9 - (L 10) m10 -

In general formula (b), m6 to m10 each represents an integer of 0 to 2.
L _{6 to} L ₁₀ are each independently —CO—, —O—, —SO ₂ —, _—SO— , —NR _Lb —, a substituted or unsubstituted divalent alkyl group, substituted or unsubstituted 2 Represents a valent alkenyl group or a substituted or unsubstituted divalent aryl group. R _Lb represents a hydrogen atom, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group.

Specific examples of R _Lb include a hydrogen atom, a methyl group, an ethyl group, a propyl group, a hexyl group, an octyl group, a phenyl group, and a naphthyl group. A monovalent substituent may be present at any position on the alkyl group and the aryl group. Examples of the monovalent substituent include the examples of the monovalent substituent described above. R _Lb is preferably a substituted or unsubstituted alkyl group having 3 to 20 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 14 carbon atoms. More preferably, it is a substituted or unsubstituted alkyl group having 6 to 12 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 10 carbon atoms.

In general formula (b), L ₆ is preferably —CO— or —SO ₂ —, particularly preferably —CO—.

In the general formula (b), as the _{L 7 -CO -, - SO 2} -, - C 6 H 4 -, - C 2 H 4 -, - C 3 H 6 -, - CH 2 -CHCH 3 -CH 2 - and the like are _{preferable, -CO -, - C 6 H} 4 -, - C 3 H 6 - is more _{preferable, -CO -, - C 6 H} 4 - is particularly preferable.

In the general formula (b), as the _{L 8 -CO -, - SO 2} -, - C 6 H 4 -, - C 2 H 4 -, - C 3 H 6 -, - CH 2 -CHCH 3 -CH 2 - and the like are _{preferable, -CO -, - C 6 H} 4 -, - C 3 H 6 - is more _{preferable, -CO -, - C 6 H} 4 - is particularly preferable.

In the general formula (b), as the _{L 9 -CO -, - SO 2} -, - C 6 H 4 -, - C 2 H 4 -, - C 3 H 6 -, - CH 2 -CHCH 3 -CH 2 - and the like are _{preferable, -CO -, - C 6 H} 4 -, - C 3 H 6 - is more _{preferable, -CO -, - C 6 H} 4 - is particularly preferable.

In general formula (b), L ₁₀ is preferably —CO— or —SO ₂ —, particularly preferably —CO—.

In general formula (b), m6 is preferably 1 or 2, particularly preferably 1.
In general formula (b), m7 is preferably 0 or 1.
In general formula (b), m8 is preferably 0 or 1.
In general formula (b), m9 is preferably 0 or 1.
In general formula (b), m10 is preferably 1 or 2, particularly preferably 1.

  As a combination of the numbers m6, m7, m8, m9 and m10 represented by the general formula (b), (m6) − (m7 + m8 + m9) − (m10) is (1) − (1) − (1), (1)-(2)-(1), (1)-(3)-(1) are preferred, and (1)-(1)-(1), (1)-(2)-( 1) is more preferable, and (1)-(1)-(1) is particularly preferable.

Examples of the case where the substituent La is divalent include —CO—C ₆ H ₄ —CO—, —CO—C ₂ H ₄ —CO—, —CO—C ₃ H ₆ —CO—, —C ₆ H ₄ — _{, -C 2 H 4 -, -} C 3 H 6 -, - CH 2 -CHCH 3 -CH 2 -, - CH 2 -C 6 H 4 -CH 2 -, - SO 2 -C 6 H 4 -SO 2 -Etc. are preferable.

More preferably, the substituent La is divalent, —CO—C ₆ H ₄ —CO—, —CO—C ₂ H ₄ —CO—, —CO—C ₃ H ₆ —CO—, —C ₆ H _{4 -, - C 2 H 4} -, - C 3 H 6 - , and particularly _{preferably, -CO-C 6 H 4 -CO} -, - CO-C 3 H 6 -CO -, - C 6 H 4 -.

  The compound represented by the general formula (3) is preferably a compound represented by the following general formula (4).

[Wherein, R ₁ , R ₂ , R ₃ , R ₄ , R ₅ and R ₆ independently represent a hydrogen atom or a monovalent substituent. R ₇ and R ₈ each independently represent a monovalent substituent. s and t each independently represent an integer of 0-2. R ₁ and R ₂ and R ₃ and R ₄ may be bonded to each other to form a ring. Lb represents a divalent linking group. ]

R ₁ , R ₂ , R ₃ , R ₄ , R ₅ , R ₆ , R ₇ and R ₈ in the general formula (4) are respectively R ₁ , R ₂ , R ₃ , R in the general formula (3). ₄ , R ₅ , R ₆ , R ₇ and R ₈ have the same meaning, and the preferred range is also the same.

  In the general formula (4), Lb represents a divalent linking group. Lb is preferably a divalent substituent represented by the following general formula (c).

Formula (c)
_{- (L 11) m11 - (} L 12) m12 - (L 13) m13 - (L 14) m14 - (L 15) m15 -

In general formula (c), m11-m15 represent the integer of 0-2, respectively.
L _{11 to} L ₁₅ are each independently —CO—, —O—, —SO ₂ —, _—SO— , —NR _Lc —, a substituted or unsubstituted divalent alkyl group, substituted or unsubstituted 2 Represents a valent alkenyl group or a substituted or unsubstituted divalent aryl group. R _Lc represents a hydrogen atom, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group.

Specific examples of R _Lc include a hydrogen atom, a methyl group, an ethyl group, a propyl group, a hexyl group, an octyl group, a phenyl group, and a naphthyl group. A monovalent substituent may be present at any position on the alkyl group and the aryl group. Examples of the monovalent substituent include the examples of the monovalent substituent described above. R _Lc is preferably a substituted or unsubstituted alkyl group having 3 to 20 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 14 carbon atoms. More preferably, it is a substituted or unsubstituted alkyl group having 6 to 12 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 10 carbon atoms.

In the general formula (c), L ₁₁ is preferably —CO— or —SO ₂ —, particularly preferably —CO—.

In the general formula (c), as the _{L 12 -CO -, - SO 2} -, - C 6 H 4 -, - C 2 H 4 -, - C 3 H 6 -, - CH 2 -CHCH 3 -CH 2 - and the like are _{preferable, -CO -, - C 6 H} 4 -, - C 3 H 6 - is more _{preferable, -CO -, - C 6 H} 4 - is particularly preferable.

In the general formula (c), as the _{L 13 -CO -, - SO 2} -, - C 6 H 4 -, - C 2 H 4 -, - C 3 H 6 -, - CH 2 -CHCH 3 -CH 2 - and the like are _{preferable, -CO -, - C 6 H} 4 -, - C 3 H 6 - is more _{preferable, -CO -, - C 6 H} 4 - is particularly preferable.

In the general formula (c), as the _{L 14 -CO -, - SO 2} -, - C 6 H 4 -, - C 2 H 4 -, - C 3 H 6 -, - CH 2 -CHCH 3 -CH 2 - and the like are _{preferable, -CO -, - C 6 H} 4 -, - C 3 H 6 - is more _{preferable, -CO -, - C 6 H} 4 - is particularly preferable.

In general formula (c), L ₁₅ is preferably —CO— or —SO ₂ —, particularly preferably —CO—.

In general formula (c), m11 is preferably 1 or 2, and 1 is particularly preferable.
In general formula (c), m12 is preferably 0 or 1.
In general formula (c), m13 is preferably 0 or 1.
In general formula (c), m14 is preferably 0 or 1.
In general formula (c), m15 is preferably 1 or 2, particularly preferably 1.

  As a combination of the numbers m11, m12, m13, m14 and m15 represented by the general formula (c), (m11) − (m12 + m13 + m14) − (m15) is (1) − (1) − (1), (1)-(2)-(1), (1)-(3)-(1) are preferred, and (1)-(1)-(1), (1)-(2)-( 1) is more preferable, and (1)-(1)-(1) is particularly preferable.

Examples of the divalent substituent Lb include —CO—C ₆ H ₄ —CO—, —CO—C ₂ H ₄ —CO—, —CO—C ₃ H ₆ —CO—, —C ₆ H ₄ —, — _{C 2 H 4 -, - C} 3 H 6 -, - CH 2 -CHCH 3 -CH 2 -, - CH 2 -C 6 H 4 -CH 2 -, - SO 2 -C 6 H 4 -SO 2 - , etc. Is preferred.

More preferably, the divalent substituent Lb is —CO—C ₆ H ₄ —CO—, —CO—C ₂ H ₄ —CO—, —CO—C ₃ H ₆ —CO—, —C ₆ H ₄ —. , —C ₂ H ₄ —, —C ₃ H ₆ —, and particularly preferably —CO—C ₆ H ₄ —CO—, —CO—C ₂ H ₄ —CO—, —C ₆ H ₄ —. is there.

  Specific examples of the compound represented by any one of the general formulas (1), (3), and (4) are shown below, but the present invention is not limited thereto.

The compound represented by the general formula (1), (3) or (4) can be synthesized by any method. Synthetic intermediates in these compounds, for example, when X ₁ , X ₂ , X ₃ and X ₄ in the general formula (3) are all sulfur atoms, are known patent publications and documents such as No. 63-225382 gazette, reference example on page 3 in the upper right row to the lower left row 1 and Liebigs Ann. Chem. 1969, 726, pages 103-109, page 109, lines 5-12, etc. in the document can be synthesized.
In addition, in the Journal of Organic Chemistry, 1990, Vol. 55, pages 5347-5350, the experimental section from page 27, page 5349, right line 27, 1994, Vol. 59, pages 3077-3081, page 3081 11 Lines 16-16, Tetrahedron Letters, 1991, Vol. 32, 4897-4900 pages, 4897 pages, 9th to 4899 pages, 3rd line, 1977, Vol. 26, 2225 pages, Table 1, Tetrahedron, 1993, 49, 3035-3042, page 3037, lines 11-20 and 3040, lines 22-38, Journal of the American Chemical Society, 1958, 8 Volume 0, 1662-1664 pages of literature, 1664 pages 6th to 15th right, 1995, volume 117, pages 9995-1202, page 9996, right 12th to 9997 pages, left 46th line, special Kaihei 6-80672, page 4, left line 43 to right line 45, Phosphorus, Sulfur, and Silicon, 1997, 120 & 121, pages 121-143, page 123, line 18 to page 124, line 3, Chem. Commun. 2004, pages 1758-1759, 1758 pages left lines 44-54, German Patent No. 3728452, page 4 lines 46-5 lines 16, line JP-A-51-100097. Similar to those described in the third page of the upper left row of page 3 to the fourth row of lower left row of page 4, the first row of the lower right row of page 12 to the first row of lower right row of page 35 of JP-T-5-506428, etc. The compound can be synthesized with reference to the synthesis route of the compound having a structure.
More specifically, many of the exemplified compounds of the present invention were prepared by using Intermediate 2 (A compound used in Examples described later) described in Journal of Chemical Crystallography, pages 27, 997, and 516. It can be easily synthesized by reacting a raw material with a compound having an active methylene group (for example, pivaloylacetonitrile, malononitrile, etc.), followed by general acylation or alkylation to the hydroquinone moiety.

  The compound represented by the general formula (1), (3) or (4) may take a tautomer depending on the structure and the environment in which the compound is placed. Although it is described in one of the representative forms in the present specification, a tautomer different from the description in the present specification may be used in the general formula (1), (3) or (4) used in the present invention. It is contained in the compound represented by these.

  The compound represented by the general formula (1), (3) or (4) can be a cation or an anion with an appropriate counter ion depending on the structure and the environment in which the compound is placed. In the present specification, hydrogen ions are used as counter cations and hydroxide ions are used as counter anions as representative counter ions, but the general formulas used in the present invention also have counter ions other than these. It is contained in the compound represented by (1), (3) or (4). There may be one type of counter ion, or a plurality of types having an arbitrary ratio.

The compound represented by the general formula (1), (3) or (4) contains an isotope (for example, ² H, ³ H, ¹³ C, ¹⁵ N, ¹⁷ O, ¹⁸ O, etc.). Also good.

  The compound represented by the general formula (1), (3) or (4) can be suitably used as an ultraviolet absorber.

  A polymer containing the structure of the compound represented by the general formula (1), (3) or (4) as a UV-absorbing group in a repeating unit can also be suitably used in the present invention. Below, the example of the repeating unit containing the structure of the compound represented by the said General formula (1), (3) or (4) is shown.

  It may be a homopolymer composed of the above repeating units or a copolymer composed of two or more kinds of repeating units. Further, it may be a copolymer containing other repeating units. Examples of other repeating units are shown below.

  Regarding the polymer containing the ultraviolet absorber structure in the repeating unit, JP-B-1-53455, page 4, lower left line 12 to page 13, upper left line 3, JP-A-61-189530, line 3 There are descriptions in the upper right 13th line to the 6th page lower 12th line and the 3rd page 40th line to the 8th page 13th line of the European Patent 27242. The description of these patent documents can be referred to for the method of obtaining the polymer.

  The polymer composition is used for the preparation of the polymer material of the present invention. The polymer composition used in the present invention contains an ultraviolet absorber composed of the compound represented by the general formula (1), (3) or (4) in a polymer material described later.

  The ultraviolet absorber represented by any one of the general formulas (1), (3), and (4) can be contained in the polymer material by various methods. When the ultraviolet absorber represented by any one of the general formulas (1), (3), or (4) has compatibility with a polymer substance, the general formulas (1), (3), or (4) ) Can be directly added to the polymer substance. An ultraviolet absorber represented by any one of the general formulas (1), (3) or (4) is dissolved in a co-solvent compatible with the polymer substance, and the solution is added to the polymer substance. May be. The ultraviolet absorber represented by any one of the general formulas (1), (3), or (4) may be dispersed in a high-boiling organic solvent or polymer, and the dispersion may be added to the polymer substance.

  The boiling point of the high-boiling organic solvent is preferably 180 ° C. or higher, and more preferably 200 ° C. or higher. The melting point of the high-boiling organic solvent is preferably 150 ° C. or lower, and more preferably 100 ° C. or lower. Examples of the high-boiling organic solvent include phosphate ester, phosphonate ester, benzoate ester, phthalate ester, fatty acid ester, carbonate ester, amide, ether, halogenated hydrocarbon, alcohol and paraffin. Phosphate esters, phosphonate esters, phthalate esters, benzoate esters and fatty acid esters are preferred.

  As for the method of adding the ultraviolet absorber represented by any one of the general formulas (1), (3) and (4), JP-A-58-209735, JP-A-63-264748, JP-A-4-191851. 8-272058 and British Patent No. 2016017A can be referred to.

Two or more types of ultraviolet absorbers of the present invention having different structures may be used in combination, or one or more types of ultraviolet absorbers having other structures may be used in combination. When two types (preferably three types) of ultraviolet absorbers are used in combination, ultraviolet rays in a wide wavelength region can be absorbed. In addition, when two or more kinds of ultraviolet absorbers are used in combination, the dispersion state of the ultraviolet absorber is also stabilized. Any ultraviolet absorber having a structure other than the ultraviolet absorber of the present invention can be used. For example, supervised by Shinichi Daikatsu, “Development of Polymer Additives and Environmental Measures” (CMC Publishing, 2003) Chapter 2, edited by Toray Research Center Research Division, “New Development of Functional Additives for Polymers” (Toray Research Center, 1999) 2.3.1, and the like. For example, triazine, benzotriazole, benzophenone, merocyanine, cyanine, dibenzoylmethane, cinnamic acid, acrylate, benzoic acid ester oxalic acid diamide, etc., known as UV absorber structures Compounds. For example, Fine Chemical, May 2004 issue, pages 28-38, published by Toray Research Center, Research Division, “New Development of Functional Additives for Polymers” (Toray Research Center, 1999), pages 96-140, Junichi Okachi Supervised “Development of Polymer Additives and Environmental Measures” (CM Publishing, 2003), pages 54-64, etc.
Preferred are benzotriazole, benzophenone, salicylic acid, acrylate, and triazine compounds. More preferred are benzotriazole, benzophenone and triazine compounds. Particularly preferred are benzotriazole and triazine compounds.

  The benzotriazole-based compound is preferably a compound having an effective absorption wavelength of about 270 to 380 nm and represented by any of the following general formulas (IIa) or (IIb). (IIa) and (IIb) will be described in detail.

[In the general formula (IIa),
R ₁₁ represents a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, or a substituted or unsubstituted aryl group.
R ₁₂ represents a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group.
R ₁₃ represents a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, or a —COOR ₁₄ group (where R ₁₄ represents a hydrogen atom, a substituted or unsubstituted alkyl group, Or a substituted or unsubstituted aryl group. ]

[In the general formula (IIb),
T represents a hydrogen atom or a substituted or unsubstituted alkyl group.
T ₁ represents a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted alkoxy group.
Lc represents a divalent linking group or a single bond, and p represents 0 or 1.
q represents the integer of 1-4. When q is 1, T ₂ represents a halogen atom, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group. When q is 2, T ₂ represents a divalent substituent, when q is 3, T ₂ represents a trivalent substituent, and when q is 4, T ₂ represents a tetravalent substituent. ]

(General formula (IIa))
R ₁₁ represents a hydrogen atom, a substituted or unsubstituted alkyl, a substituted or unsubstituted cycloalkyl, or a substituted or unsubstituted aryl group.
R ₁₁ is preferably a substituted or unsubstituted alkyl group having 1 to 18 carbon atoms, a substituted or unsubstituted cycloalkyl group having 5 to 18 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 24 carbon atoms. R ₁₁ is particularly preferably a substituted or unsubstituted alkyl group having 1 to 18 carbon atoms, or a substituted or unsubstituted alkyl group having 1 to 18 carbon atoms.

  A substituted alkyl group, a substituted cycloalkyl group, and a substituted aryl group represent an alkyl group, a cycloalkyl group, or an aryl group having a monovalent substituent at any position. Examples of monovalent substituents include halogen Atom (for example, fluorine atom, chlorine atom, bromine atom, iodine atom), linear or branched alkyl group having 1 to 20 carbon atoms (preferably 1 to 10 carbon atoms) (for example, methyl, ethyl), 6 to 20 carbon atoms (preferably Are 6-10) aryl groups (eg phenyl, naphthyl), cyano groups, carboxyl groups, C1-C20 (preferably 1-10) alkoxycarbonyl groups (eg methoxycarbonyl), C6-C20 (preferably Is an aryloxycarbonyl group (for example, phenoxycarbonyl) having 6 to 10), a substituted or unsubstituted carbon having 0 to 20 carbon atoms (preferably 0 to 10). Moyl group (for example, carbamoyl, N-phenylcarbamoyl, N, N-dimethylcarbamoyl), C1-C20 (preferably 1-10) alkylcarbonyl group (for example, acetyl), C6-C20 (preferably 6- 10) an arylcarbonyl group (for example, benzoyl), a nitro group, a substituted or unsubstituted amino group having a carbon number of 0 to 20 (preferably 0 to 10) (for example, amino, dimethylamino, anilino), a carbon number of 1 to 20 ( Preferably an acylamino group of 1 to 10) (eg acetamide, ethoxycarbonylamino),

C0-20 (preferably 0-10) sulfonamide group (for example, methanesulfonamide), C2-20 (preferably 2-10) imide group (for example, succinimide, phthalimide), C1-20 (Preferably 1-10) imino group (for example, benzylideneamino), hydroxy group, C1-C20 (preferably 1-10) alkoxy group (for example, methoxy), C6-C20 (preferably 6-10) ), An aryloxy group (for example, phenoxy), an acyloxy group having 1 to 20 carbon atoms (preferably 1 to 10), for example, acetoxy, and an alkylsulfonyloxy group having 1 to 20 carbon atoms (preferably 1 to 10) (for example, methane). Sulfonyloxy), arylsulfonyloxy groups having 6 to 20 carbon atoms (preferably 6 to 10 carbon atoms) such as benzenesulfo Ruoxy), a sulfo group, a substituted or unsubstituted sulfamoyl group having 0 to 20 carbon atoms (preferably 0 to 10) (for example, sulfamoyl, N-phenylsulfamoyl), 1 to 20 carbon atoms (preferably 1 to 10). An alkylthio group (for example, methylthio), an arylthio group having 6 to 20 carbon atoms (preferably 6 to 10 carbon atoms), an alkylsulfonyl group having 1 to 20 carbon atoms (preferably 1 to 10 carbon atoms) (for example, methanesulfonyl), C6-C20 (preferably 6-10) arylsulfonyl group (for example, benzenesulfonyl), 4- to 7-membered ring (preferably 5-6-membered ring) heterocyclic group (for example, pyridyl, morpholino), etc. Can do.

R ₁₂ represents a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group. R ₁₂ is preferably a hydrogen atom, a chlorine atom, a substituted or unsubstituted alkyl group having 1 to 18 carbon atoms, a substituted or unsubstituted cycloalkyl group having 5 to 18 carbon atoms, or a substituted or unsubstituted group having 6 to 24 carbon atoms. An aryl group. R ₁₂ is particularly preferably a hydrogen atom, a chlorine atom, a substituted or unsubstituted alkyl group having 1 to 18 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 24 carbon atoms.

R ₁₃ represents a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, or a —COOR ₁₄ group (where R ₁₄ represents a hydrogen atom, a substituted or unsubstituted alkyl group, Or a substituted or unsubstituted aryl group. R ₁₃ is preferably a hydrogen atom, a chlorine atom, a substituted or unsubstituted alkyl group having 1 to 18 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 18 carbon atoms, or a —COOR ₁₄ group (where R ₁₄ is A hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 18 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 24 carbon atoms.

R ₁₁ and R ₁₂ may be in any position as long as they are substituted on the benzene ring, but are preferably substituted on the 2-position and 4-position of the hydroxyl group.

(General formula (IIb))
T represents a hydrogen atom or a substituted or unsubstituted alkyl group. T is preferably a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 18 carbon atoms.
T ₁ represents a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted alkoxy group. T ₁ is preferably a hydrogen atom, a chlorine atom, a substituted or unsubstituted alkyl group having 1 to 18 carbon atoms, an aryl group having 6 to 24 carbon atoms, or an alkoxy group having 1 to 18 carbon atoms.

Lc represents a divalent linking group or a single bond, and p represents 0 or 1.
When p is 0, T ₂ is directly bonded to the benzene ring without L, that is, Lc represents a simple bond.
The divalent linking group Lc will be described. Lc is a divalent substituent represented by the following general formula (d).
General formula (d)
− (L ₁₆ ) _{m 16} − (L ₁₇ ) _{m 17} − (L ₁₈ ) _{m 18} − (L ₁₉ ) _{m 19} − (L ₂₀ ) _{m 20} −

In general formula (d), m16 to m20 represent an integer of 0 to 2.
L _{16 to} L ₂₀ are each independently —CO—, —O—, —SO ₂ —, _—SO— , —NR _Lc —, a substituted or unsubstituted divalent alkyl group, substituted or unsubstituted 2 Represents a valent alkenyl group or a substituted or unsubstituted divalent aryl group. R _Ld represents a hydrogen atom, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group.

Specific examples of R _Ld include a hydrogen atom, a methyl group, an ethyl group, a propyl group, a hexyl group, an octyl group, a phenyl group, and a naphthyl group. A monovalent substituent may be present at any position on the alkyl group and the aryl group. Examples of the monovalent substituent include the examples of the monovalent substituent described above. R _Ld is preferably a substituted or unsubstituted alkyl group having 3 to 20 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 14 carbon atoms. More preferably, it is a substituted or unsubstituted alkyl group having 6 to 12 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 10 carbon atoms.

That is, as the divalent substituent Lc, —O—CO—C ₂ H ₄ —CO—O—, —O—CO—C ₃ H ₆ —, —NH—CO—C ₃ H ₆ —CO—NH— _{, -NH-CO-C 4 H} 8 -, - CH 2 -, - C 2 H 4 -, - C 3 H 6 -, - C 4 H 8 -, - C 5 H 10 -, - C 8 H 16 —, —C ₄ H ₈ —CO—O—, —C ₆ H ₄ —C ₆ H ₄ —, —NH—SO ₂ —C ₃ H ₆ — and the like are preferable.

In the general formula (IIb), q represents an integer of 1 to 4.
When q is 1, T ₂ represents a halogen atom, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group. When q is 1, T ₂ is preferably a chlorine atom, a substituted or unsubstituted alkyl group having 1 to 18 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 24 carbon atoms.

When q is 2, T ₂ represents a divalent substituent. Specific examples of T ₂ when q is 2 include the above divalent substituent Lc. When q is 2, T ₂ is preferably —CH ₂ —, —O—CO—C ₂ H ₄ —CO—O— or —NH—CO—C ₃ H ₆ —CO—NH—.

で表される置換基である。
３価の置換基のうち、好ましくは炭素数１〜８の３価のアルキル基、炭素数６〜１４の３価のアリール基、又は下記一般式、

で表される置換基である。 When q is 3, T ₂ represents a trivalent substituent. The trivalent substituent will be described. The trivalent substituent is a trivalent alkyl group, a trivalent aryl group, or the following general formula

It is a substituent represented by these.
Among the trivalent substituents, preferably a trivalent alkyl group having 1 to 8 carbon atoms, a trivalent aryl group having 6 to 14 carbon atoms, or the following general formula:

It is a substituent represented by these.

When q is 4, T ₂ represents a tetravalent substituent. The tetravalent substituent will be described. The tetravalent substituent is a substituent represented by a tetravalent alkyl group or a tetravalent aryl group. Of the tetravalent substituents, a tetravalent alkyl group having 1 to 8 carbon atoms and a tetravalent aryl group having 6 to 14 carbon atoms are preferable.

In general formula (IIb), it is particularly preferred that q is 1 or 2.
That is, as a preferable combination of the general formula (IIb),
when q is 1, T is a hydrogen atom, or a substituted or unsubstituted alkyl group having 1 to 18 carbon atoms, T ₁ is a hydrogen atom, a chlorine atom, a substituted or unsubstituted alkyl group having 1 to 18 carbon atoms, An aryl group having 6 to 24 carbon atoms or an alkoxy group having 1 to 18 carbon atoms, and Lc is —O—CO—C ₃ H ₆ —, —CH ₂ —, —C ₃ H ₆ —, —C ₅ H; ₁₀ −, —C ₈ H ₁₆ —, —NH—CO—C ₄ H ₈ — or a simple bond, and T ₂ is a chlorine atom, a substituted or unsubstituted alkyl group having 1 to 18 carbon atoms, or 6 carbon atoms. It is a combination of 24 to 24 substituted or unsubstituted aryl groups.
When q is 2, T is a hydrogen atom, or a substituted or unsubstituted alkyl group having 1 to 18 carbon atoms, and T ₁ is a hydrogen atom, a chlorine atom, or a substituted or unsubstituted alkyl group having 1 to 18 carbon atoms. Group, an aryl group having 6 to 24 carbon atoms, or an alkoxy group having 1 to 18 carbon atoms, Lc is —CH ₂ — or a simple bond, and T ₂ is —CH ₂ —, —O—CO—C. ₂ H ₄ —CO—O— or —NH—CO—C ₃ H ₆ —CO—NH—.
When q is 2, p is 0, T is a hydrogen atom, or a substituted or unsubstituted alkyl group having 1 to 18 carbon atoms, and T ₁ is a hydrogen atom, a chlorine atom, or a carbon atom having 1 to 18 carbon atoms. A substituted or unsubstituted alkyl group, an aryl group having 6 to 24 carbon atoms, or an alkoxy group having 1 to 18 carbon atoms, and T ₂ is —CH ₂ —, —O—CO—C ₂ H ₄ —CO—. A combination that is O— or —NH—CO—C ₃ H ₆ —CO—NH— is also preferable.

（式中、Ｒ＝３’−ｔｅｒｔ−ブチル−４’−ヒドロキシ−５’−２Ｈ−ベンゾトリアゾール−２−イルフェニル、２−［２’−ヒドロキシ−３’−（α，α−ジメチルベンジル）−５’−（１，１，３，３−テトラメチルブチル）−フェニル］ベンゾトリアゾール；２−［２’−ヒドロキシ−３’−（１，１，３，３−テトラメチルブチル）−５’−（α，α−ジメチルベンジル）−フェニル］ベンゾトリアゾール等を挙げることができる。 Representative examples of the compound represented by the general formula (IIa) or (IIb) include 2- (2′-hydroxy-5′-methylphenyl) benzotriazole and 2- (2′-hydroxy-5′-t). -Butylphenyl) benzotriazole, 2- (2'-hydroxy-3'-t-butyl-5'-methylphenyl) -5-chlorobenzotriazole, 2- (2'-hydroxy-3 ', 5'-di -T-butylphenyl) -5-chlorobenzotriazole, 2- (2'-hydroxy-3'-dodecyl-5'-methylphenyl) -5-chlorobenzotriazole, 2- (2'-hydroxy-3 ', 5'-di-t-amylphenyl) benzotriazole, 2- (2'-hydroxy-5 '-(1,1,3,3-tetramethylbutyl) phenyl) benzotriazole, 2- (2'-hydroxy- 4'-Ok Ruoxyphenyl) benzotriazole, 2- (2′-hydroxy-3 ′-(3,4,5,6-tetrahydrophthalimidylmethyl) -5′-methylbenzyl) phenyl) benzotriazole, 2- (3 ′ -Sec-butyl-5′-t-butyl-2′-hydroxyphenyl) benzotriazole, 2- (3 ′, 5′-bis- (α, α-dimethylbenzyl) -2′-hydroxyphenyl) benzotriazole, 2- (3′-t-butyl-2′-hydroxy-5 ′-(2-octyloxycarbonylethyl) phenyl) -5-chloro-benzotriazole, 2- (3′-t-butyl-5 ′-[ 2- (2-Ethylhexyloxy) -carbonylethyl] -2'-hydroxyphenyl) -5-chloro-benzotriazole, 2- (3'-t-butyl-2'-hydroxy-5'- 2-methoxycarbonylethyl) phenyl) -5-chloro-benzotriazole, 2- (3′-t-butyl-2′-hydroxy-5 ′-(2-methoxycarbonylethyl) phenyl) benzotriazole, 2- (3 '-T-butyl-2'-hydroxy-5'-(2-octyloxycarbonylethyl) phenyl) benzotriazole, 2- (3'-t-butyl-5 '-[2- (2-ethylhexyloxy) carbonyl) Ethyl] -2'-hydroxyphenyl) benzotriazole, 2- (3'-dodecyl-2'-hydroxy-5'-methylphenyl) benzotriazole, 2- (3'-t-butyl-2'-hydroxy-5) '-(2-Isooctyloxycarbonylethyl) phenylbenzotriazole, 2,2'-methylene-bis [4- (1,1,3,3-tetramethyl Rubutyl) -6-benzotriazol-2-ylphenol], 2- [3′-t-butyl-5 ′-(2-methoxycarbonylethyl) -2′-hydroxyphenyl] -2H-benzotriazole and polyethylene glycol 300 Transesterification product with

Wherein R = 3′-tert-butyl-4′-hydroxy-5′-2H-benzotriazol-2-ylphenyl, 2- [2′-hydroxy-3 ′-(α, α-dimethylbenzyl) -5 '-(1,1,3,3-tetramethylbutyl) -phenyl] benzotriazole; 2- [2'-hydroxy-3'-(1,1,3,3-tetramethylbutyl) -5 ' -(Α, α-dimethylbenzyl) -phenyl] benzotriazole and the like.

  The triazine compound is preferably a compound having an effective absorption wavelength of about 270 to 380 nm and represented by the following general formula (III).

[In the general formula (III),
The substituent Y ₁ is independently a hydrogen atom, a hydroxyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted alkoxy group. Lf represents a divalent linking group or a single bond.
u is 1 or 2, v is 0 or 1, and r is an integer from 1 to 3,
When u is 1, Y ₂ is a hydrogen atom, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group. When u is 2, Y ₂ represents a divalent substituent. ]

Y ₁ represents, independently of each other, a hydrogen atom, a hydroxyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted alkoxy group. Y ₁ is preferably a hydrogen atom, a hydroxyl group, a substituted or unsubstituted alkyl group having 1 to 18 carbon atoms, a substituted or unsubstituted aryl group having 6 to 24 carbon atoms, or a substituted or unsubstituted group having 1 to 18 carbon atoms. It is a substituted alkoxy group.

Lf represents a divalent linking group or a simple bond. u represents 1 or 2; r represents an integer of 1 to 3. v is 0 or 1, and when v is 0, Lf represents a simple bond.
The divalent linking group -Lf- will be described. The divalent substituent Lf is a divalent substituent represented by the following general formula (e).
General formula (e)
− (Lf ₁ ) _{mf 1} − (Lf ₂ ) _{mf 2} − (Lf ₃ ) _{mf 3} − (Lf ₄ ) _{mf 4} − (Lf ₅ ) _{mf 5} −

In general formula (e), mf1-mf5 represents the integer of 0-2.
Lf _{1 to} Lf ₅ are each independently —CO—, —O—, —SO ₂ —, —SO—, —NRf _L —, a divalent substituted or unsubstituted alkyl group, divalent substituted or unsubstituted. It represents a substituted alkenyl group or a divalent substituted or unsubstituted aryl group. Rf _L represents a hydrogen atom, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group.

Specific examples of Rf _L include a hydrogen atom, a methyl group, an ethyl group, a propyl group, a hexyl group, an octyl group, a phenyl group, and a naphthyl group. A monovalent substituent may be present at any position on the alkyl group and the aryl group. Examples of the monovalent substituent include the examples of the monovalent substituent described above. Rf _L is preferably a substituted or unsubstituted alkyl group having 3 to 20 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 14 carbon atoms. More preferably, it is a substituted or unsubstituted alkyl group having 6 to 12 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 10 carbon atoms.

That is, as the divalent substituent _{-Lf-, -O-CO-C 2} H 4 -CO-O -, - O-CO-C 3 H 6 -, - NH-CO-C 3 H 6 -CO- NH -, - NH-CO- C 4 H 8 -, - CH 2 -, - C 2 H 4 -, - C 3 H 6 -, - C 4 H 8 -, - C 5 H 10 -, - C 8 H ₁₆ —, —C ₄ H ₈ —CO—O—, —C ₆ H ₄ —C ₆ H ₄ —, —NH—SO ₂ —C ₃ H ₆ — and the like are preferable.

When u is 1, Y ₂ is a hydrogen atom, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group. When u is 1, Y ₂ is preferably a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 18 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 24 carbon atoms.

When u is 2, Y ² represents a divalent substituent. Examples of the divalent substituent include the examples of the above divalent substituent -L-. Y ₂ is preferably a substituted or unsubstituted divalent alkyl group, a substituted or unsubstituted divalent alkenyl group, a substituted or unsubstituted divalent aryl group, —CH ₂ CH (OH) CH ₂ —O. _{-Y 11 -OCH 2 CH (OH)} CH 2, -CO-Y 12 -CO -, - CO-NH-Y 13 -NH-CO-, or _{- (CH 2) t -CO 2} -Y 14 -OCO - a (CH _{2) t.}
However, t is 1, 2 or 3,
Y ₁₁ represents a substituted or unsubstituted alkylene, phenylene, or -phenylene-M-phenylene- (where M represents —O—, —S—, —SO ₂ —, —CH ₂ — or C (CH ₃ ) ₂ −))
Y ₁₂ is a substituted or unsubstituted divalent alkyl group, a substituted or unsubstituted divalent alkenyl group, or a substituted or unsubstituted divalent aryl group,
Y ₁₃ is a substituted or unsubstituted divalent alkyl group, or a substituted or unsubstituted divalent aryl group, and Y ₁₄ is a substituted or unsubstituted divalent alkyl group, or substituted or unsubstituted Of the divalent aryl group.

That is, when u is 2, Y ₂ is preferably a substituted or unsubstituted divalent alkyl group having 1 to 18 carbon atoms, a substituted or unsubstituted divalent aryl group having 6 to 24 carbon atoms, —CH _{2. CH (OH) CH 2 -O-} CH 2 -OCH 2 CH (OH) CH 2 -, - CH 2 CH (OH) CH 2 -O-C (CH 3) 2 -OC 8 H 16 -, or - ( _{CH 2) 2 -CO 2 -C 2} H 4 -OCO- (CH 2) 2 - is.

  Representative examples of the compound represented by the general formula (III) include 2- (4-butoxy-2-hydroxyphenyl) -4,6-di (4-butoxyphenyl) -1,3,5-triazine, 2- (4-butoxy-2-hydroxyphenyl) -4,6-di (2,4-dibutoxyphenyl) -1,3,5-triazine, 2,4-di (4-butoxy-2-hydroxyphenyl) ) -6- (4-butoxyphenyl) -1,3,5-triazine, 2,4-di (4-butoxy-2-hydroxyphenyl) -6- (2,4-dibutoxyphenyl) -1,3 , 5-triazine, 2,4,6-tris (2-hydroxy-4-octyloxyphenyl) -1,3,5-triazine, 2- (2-hydroxy-4-octyloxyphenyl) -4,6- Bis (2,4-dimethylphenyl -1,3,5-triazine, 2- (2,4-dihydroxyphenyl) -4,6-bis (2,4-dimethylphenyl) -1,3,5-triazine, 2,4-bis (2- Hydroxy-4-propyloxyphenyl) -6- (2,4-dimethylphenyl) -1,3,5-triazine, 2- (2-hydroxy-4-octyloxyphenyl) -4,6-bis (4- Methylphenyl) -1,3,5-triazine, 2- (2-hydroxy-4-dodecyloxyphenyl) -4,6-bis (2,4-dimethylphenyl) -1,3,5-triazine, 2- (2-hydroxy-4-tridecyloxyphenyl) -4,6-bis (2,4-dimethylphenyl) -1,3,5-triazine, 2- [2-hydroxy-4- (2-hydroxy-3) -Butyloxypropo Si) phenyl] -4,6-bis (2,4-dimethyl) -1,3,5-triazine, 2- [2-hydroxy-4- (2-hydroxy-3-octyloxypropyloxy) phenyl]- 4,6-bis (2,4-dimethyl) -1,3,5-triazine, 2- [4- (dodecyloxy / tridecyloxy-2-hydroxypropoxy) -2-hydroxyphenyl] -4,6- Bis (2,4-dimethylphenyl) -1,3,5-triazine, 2- [2-hydroxy-4- (2-hydroxy-3-dodecyloxypropoxy) phenyl] -4,6-bis (2,4 -Dimethylphenyl) -1,3,5-triazine, 2- (2-hydroxy-4-hexyloxy) phenyl-4,6-diphenyl-1,3,5-triazine, 2- (2-hydroxy-4-) Meto Xylphenyl) -4,6-diphenyl-1,3,5-triazine, 2,4,6-tris (2-hydroxy-4- (3-butoxy-2-hydroxypropoxy) phenyl) -1,3,5- Triazine, 2- (2-hydroxyphenyl) -4- (4-methoxyphenyl) -6-phenyl-1,3,5-triazine, 2- {2-hydroxy-4- [3- (2-ethylhexyl-1) -Oxy) -2-hydroxy-propyloxy] phenyl} -4,6-bis (2,4-dimethylphenyl) -1,3,5-triazine, 2- (2-hydroxy-4- (2-ethylhexyl) And (oxy) phenyl-4,6-di (4-phenyl) phenyl-1,3,5-triazine.

  As the benzophenone compound, a compound having an effective absorption wavelength of about 270 to 380 nm is preferable, and a compound represented by the following general formula (IVa) or (IVb) is preferable.

[In the general formula (IVa), X ₁₁ and X ₁₂ are each independently a hydrogen atom, halogen atom, hydroxyl group, substituted or unsubstituted alkyl group, substituted or unsubstituted phenyl group, substituted or unsubstituted. Alkoxy group, substituted or unsubstituted alkylsulfonyl group, substituted or unsubstituted arylsulfonyl group, sulfonic acid group, substituted or unsubstituted alkyloxycarbonyl group, substituted or unsubstituted aryloxycarbonyl group, or substituted or unsubstituted Represents a substituted amino group. s ₁₁ and s ₁₂ represents an integer of 1 to 3 independently of one another. ]

[In the general formula (IVb), X ₁₁ represents a hydrogen atom, a halogen atom, a hydroxyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted group. An alkylsulfonyl group, a substituted or unsubstituted arylsulfonyl group, a sulfonic acid group, a substituted or unsubstituted alkyloxycarbonyl group, a substituted or unsubstituted aryloxycarbonyl group, or a substituted or unsubstituted amino group, ₁₁ represents an integer of 1 to 3.
Lg represents a divalent substituent or a simple bond, and w represents 0 or 1.
tb represents 1 or 2, and when tb is 1, X ₃ represents a hydrogen atom, a halogen atom, a hydroxyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted alkoxy group, Substituted or unsubstituted alkylsulfonyl group, substituted or unsubstituted arylsulfonyl group, sulfonic acid group, substituted or unsubstituted alkyloxycarbonyl group, substituted or unsubstituted aryloxycarbonyl group, or substituted or unsubstituted amino group Represents. When tb is 2, X ₃ represents a divalent substituent. ]

(General formula (IVa))
X ₁₁ and X ₁₂ are each independently a hydrogen atom, halogen atom, hydroxyl group, substituted or unsubstituted alkyl group, substituted or unsubstituted phenyl group, substituted or unsubstituted alkoxy group, substituted or unsubstituted It represents an alkylsulfonyl group, a substituted or unsubstituted arylsulfonyl group, a sulfonic acid group, a substituted or unsubstituted alkyloxycarbonyl group, a substituted or unsubstituted aryloxycarbonyl group, or a substituted or unsubstituted amino group. X ₁₁ and X ₁₂ are preferably a hydrogen atom, a chlorine atom, a hydroxyl group, a substituted or unsubstituted alkyl group having 1 to 18 carbon atoms, a substituted or unsubstituted aryl group having 6 to 24 carbon atoms, 18 substituted or unsubstituted alkoxy groups, alkyloxycarbonyl groups having 2 to 18 carbon atoms, aryloxycarbonyl groups having 7 to 24 carbon atoms, sulfonic acid groups, or substituted or unsubstituted amino groups having 1 to 16 carbon atoms It is. X ₁₁ and X ₁₂ are particularly preferably a hydrogen atom, a hydroxyl group, a substituted or unsubstituted alkoxy group having 1 to 18 carbon atoms, a sulfonic acid group, or a substituted or unsubstituted amino group having 1 to 16 carbon atoms.

(General formula (IVb))
tb is 1 or 2, w is 0 or 1, and s ₁₁ is an integer of 1 to 3.
Substituent X ₁₁ is a hydrogen atom, halogen atom, hydroxyl group, substituted or unsubstituted alkyl group, substituted or unsubstituted phenyl group, substituted or unsubstituted alkoxy group, substituted or unsubstituted alkylsulfonyl group, substituted or It represents an unsubstituted arylsulfonyl group, a sulfonic acid group, a substituted or unsubstituted alkyloxycarbonyl group, a substituted or unsubstituted aryloxycarbonyl group, or a substituted or unsubstituted amino group.

X ₁₁ is preferably a hydrogen atom, a chlorine atom, a hydroxyl group, a substituted or unsubstituted alkyl group having 1 to 18 carbon atoms, a substituted or unsubstituted aryl group having 6 to 24 carbon atoms, or a substituted group having 1 to 18 carbon atoms. Alternatively, it is an unsubstituted alkoxy group, an alkyloxycarbonyl group having 2 to 18 carbon atoms, an aryloxycarbonyl group having 7 to 24 carbon atoms, a sulfonic acid group, or a substituted or unsubstituted amino group having 1 to 16 carbon atoms. X ₁₁ is particularly preferably a hydrogen atom, a hydroxyl group, a substituted or unsubstituted alkoxy group having 1 to 18 carbon atoms, a sulfonic acid group, or a substituted or unsubstituted amino group having 1 to 16 carbon atoms.

-Lg- represents a divalent linking group or a simple bond, and w represents an integer of 0 to 1. When w is 0, X ₃₃ is directly bonded to the benzene ring without Lg, that is, -Lg- represents a simple bond.
The divalent linking group -Lg- will be described. The divalent substituent Lg is a divalent substituent represented by the following general formula (f).
Formula (f)
− (Lg ₁ ) _{mg 1} − (Lg ₂ ) _{mg 2} − (Lg ₃ ) _{mg 3} − (Lg ₄ ) _{mg 4} − (Lg ₅ ) _{mg 5} −

In general formula (f), mg1-mg5 represents the integer of 0-2.
Lg _{1 to} Lg ₅ are each independently —CO—, —O—, —SO ₂ —, —SO—, —NRg _L —, a substituted or unsubstituted divalent alkyl group, substituted or unsubstituted 2 Represents a valent alkenyl group or a substituted or unsubstituted divalent aryl group. Rg _L represents a hydrogen atom, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group.

Specific examples of Rg _L include a hydrogen atom, a methyl group, an ethyl group, a propyl group, a hexyl group, an octyl group, a phenyl group, and a naphthyl group. A monovalent substituent may be present at any position on the alkyl group and the aryl group. Examples of the monovalent substituent include the examples of the monovalent substituent described above. Rg _L is preferably a substituted or unsubstituted alkyl group having 3 to 20 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 14 carbon atoms. More preferably, it is a substituted or unsubstituted alkyl group having 6 to 12 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 10 carbon atoms.

That is, as the divalent substituent -Lg-, -O -, - O- CO-C 2 H 4 -CO-O -, - O-C 4 H 8 -O -, - O-CO-C 3 H _{6 -, - NH-CO-} C 3 H 6 -CO-NH -, - NH-CO-C 4 H 8 -, - CH 2 -, - C 2 H 4 -, - C 3 H 6 -, - C _{4 H 8 -, - C 5} H 10 -, - C 8 H 16 -, - C 4 H 8 -CO-O -, - C 6 H 4 -C 6 H 4 -, - NH-SO 2 -C 3 H _6- and the like are preferable.

When tb is 1, X ₃₃ is a hydrogen atom, a halogen atom, a hydroxyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted alkylsulfonyl group A substituted or unsubstituted arylsulfonyl group, a sulfonic acid group, a substituted or unsubstituted alkyloxycarbonyl group, a substituted or unsubstituted aryloxycarbonyl group, or a substituted or unsubstituted amino group.
When tb is 1, X ₃₃ is preferably a hydrogen atom, a hydroxyl group, a chlorine atom, a substituted or unsubstituted alkyl group having 1 to 18 carbon atoms, a substituted or unsubstituted aryl group having 6 to 24 carbon atoms, carbon A substituted or unsubstituted alkoxy group having 1 to 18 carbon atoms, an alkyloxycarbonyl group having 2 to 18 carbon atoms, an aryloxycarbonyl group having 7 to 24 carbon atoms, a sulfonic acid group, or a substituted or unsubstituted group having 1 to 16 carbon atoms Of the amino group.
X ₃₃ is particularly preferably a hydrogen atom, a hydroxyl group, a substituted or unsubstituted alkoxy group having 1 to 18 carbon atoms, a sulfonic acid group, or a substituted or unsubstituted amino group having 1 to 16 carbon atoms.

When tb is 2, X ₃₃ represents a divalent substituent.
When tb is 2, specific examples of X ₃₃ include the above divalent substituents -L-. When tb is 2, X ₃₃ is preferably —CH ₂ —, —C ₄ H ₈ —, —O—C ₄ H ₈ —O—, —O—CO—C ₂ H ₄ —CO—O—, or -NH-CO-C ₃ H ₆ is -CO-NH-.

In the general formula (IVb), it is particularly preferable that tb is 1.
That is, preferred combinations of the general formula (IVb) are as follows.
Specifically, when tb is 1,
X ₁₁ is a hydrogen atom, a hydroxyl group, a substituted or unsubstituted alkoxy group having 1 to 18 carbon atoms, a sulfonic acid group, or a substituted or unsubstituted amino group having 1 to 16 carbon atoms,
Lg is —O—, —O—CO—C ₂ H ₄ —CO—O—, —O—C ₄ H ₈ —O—, —O—CO—C ₃ H ₆ —, —NH—CO—C _3. H ₆ —CO—NH—, —NH—CO—C ₄ H ₈ —, —CH ₂ —, —C ₂ H ₄ —, —C ₃ H ₆ —, —C ₄ H ₈ —, —C ₅ H ₁₀ —, —C ₈ H ₁₆ —, —C ₄ H ₈ —CO—O—, —C ₆ H ₄ —C ₆ H ₄ —, or —NH—SO ₂ —C ₃ H ₆ —, or a simple bond. ,
X ₃₃ is a hydrogen atom, a hydroxyl group, a chlorine atom, a substituted or unsubstituted alkyl group having 1 to 18 carbon atoms, a substituted or unsubstituted aryl group having 6 to 24 carbon atoms, a substituted or unsubstituted group having 1 to 18 carbon atoms The combination which is a C2-C18 alkyloxycarbonyl group, a C7-24 aryloxycarbonyl group, a sulfonic acid group, or a C1-C16 substituted or unsubstituted amino group is preferable.

When tb is 2,
X ₁₁ is a hydrogen atom, a hydroxyl group, a substituted or unsubstituted alkoxy group having 1 to 18 carbon atoms, a sulfonic acid group, or a substituted or unsubstituted amino group having 1 to 16 carbon atoms,
Lg is —O—, —O—CO—C ₂ H ₄ —CO—O—, —O—C ₄ H ₈ —O—, —O—CO—C ₃ H ₆ —, —NH—CO—C _3. H ₆ —CO—NH—, —NH—CO—C ₄ H ₈ —, —CH ₂ —, —C ₂ H ₄ —, —C ₃ H ₆ —, —C ₄ H ₈ —, —C ₅ H ₁₀ —, —C ₈ H ₁₆ —, —C ₄ H ₈ —CO—O—, —C ₆ H ₄ —C ₆ H ₄ —, or —NH—SO ₂ —C ₃ H ₆ —, or a simple bond. ,
X ₃₃ is —CH ₂ —, —C ₄ H ₈ —, —O—C ₄ H ₈ —O—, —O—CO—C ₂ H ₄ —CO—O—, or —NH—CO—C ₃ H. A combination that is _6- CO-NH- is preferred.

  Representative examples of the benzophenone compounds include 2,4-dihydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-octyloxybenzophenone, 2-hydroxy-4-decyloxybenzophenone, 2-hydroxy- 4-dodecyloxybenzophenone, 2-hydroxy-4-benzyloxybenzophenone, 2-hydroxy-4- (2-hydroxy-3-methacryloxypropoxy) benzophenone, 2-hydroxy-4-methoxy-5-sulfobenzophenone, 2- Hydroxy-4-methoxy-5-sulfobenzophenone trihydrate, 2-hydroxy-4-methoxy-2'-carboxybenzophenone, 2-hydroxy-4-octadecyloxybenzophenone, 2-hydroxy-4 Diethylamino-2'-hexyloxycarbonylbenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone, 2,2 ', 4,4'-tetrahydroxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxybenzophenone 1,4-bis (4-benzyloxy-3-hydroxyphenoxy) butane and the like.

  The salicylic acid-based compound is preferably a compound having an effective absorption wavelength of about 290 to 330 nm, and typical examples thereof include phenyl salicylate, 4-t-butylphenyl salicylate, 4-octylphenyl salicylate, dibenzoylresorcinol, bis ( 4-t-butylbenzoyl) resorcinol, benzoylresorcinol, 2,4-di-t-butylphenyl 3,5-di-t-butyl-4-hydroxysalicylate, hexadecyl 3,5-di-t-butyl-4- Hydroxy salicylate and the like can be mentioned.

  The acrylate compound is preferably a compound having an effective absorption wavelength of about 270 to 350 nm, and typical examples thereof include 2-ethylhexyl 2-cyano-3,3-diphenyl acrylate, ethyl 2-cyano-3,3- Diphenyl acrylate, isooctyl 2-cyano-3,3-diphenyl acrylate, hexadecyl 2-cyano-3- (4-methylphenyl) acrylate, methyl 2-cyano-3-methyl-3- (4-methoxyphenyl) cinnamate, butyl 2-cyano-3-methyl-3- (4-methoxyphenyl) cinnamate, methyl 2-carbomethoxy-3- (4-methoxyphenyl) cinnamate 2-cyano-3- (4-methylphenyl) acrylate, 1 , 3-Bis (2'-cyano-3,3'-diphenyl Acryloyl) oxy) -2,2-bis (((2′-cyano-3,3′-diphenylacryloyl) oxy) methyl) propane, N- (2-carbomethoxy-2-cyanovinyl) -2-methylindoline, etc. Can be mentioned.

  The oxalic acid diamide compound preferably has an effective absorption wavelength of about 250 to 350 nm. Typical examples thereof include 4,4′-dioctyloxyoxanilide and 2,2′-dioctyloxy-5. 5′-di-t-butyl oxanilide, 2,2′-didodecyloxy-5,5′-di-t-butyl oxanilide, 2-ethoxy-2′-ethyl oxanilide, N, N '-Bis (3-dimethylaminopropyl) oxamide, 2-ethoxy-5-tert-butyl-2'-ethyloxanilide, 2-ethoxy-2'-ethyl-5,4'-di-tert-butyloxa Nilide etc. can be mentioned.

The polymer material of the present invention may further contain a light stabilizer and an antioxidant.
Preferable examples of the light stabilizer and the antioxidant include compounds described in JP-A No. 2004-117997. Specifically, the compounds described in paragraphs [0071] to [0111] in the middle of p29 of JP-A No. 2004-117997 are preferable. The compound represented by the general formula (TS-I), general formula (TS-II), general formula (TS-IV) or general formula (TS-V) described in paragraph [0072] is particularly preferable.

  The content of the ultraviolet absorber represented by any one of the general formulas (1), (3) or (4) in the polymer material of the present invention varies depending on the purpose of use and the form of use, and therefore is uniquely determined. Although not possible, one of ordinary skill in the art can readily determine by doing some testing. Preferably it is 0.001-10 mass% with respect to the whole quantity of a polymeric material, More preferably, it is 0.01-5 mass%. Moreover, content of ultraviolet absorbers other than the ultraviolet absorber represented by either the said General formula (1), (3) or (4) can be suitably determined according to the objective of this invention.

  In the present invention, although a sufficient ultraviolet shielding effect can be obtained practically with only the ultraviolet absorber, a white pigment having a strong hiding power, such as titanium oxide, may be used in combination when more strictness is required. In addition, when the appearance and color tone become problems, or a small amount (0.05% by mass or less) of a colorant can be used in combination depending on the preference. For applications where transparency or white color is important, a fluorescent brightening agent may be used in combination. Examples of the fluorescent brightening agent include those commercially available and those described in JP-A-2002-53824.

  The polymer substance used for the polymer composition will be described. The polymer substance in the present invention is a polymer substance such as an acrylic acid polymer, a polyester polymer, and a polycarbonate polymer. When a film or a molded product is produced from these polymers, the polymer melting temperature is high or the solvent type used is limited, and if it is insufficient, the film may become clouded or the like. The acrylic acid polymer, polyester and polycarbonate will be described in detail below.

(Acrylic acid polymer)
Here, the acrylic acid polymer refers to a homopolymer and a copolymer obtained by polymerizing a compound represented by the following general formula A1 as a monomer component.

(In General Formula A1, R _a1 is a hydroxyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted amino group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted group. Represents a heterocyclic group, and R _a2 represents a hydrogen atom, a methyl group, or an alkyl group having 2 or more carbon atoms.)

The general formula A1 will be described in detail.
In the general formula A1, R _a1 is a hydroxyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted amino group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted An aryl group or a substituted or unsubstituted heterocyclic group is represented. R _a1 is preferably a substituted or unsubstituted alkoxy group, or a substituted or unsubstituted aryloxy group, particularly preferably a substituted or unsubstituted alkoxy group having 1 to 18 carbon atoms, or 6 to 6 carbon atoms. 24 substituted or unsubstituted aryloxy groups.

R _a2 represents a hydrogen atom, a methyl group, or an alkyl group having 2 or more carbon atoms. R _a2 is preferably a hydrogen atom or a methyl group.

That is, as a preferable combination of substituents of the general formula A1, R _a1 is a substituted or unsubstituted alkoxy group having 1 to 18 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 24 carbon atoms, and R _a2 is This is the case for a hydrogen atom or a methyl group.

Specific examples of the compound represented by the general formula A1 include the following.
Acrylic acid ester derivatives: methyl acrylate, ethyl acrylate, (n- or i-) propyl acrylate, (n-, i-, sec- or t-) butyl acrylate, amyl acrylate, 2-ethylhexyl acrylate, dodecyl acrylate, Chloroethyl acrylate, 2-hydroxyethyl acrylate, 2-hydroxypropyl acrylate, 2-hydroxypentyl acrylate, cyclohexyl acrylate, allyl acrylate, trimethylolpropane monoacrylate, pentaerythritol monoacrylate, benzyl acrylate, methoxybenzyl acrylate, chlorobenzyl acrylate, Hydroxybenzyl acrylate, hydroxyphenethyl acrylate, dihydroxyphenethyl acrylate Over DOO, furfuryl acrylate, tetrahydrofurfuryl acrylate, phenyl acrylate, hydroxyphenyl acrylate, chlorophenyl acrylate, sulfamoylphenyl acrylate, 2- (hydroxyphenyl carbonyloxy) ethyl acrylate.

Methacrylic acid ester derivatives: methyl methacrylate, ethyl methacrylate, (n- or i-) propyl methacrylate, (n-, i-, sec- or t-) butyl methacrylate, amyl methacrylate, 2-ethylhexyl methacrylate, dodecyl methacrylate, Chloroethyl methacrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl methacrylate, 2-hydroxypentyl methacrylate, cyclohexyl methacrylate, allyl methacrylate, trimethylolpropane monomethacrylate, pentaerythritol monomethacrylate, benzyl methacrylate, methoxybenzyl methacrylate, chlorobenzyl methacrylate, Hydroxybenzyl methacrylate, hydroxyphenethylme Acrylate, dihydroxyphenethyl methacrylate, furfuryl methacrylate, tetrahydrofurfuryl methacrylate, phenyl methacrylate, hydroxyphenyl methacrylate, chlorophenyl methacrylate, sulfamoylphenyl methacrylate, 2- (hydroxyphenyl carbonyloxy) ethyl methacrylate.

Acrylamide derivatives: Acrylamide, N-methylacrylamide, N-ethylacrylamide, N-propylacrylamide, N-butylacrylamide, N-benzylacrylamide, N-hydroxyethylacrylamide, N-phenylacrylamide, N-tolylacrylamide, N- (Hydroxyphenyl) acrylamide, N- (sulfamoylphenyl) acrylamide, N- (phenylsulfonyl) acrylamide, N- (tolylsulfonyl) acrylamide, N, N-dimethylacrylamide, N-methyl-N-phenylacrylamide, N- Hydroxyethyl-N-methylacrylamide.

・ Methacrylamide derivatives: Methacrylamide, N-methylmethacrylamide, N-ethylmethacrylamide, N-propylmethacrylamide, N-butylmethacrylamide, N-benzylmethacrylamide, N-hydroxyethylmethacrylamide, N-phenylmethacrylate Amides, N-tolylmethacrylamide, N- (hydroxyphenyl) methacrylamide, N- (sulfamoylphenyl) methacrylamide, N- (phenylsulfonyl) methacrylamide, N- (tolylsulfonyl) methacrylamide, N, N- Dimethylmethacrylamide, N-methyl-N-phenylmethacrylamide, N-hydroxyethyl-N-methylmethacrylamide.

  As the acrylic acid-based polymer, a one-component homopolymer polymerized only from the monomer represented by the general formula A1, and the monomer represented by the general formula A1 in a molar ratio of 10% to 90%, preferably Is preferably used in a proportion of 2 to 4 components, preferably 2 to 3 components, which are polymerized together with other monomer components or further monomer components represented by the above general formula A1. Examples of the other monomer components include substituted or unsubstituted styrene derivatives and acrylonitrile.

  As an acrylic acid polymer, a homopolymer having a C4-24 acrylic acid ester and a methacrylic acid ester as monomer components, an acrylic acid ester and a methacrylic acid ester as monomer components in a molar ratio of 2 to 2 Preferred is a three-component copolymer.

(polyester)
Next, polyester will be described.
The polyester used in the present invention comprises the following dicarboxylic acid and its acid halide or polyvalent carboxylic acid and diol as monomer components.

  Examples of dicarboxylic acids or acid halides thereof include adipic acid, speric acid, azelaic acid, sebacic acid, dodecanedioic acid, oxalic acid, malonic acid, succinic acid, glutaric acid, ethyl succinic acid, pimelic acid, maleic acid, fumaric acid, Itaconic acid, citraconic acid, mesaconic acid, 2-methylsuccinic acid, 2-methyladipic acid, 3-methyladipic acid, 3-methylpentanedioic acid, 2-methyloctanedioic acid, 3,8-dimethyldecanedioic acid, 3 Fats such as 1,7-dimethyldecanedioic acid, dimer acid, hydrogenated dimer acid, 1,2- and 1,3-cyclopentanedicarboxylic acid, 1,2-, 1,3-, 1,4-cyclohexanedicarboxylic acid Family, alicyclic,

Phthalic acid, isophthalic acid, terephthalic acid, 1,4-naphthalenedicarboxylic acid, 2,5-naphthalenedicarboxylic acid, 2,6-naphthalenedicarboxylic acid, naphthalic acid, biphenyldicarboxylic acid, 2-methylisophthalic acid, 3-methylphthalic acid 2-methylterephthalic acid, 2,4,5,6-tetramethylisophthalic acid, 3,4,5,6-tetramethylphthalic acid, 2-chloroterephthalic acid, 2-methylterephthalic acid, 5-methylisophthalic acid 5-sodium sulfoisophthalic acid, 2,6-naphthalenedicarboxylic acid, hexahydroterephthalic acid, hexahydroisophthalic acid, 3-chloroisophthalic acid, 3-methoxyisophthalic acid, 2-fluoroisophthalic acid, 3-fluorophthalic acid, 2-fluoroterephthalic acid, 2,4,5,6-tetrafluoroiso Talic acid, 3,4,5,6-tetrafluorophthalic acid, 4,4'-oxybisbenzoic acid, 3,3'-oxybisbenzoic acid, 3,4'-oxybisbenzoic acid, 2,4'-oxybisbenzoic acid Acid, 3,4′-oxybisbenzoic acid, 2,3′-oxybisbenzoic acid, 4,4′-oxybisoctafluorobenzoic acid, 3,3′-oxybisoctafluorobenzoic acid, 1,4-naphthalenedicarboxylic Aromatic acids such as acid, 2,6-naphthalenedicarboxylic acid, 4,4′-biphenyldicarboxylic acid, and 4,4′-diphenylethercarboxylic acid are listed.

  Examples of polycarboxylic acids other than dicarboxylic acids include ethanetricarboxylic acid, propanetricarboxylic acid, butanetetracarboxylic acid, pyromellitic acid, trimellitic acid, trimesic acid, 3,4,3 ′, 4′-biphenyltetracarboxylic acid Examples include acids.

  Regarding the polyester of the present invention, among these dicarboxylic acid and polyvalent carboxylic acid components, adipic acid, malonic acid, succinic acid, terephthalic acid, isophthalic acid, phthalic acid, 1,4-naphthalenedicarboxylic acid, 2,5- It is preferable to use naphthalenedicarboxylic acid, 2,6-naphthalenedicarboxylic acid, trimellitic acid, terephthalic acid, isophthalic acid, 1,4-naphthalenedicarboxylic acid, 2,5-naphthalenedicarboxylic acid, 2,6-naphthalenedicarboxylic acid It is particularly preferable to use

  Examples of diols include ethylene glycol, 1,2-propylene glycol, 1,3-propylene glycol, diethylene glycol, triethylene glycol, 1,2-butylene glycol, 1,3-butylene glycol, 2,3-butylene glycol, 1 , 4-butylene glycol, 1,5-pentanediol, neopentyl glycol, 1,6-hexanediol, 1,2-cyclohexanediol, 1,3-cyclohexanediol, 1,4-cyclohexanediol, 1,2-cyclohexane Dimethanol, 1,3-cyclohexanedimethanol, 1,4-cyclohexanedimethanol, 1,4-cyclohexanediethanol, 1,10-decamethylene glycol, 1,12-dodecanediol, polyethylene glycol, polyto Aliphatic glycols exemplified by methylene glycol and polytetramethylene glycol, hydroquinone, 4,4′-dihydroxybisphenol, 1,4-bis (β-hydroxyethoxy) benzene, 1,4-bis (β-hydroxyethoxyphenyl) ) Sulfone, bis (p-hydroxyphenyl) ether, bis (p-hydroxyphenyl) sulfone, bis (p-hydroxyphenyl) methane, 1,2-bis (p-hydroxyphenyl) ethane, bisphenol A, bisphenol C, 2 , 5-naphthalenediol, aromatic glycols exemplified by ethylene glycol added to these glycols, and the like.

  For the polyester used in the present invention, among these diol components, it is preferable to use ethylene glycol, 1,3-propylene glycol, diethylene glycol, neopentyl glycol, hydroquinone, 4,4′-dihydroxybisphenol, bisphenol A, and ethylene. It is particularly preferred to use glycol, 4,4′-dihydroxybisphenol.

  That is, a preferable monomer combination and polymer in the polyester used in the present invention are polyethylene terephthalate using terephthalic acid as the dicarboxylic acid component, ethylene glycol as the diol component, terephthalic acid as the dicarboxylic acid component, and 1,4-butylene glycol as the diol component. And poly (butylene terephthalate) using 2,6-naphthalenedicarboxylic acid as the dicarboxylic acid component and polyethylene naphthalate using ethylene glycol as the diol component.

(Polycarbonate)
The polycarbonate used in the present invention comprises the following polyhydric phenols and carbonate esters such as bisalkyl carbonate, bisaryl carbonate, and phosgene.
Examples of polyhydric phenols include hydroquinone, resorcin, 4,4′-dihydroxydiphenyl, bis (4-hydroxyphenyl) methane, 1,1-bis (4-hydroxyphenyl) ethane, 1,1-bis (4 -Hydroxyphenyl) -1-phenylethane, bisphenol A, bisphenol C, bisphenol E, bisphenol F, bisphenol M, bisphenol P, bisphenol S, bisphenol Z, 2,2-bis (3-methyl-4-hydroxyphenyl) propane 1,1-bis (4-hydroxyphenyl) cyclohexane, 2,2-bis (3-phenyl-4-hydroxyphenyl) propane, 2,2-bis (3-isopropyl-4-hydroxyphenyl) propane, 2, 2-bis (4-hydroxyphenyl) butane, 2,2-bis (3,5-dimethyl-4-hydroxyphenyl) propane, 2,2-bis (3,5-dibromo-4-hydroxyphenyl) propane, 4,4′-dihydroxydiphenylsulfone, 4,4 Examples include '-dihydroxydiphenyl sulfoxide, 4,4'-dihydroxydiphenyl sulfide, 3,3'-dimethyl-4,4'-dihydroxydiphenyl sulfide, 4,4'-dihydroxydiphenyl oxide, and the like.

  Of the polyhydric phenol components, hydroquinone, resorcin, 4,4'-dihydroxydiphenyl, and bisphenol A are preferably used for the polycarbonate used in the present invention.

  Examples of the carbonic acid esters include phosgene, diphenyl carbonate, bis (chlorophenyl) carbonate, dinaphthyl carbonate, bis (diphenyl) carbonate, dimethyl carbonate, diethyl carbonate, and dibutyl carbonate.

  About the polycarbonate used for this invention, it is preferable to use phosgene, bis (diphenyl) carbonate, dimethyl carbonate, and diethyl carbonate among these carbonate ester components.

  That is, a preferable monomer combination and polymer in the polycarbonate used in the present invention includes bisphenol A carbonate using bisphenol A as a polyhydric phenol component and phosgene as a carbonate ester component.

  Among the above polymers, polymethyl acrylate, polymethyl methacrylate, polyethylene terephthalate, polyethylene naphthalate, polybutylene terephthalate, and polycarbonate are particularly preferable. When the above preferred polymer material was used, the light fastness of the ultraviolet absorber was dramatically improved as compared with the case where a polymer material other than the above was used, contrary to the expectation of those skilled in the art.

The polymer substance used in the present invention is preferably a thermoplastic resin.
The polymer material used in the present invention preferably has a transmittance of 80% or more. In addition, about the transmittance | permeability in this invention, a total light transmittance is calculated | required based on the content of the Chemical Society of Japan "4th edition experimental chemistry course 29 polymer material medium" (Maruzen, 1992) pp. 225-232. It is a thing.

The polymer substance used in the present invention preferably has a glass transition point (Tg) of −80 ° C. or higher and 200 ° C. or lower, and more preferably −30 ° C. or higher and 180 ° C. or lower. Of these, polyacrylate, polycarbonate or polyethylene terephthalate is preferable.
The polymer material using the above-described polymer substance showing Tg can produce a polymer material having an appropriate softness and hardness. When polyacrylic acid ester, polycarbonate, or polyethylene terephthalate is used, work efficiency is improved. When the ultraviolet absorbent of the present invention is used, the light fastness of the ultraviolet absorbent itself is improved.

  In the polymer material of the present invention, in addition to the above-described polymer substance and ultraviolet light inhibitor, optional addition of an antioxidant, a light stabilizer, a processing stabilizer, an anti-aging agent, a compatibilizing agent, etc., as necessary You may contain an agent suitably.

  The polymer material of the present invention comprises the above polymer substance. The polymer material of the present invention may be formed only from the polymer substance, or may be formed by dissolving the polymer substance in an arbitrary solvent.

  When polyethylene terephthalate is used as the polymer substance, the polymer material of the present invention is preferably prepared by melt-kneading polyethylene terephthalate and an ultraviolet absorber at 200 ° C. or higher. There is a possibility that a polymer material produced by melting polyethylene terephthalate at the same temperature or lower is a polymer material in which ultraviolet absorbers are scattered in spots. At this time, the content of the ultraviolet absorber in the polymer material of the present invention is preferably 0.1% by mass to 50% by mass, more preferably 0.1% by mass to 25% by mass with respect to 100% by mass of polyethylene terephthalate. . 0.4 mass%-10 mass% are especially preferable. When the addition amount is 0.1% by mass or less, there is a possibility that a polymer material that completely absorbs the ultraviolet region due to insufficient addition amount of the ultraviolet absorber may not be obtained.

  The compound having the structure of the present invention is excellent in solubility, and it is possible to easily prepare a polymer material by dissolving together with a polymer in various solvents and applying it. When producing the polymer material, it is not necessary to add a plasticizer. Furthermore, as compared with the case of a polymer material produced using a plasticizer, a polymer material applied to a solvent or subjected to polymer kneading has an advantage of excellent light fastness.

  Many of the compounds represented by the general formula (1), (3) or (4) have a molecular weight of 1000 or less, and such compounds are used in a situation where they are melted for a long time at a high temperature such as PET kneading. To do so has the possibility of volatilization and decomposition, and thus could not be easily handled by those skilled in the art.

  When polyethylene terephthalate is used, it is preferable to use the ultraviolet absorber represented by the general formula (1), (3) or (4) because volatilization and decomposition hardly occur.

  When acrylic acid ester or polycarbonate is used as the polymer substance, the polymer material of the present invention is prepared by dissolving the acrylic acid ester and the ultraviolet absorber with a solvent having a boiling point of 200 ° C. or less, and then applying this on the substrate. It is preferable to make it. When a UV absorber is applied using a solvent of 200 ° C. or higher, it is necessary to volatilize the solvent at a high temperature. In that case, the work process may be complicated. At this time, the content of the ultraviolet absorber in the polymer material of the present invention is preferably 0.1% by mass to 50% by mass, and 0.1% by mass to 25% by mass with respect to 100% by mass of the acrylic ester or polycarbonate. Is more preferable. 0.4 mass%-10 mass% are especially preferable. When the addition amount is 0.1% by mass or less, there is a possibility that a polymer material that completely absorbs the ultraviolet region due to insufficient addition amount of the ultraviolet absorber may not be obtained.

  When applying using acrylic acid ester and polycarbonate as the polymer substance, it is possible to use the ultraviolet absorber represented by the general formula (1), (3) or (4), solubility in a solvent, compatibility with a polymer. From the viewpoint of

  The polymer material of the present invention can be used for all applications in which a synthetic resin is used, but can be particularly preferably used for applications that may be exposed to sunlight or light including ultraviolet rays. Specific examples include, for example, glass substitutes and surface coating materials thereof, window glass for houses, facilities, and transportation equipment, coating materials for daylighting glass and light source protection glass, interior and exterior materials and interior and exterior materials for housing, facilities, and transportation equipment. Materials for light sources that emit ultraviolet rays such as clothing paints, fluorescent lamps, mercury lamps, precision machinery, components for electronic and electrical equipment, shielding materials for electromagnetic waves generated from various displays, containers or packaging materials for food, chemicals, chemicals, etc. Industrial sheet or film material, anti-fading agent such as printed matter, dyed matter, dyed pigment, sunscreen cream, shampoo, rinse, hairdressing cosmetics, sportswear, stockings, hats and other clothing textiles and fibers, curtains , Carpets, wallpaper and other home interior goods, plastic lenses, contact lenses, artificial eyes and other medical instruments, optical filters, prisms, mirrors, photo Optical articles such as the material, a tape, such as ink stationery, sign plate, and a marking device such as a surface coating material or the like. The polymer material of the present invention can also be used for cosmetic applications.

  The shape of the polymer material of the present invention may be any of a flat film shape, a powder shape, a spherical particle, a crushed particle, a massive continuous body, a fiber shape, a tubular shape, a hollow fiber shape, a granular shape, a plate shape, a porous shape, and the like. There may be.

  Since the polymer material of the present invention contains the long wave ultraviolet absorbing compound represented by the general formula (1), (3) or (4), it has excellent light resistance (ultraviolet light fastness). Therefore, precipitation of UV absorbers and bleeding out due to long-term use do not occur. In addition, since the polymer material of the present invention has an excellent long-wave ultraviolet absorbing ability, it can be used as an ultraviolet absorbing filter or a container, and can protect compounds that are sensitive to ultraviolet rays. For example, a molded product (such as a container) made of the polymer material of the present invention can be obtained by molding the polymer substance by any method such as extrusion molding or injection molding. In addition, a molded article coated with the ultraviolet absorbing film made of the polymer material of the present invention can be obtained by applying and drying the polymer substance solution to a separately produced molded article.

  When the polymer material of the present invention is used as an ultraviolet absorption filter or an ultraviolet absorption film, the polymer material is preferably transparent. Examples of the transparent polymer material include polycarbonate, polyester (eg, polyethylene terephthalate, polyethylene naphthalate, polybutylene terephthalate, poly-1,4-cyclohexanedimethylene terephthalate, polyethylene-1,2-diphenoxyethane-4,4. '-Dicarboxylate, polybutylene terephthalate), polymethyl methacrylate and the like. Polycarbonate, polyethylene terephthalate, and acrylic resin are preferable. The polymer material of the present invention can also be used as a transparent support, and the transmittance of the transparent support is preferably 80% or more, and more preferably 86% or more.

  The packaging material containing the ultraviolet absorbent according to the present invention will be described. The packaging material containing the ultraviolet absorbent according to the present invention is a packaging material made of any kind of polymer as long as it contains the ultraviolet absorbent represented by the general formula (1), (3) or (4). There may be. For example, thermoplastic resins described in JP-A-8-208765, polyesters described in JP-A-10-168292, JP-A-2004-285189, and heat-shrinkable polyesters described in JP-A-2001-323082. Etc. For example, the paper which apply | coated resin containing the ultraviolet absorber of Unexamined-Japanese-Patent No. 2006-240734 may be sufficient.

  The packaging material containing the ultraviolet absorbent according to the present invention may be used for packaging foods, beverages, drugs, cosmetics, personal care products, and the like. For example, for food packaging described in JP-A-11-34261, JP-A-2003-237825, colored liquid packaging described in JP-A-8-80928, and liquid preparation described in JP-A-2004-51174 Packaging, pharmaceutical container packaging described in JP-A-8-301363, JP-A-11-276550, sterilization packaging for medical products described in JP-A-2006-217781, and JP-A-7-287353 Photosensitive material packaging, photographic film packaging described in JP-A No. 2000-56433, UV-curable ink packaging described in JP-A No. 2005-178832, JP-A No. 2003-200996, JP-A No. 2006-323339 The shrink label etc. which are described in the gazette are mentioned.

  The packaging material containing the ultraviolet absorber of the present invention may be, for example, a transparent packaging body described in JP-A-2004-51174, or a light-shielding packaging body described in JP-A-2006-224317, for example. May be.

  The packaging material containing the ultraviolet absorber of the present invention has not only ultraviolet shielding properties as described in, for example, JP-A Nos. 2001-26081 and 2005-305745, but also has other performances. May be. For example, those having gas barrier properties described in JP-A No. 2002-160321, those containing an oxygen indicator described in JP-A No. 2005-156220, and those described in JP-A No. 2005-146278, for example. And a combination of an ultraviolet absorber and an optical brightener.

  You may manufacture the packaging material containing the ultraviolet absorber of this invention using any method. For example, a method of forming an ink layer described in JP-A-2006-130807, for example, a method of melt extrusion laminating a resin containing an ultraviolet absorber described in JP-A-2001-323082 and JP-A-2005-305745 For example, a method of coating on a substrate film described in JP-A-9-142539, for example, a method of dispersing an ultraviolet absorber in an adhesive described in JP-A-9-157626, and the like can be mentioned.

  The container containing the ultraviolet absorber of the present invention will be described. The container containing the ultraviolet absorbent according to the present invention is a container made of any kind of polymer as long as it contains the ultraviolet absorbent represented by the general formula (1), (3) or (4). Also good. For example, a thermoplastic resin container described in JP-A-8-324572, a polyester container described in JP-A-2001-48153, JP-A 2005-105004, and JP-A 2006-1568, JP-A 2000 And a container made of polyethylene naphthalate described in JP-A No. 238857.

  The container containing the ultraviolet absorbent according to the present invention may be used for food, beverages, drugs, cosmetics, personal care products, shampoos and the like. For example, a liquid fuel storage container described in JP-A-5-139434, a golf ball container described in JP-A-7-289665, a food container described in JP-A-9-295664, and JP-A-2003-237825 Container, sake container described in JP-A-9-58687, drug-filled container described in JP-A-8-155007, beverage container described in JP-A-8-324572, JP-A-2006-298456 A container for oily foods described in JP-A-9-86570, a solution container for analytical reagents described in JP-A-9-113494, an instant noodle container described in JP-A-9-239910, and JP-A-11- No. 180474, JP-A 2002-68322, JP-A 2005-278678, JP-A-11-2765 No. 0, a pharmaceutical container described in JP-A-11-290420, a high-purity chemical liquid container described in JP-A-11-290420, a liquid container described in JP-A-2001-106218, and JP-A-2005-178832 UV curable ink containers, plastic ampules described in WO 04/93775 pamphlet, and the like can be mentioned.

  The container containing the ultraviolet absorber of the present invention has not only ultraviolet blocking properties as described in, for example, JP-A-5-305975 and JP-A-7-40954, but also has other performances. Also good. For example, an antibacterial container described in JP-A-10-237312, a flexible container described in JP-A-2000-152974, a dispenser container described in JP-A-2002-264979, for example, JP-A-2005-255736. Examples include biodegradable containers described in the publication.

  You may manufacture the container containing the ultraviolet absorber of this invention using any method. For example, a two-layer stretch blow molding method described in JP-A No. 2002-370723, a multilayer coextrusion blow molding method described in JP-A No. 2001-88815, and an outer side of a container described in JP-A No. 9-241407. A method of forming an ultraviolet absorbing layer, JP-A-8-91385, JP-A-9-48935, JP-A-11-514387, JP-A-2000-66603, JP-A-2001-323082, Examples thereof include a method using a shrinkable film described in JP-A-2005-105032 and a pamphlet of WO99 / 29490, a method using a supercritical fluid described in JP-A-11-255925, and the like.

  The paint and coating film containing the ultraviolet absorber of the present invention will be described. The coating material containing the ultraviolet absorber of the present invention may be a coating material comprising any component as long as it contains the ultraviolet absorber represented by the general formula (1), (3) or (4). For example, an acrylic resin type, a polyester type resin, etc. are mentioned. These resins can be arbitrarily mixed with a main agent, a curing agent, a diluent, a leveling agent, a repellant and the like.

  For example, when acrylic urethane resin or silicon acrylic resin is selected as the transparent resin component, polyisocyanate is used as the curing agent, hydrocarbon solvents such as toluene and xylene are used as the diluent, isobutyl acetate, butyl acetate, amyl acetate, etc. Alcohol solvents such as ester solvents, isopropyl alcohol, and butyl alcohol can be used. Here, the acrylic urethane resin refers to an acrylic urethane resin obtained by reacting a methacrylic ester (typically methyl), a hydroxyethyl methacrylate copolymer and a polyisocyanate. The polyisocyanate in this case includes tolylene diisocyanate, diphenylmethane diisocyanate, polymethylene polyphenylene polyisocyanate, tolidine diisocyanate, naphthalene diisocyanate, hexamethylene diisocyanate, isophorone diisocyanate, xylylene diisocyanate, dicyclohexylmethane diisocyanate, hexamethylene diisocyanate and the like. Other examples of the transparent resin component include polymethyl methacrylate, polymethyl methacrylate styrene copolymer, and the like. Further, in addition to these components, a leveling agent such as an acrylic resin or a silicone resin, an anti-fogging agent such as a silicone or acrylic resin, and the like can be blended as necessary.

  The use purpose of the paint containing the ultraviolet absorber of the present invention may be any use. For example, UV shielding paints described in JP-A-7-26177, JP-A-9-169950, JP-A-9-221163, JP-A-2002-80788, and UV-rays described in JP-A-10-88039. Near-infrared shielding paint, electromagnetic wave shielding paint described in JP-A-2001-55541, clear paint described in JP-A-8-81643, metallic paint composition described in JP-A-2000-186234, Cationic electrodeposition paint described in Kaihei 7-166112, antibacterial and lead-free cationic electrodeposition paint described in JP-A No. 2002-294165, JP-A No. 2000-273362, JP-A No. 2001-279189, The powder coating material described in JP-A-2002-271227 and the aqueous coating described in JP-A-2001-9357 Paints, water-based metallic paints, water-based clear paints, top coat paints used in automobiles, buildings and civil engineering products described in JP-A No. 2001-316630, curable paints described in JP-A No. 2002-356655, Coating film forming composition used for plastic materials such as automobile bumpers described in JP-A No. 2004-937, metal plate paint described in JP-A No. 2004-2700, and JP-A No. 2004-169182 Cured gradient coating film, coating material for electric wire described in JP-A-2004-107700, automotive repair coating described in JP-A-6-49368, JP-A-2002-38084, JP-A-2005-307161 Anionic electrodeposition paints described in JP-A-5-78606, JP-A-5-185031, JP-A-10-140089 No. 2000-509082, JP-T 2004-520284, WO 2006/097201, pamphlet for automobiles, JP-A 6-1945, steel plate paint, JP-A 6-313148 Stainless steel paints described in Japanese Patent Publication No. 7-3189, lamp insect repellent paint described in Japanese Patent Laid-Open No. 7-3189, ultraviolet curable paint described in Japanese Patent Laid-Open No. 7-82454, and antibacterial composition described in Japanese Patent Laid-Open No. 7-118576. Anti-fatigue paint described in JP-A No. 2004-217727, anti-fog paint described in JP-A No. 2005-314495, super-weather resistant paint described in JP-A No. 10-298493, Gradient paint described in Kaihei 9-241534, photocatalyst paint described in JP-A No. 2002-2335028, JP-A 2000-345 109, a stripping paint for concrete described in JP-A-6-346022, an anticorrosive paint described in JP-A-2002-167545, and a protective coating described in JP-A-8-324576 A water-repellent protective coating described in JP-A-9-12924, a sheet glass scattering-preventing coating described in JP-A-9-157581, an alkali-soluble protective coating described in JP-A-9-59539, Aqueous temporary protective coating composition described in JP-A-2001-181558, floor coating described in JP-A-10-183057, emulsion coating described in JP-A-2001-111508, JP-A-2001-262856 Two-component water-based paint described in JP-A-9-263729, one-component paint described in JP-A-9-263729, and JP-A-2001-288410. UV curable coating, electron beam curable coating composition described in JP-A-2002-69331, thermosetting coating composition described in JP-A-2002-80781, and JP-T-2003-525325 Water-based paint for baking lacquer, powder paint and slurry paint described in JP-A-2004-162021, repair paint described in JP-A-2006-233010, powder described in JP-T-11-51489 Examples thereof include paint water dispersions, plastic coatings described in JP-A Nos. 2001-59068 and 2006-160847, and electron beam curable coatings described in JP-A No. 2002-69331.

  The paint containing the ultraviolet absorbent according to the present invention is generally composed of a paint (including a transparent resin component as a main component) and an ultraviolet absorbent, but preferably a composition of 0 to 20% by weight of the ultraviolet absorbent based on the resin. It is. The thickness at the time of application is preferably 2 to 1000 μm, more preferably 5 to 200 μm. The method of applying these paints is arbitrary, but there are a spray method, a dipping method, a roller coat method, a flow coater method, a flow coating method and the like. Although drying after application varies depending on the paint components, it is preferably performed at room temperature to 120 ° C. for about 10 to 90 minutes.

  The coating film containing the ultraviolet absorber of the present invention is a coating film including an ultraviolet absorber made of the compound represented by the general formula (1), (3) or (4), and the ultraviolet absorption of the present invention described above. It is the coating film formed using the coating material containing an agent.

  The ink containing the ultraviolet absorbent according to the present invention will be described. The ink containing the ultraviolet absorbent of the present invention may be any form of ink as long as it contains the ultraviolet absorbent represented by the general formula (1), (3) or (4). Examples thereof include dye ink, pigment ink, water-based ink, and oil-based ink. Moreover, you may use for any use. For example, the screen printing ink described in JP-A-8-3502, the flexographic printing ink described in JP-T-2006-521941, the gravure printing ink described in JP-T-2005-533915, and JP-T-11-504955. Lithographic offset printing ink described in Japanese Patent Publication No. 2005, typographic printing ink described in Japanese Patent Publication No. 2005-533915, UV ink described in Japanese Patent Application Laid-Open No. 5-254277, EB ink described in Japanese Patent Application Laid-Open No. 2006-30596, etc. Is mentioned. Moreover, for example, it describes in Unexamined-Japanese-Patent No. 11-199808, WO99 / 67337 pamphlet, Unexamined-Japanese-Patent No. 2005-325150, Unexamined-Japanese-Patent No. 2005-350559, Unexamined-Japanese-Patent No. 2006-8811, Special table 2006-514130. Ink-jet inks, photochromic inks described in JP-A-2006-257165, thermal transfer inks described in JP-A-8-108650, masking inks described in JP-A-2005-23111, JP-A-2004-75888 And the fluorescent ink described in JP-A-7-164729, the DNA ink described in JP-A-2006-22300, and the like.

  Any form obtained by using the ink containing the ultraviolet absorbent of the present invention is also included in the present invention. For example, the printed matter described in JP-A-2006-70190, a laminate obtained by laminating the printed matter, a packaging material or container using the laminate, and an ink receiving layer described in JP-A-2002-127596 can be mentioned. .

  The fiber containing the ultraviolet absorbent according to the present invention will be described. The fiber containing the ultraviolet absorber of the present invention is a fiber composed of any kind of polymer as long as it contains the ultraviolet absorber represented by the general formula (1), (3) or (4). Also good. For example, JP-A-5-117508, JP-A-7-119036, JP-A-7-196631, JP-A-8-188921, JP-A-10-237760, JP-A-2000-54287, Examples thereof include polyester fibers described in JP-A 2006-299428 and JP-A 2006-299438.

  You may manufacture the fiber containing the ultraviolet absorber of this invention by any method. For example, as described in JP-A-6-228818, a polymer containing an ultraviolet absorber represented by the general formula (1), (3) or (4) in advance may be processed into a fiber shape. For example, as described in JP-A-5-9870, JP-A-8-188921, and JP-A-10-1587, the above general formulas (1), (3) or You may process using the solution containing the ultraviolet absorber represented by (4). You may process using a supercritical fluid like Unexamined-Japanese-Patent No. 2002-212884 and Unexamined-Japanese-Patent No. 2006-16710.

  The fiber containing the ultraviolet absorber of the present invention can be used for various applications. For example, apparel described in JP-A-5-148703, lining described in JP-A-2004-285516, underwear described in JP-A-2004-285517, blanket described in JP-A-2003-339503, Socks described in JP-A No. 2004-11062, artificial leather described in JP-A No. 11-302982, insect-proof mesh sheet described in JP-A No. 7-289097, construction described in JP-A No. 10-1868 Mesh sheet, carpet described in JP-A-5-256464, moisture-permeable and waterproof sheet described in JP-A-5-193037, nonwoven fabric described in JP-A-6-114991, and JP-A-11-247028 JP, 2000-144583, and the sheet-like article which consists of a fiber as described in Unexamined-Japanese-Patent No. 2000-144453 Refreshing garments described in Japanese Patent Laid-Open No. 703, moisture-permeable waterproof sheets described in Japanese Patent Laid-Open No. 5-193037, flame retardant artificial suede-like structures described in Japanese Patent Laid-Open No. 7-18484, and Japanese Patent Laid-Open No. 8-41785. Resin tarpaulin described in the publication, film agent, exterior wall material, agricultural house described in JP-A-8-193136, building material net, mesh described in JP-A-8-269850, and JP-A-8-284063. Filter substrate described in Japanese Patent Publication No. 9-57889, an antifouling film agent disclosed in Japanese Patent Laid-Open No. 9-57889, a mesh fabric described in Japanese Patent Laid-Open No. 9-137335, a land net, and described in Japanese Patent Laid-Open No. Underwater net, extra fine fiber described in JP-A-11-247027, JP-A-11-247028, JP-A-7-310283, special table 2003-528 No. 74, a nonwoven fabric described in JP-A-2001-30861, an airbag base fabric described in JP-A-2001-30861, JP-A-7-324283, JP-A-8-20579, and JP-A-2003-147617. And the ultraviolet ray absorbing fiber product described.

  The building material containing the ultraviolet absorber of the present invention will be described. The building material containing the ultraviolet absorbent according to the present invention is a building material made of any kind of polymer as long as it contains the ultraviolet absorbent represented by the general formula (1), (3) or (4). Also good. For example, the polyester system described in JP 2002-161158 A and the polycarbonate system described in JP 2003-160724 A can be cited.

  The building material containing the ultraviolet absorber of the present invention may be produced by any method. For example, as described in JP-A-8-269850, it may be formed into a desired shape using a material containing an ultraviolet absorber represented by the general formula (1), (3) or (4). For example, as described in JP-A-10-205056, a material containing an ultraviolet absorber represented by the general formula (1), (3) or (4) may be laminated, for example, As described in JP-A-8-151457, a coating layer using an ultraviolet absorber represented by the general formula (1), (3) or (4) may be formed. As described in JP-A-172531, a paint containing an ultraviolet absorber represented by the general formula (1), (3) or (4) may be applied.

  The building material containing the ultraviolet absorber of the present invention can be used for various applications. For example, exterior building materials described in JP-A-7-3955, JP-A-8-151457, JP-A-2006-266042, wooden structures for building materials described in JP-A-8-197511, No. 9-183159, roofing material for building material, antibacterial building material described in JP-A-11-236734, base material for building material described in JP-A-10-205056, JP-A-11-300880 The antifouling building material described in the above, the flame retardant material described in JP 2001-9811 A, the ceramic building material described in JP 2001-172531, and the decorative building material described in JP 2003-328523 A, Japanese Patent Application Laid-Open Publication No. 2002-226864, Building Material Coated Article, Japanese Patent Application Laid-Open No. 10-6451, Japanese Patent Application Laid-Open No. 10-16152, Japanese Patent Application Laid-Open No. 2006-306020 Cosmetic material described in Japanese Patent Publication No. 8-269850, building material net described in Japanese Patent Application Laid-Open No. 9-277414, and building material described in Japanese Patent Application Laid-Open No. 10-1868. Mesh sheet for construction, film for building material described in JP-A-7-269016, film for cover described in JP-A-2003- 211538, JP-A-9-239921, JP-A-9-254345, A covering material for building materials described in Kaihei 10-44352, an adhesive composition for building materials described in JP-A-8-73825, a civil engineering building structure described in JP-A-8-207218, No. 82608, a coating material for walking paths, a sheet-like photocurable resin described in JP-A-2001-139700, and JP-A-5-253559. Protective coating for wood, cover for pushbutton switch described in JP-A-2005-294780, bonding sheet agent described in JP-A-9-183159, base material for building material described in JP-A-10-44352, Wallpapers described in JP 2000-226778 A, polyester films for covering described in JP 2003-111538 A, polyester films for forming members described in JP 2003-221606 A, JP 2004-3191 The flooring described in the gazette can be used.

  The recording medium containing the ultraviolet absorber of the present invention will be described. The recording medium containing the ultraviolet absorbent according to the present invention may be any recording medium containing the ultraviolet absorbent represented by the general formula (1), (3) or (4). For example, in JP-A-9-309260, JP-A-2002-178625, JP-A-2002-212237, JP-A-2003-266926, JP-A-2003-266927, JP-A-2004-181813 Inkjet recording media described in Japanese Patent Application Laid-Open No. 8-108650 Image transfer medium for thermal transfer ink, Sublimation transfer image-receiving sheet described in JP-A-10-203033, Image recording medium described in JP-A-2001-249430, Thermal recording medium described in JP-A-8-258415, Reversible thermosensitive recording medium described in JP-A-9-95055, JP-A-2003-145949, JP-A-2006-167996, JP-A-2002-367227 Examples thereof include an optical information recording medium described in the publication.

  An image display device containing the ultraviolet absorbent according to the present invention will be described. The image display device containing the ultraviolet absorbent according to the present invention may be any one as long as it contains the ultraviolet absorbent represented by the general formula (1), (3) or (4). For example, an image display device using an electrochromic element described in JP-A-2006-301268, an image display device called so-called electronic paper described in JP-A-2006-293155, and described in JP-A-9-306344 And an image display device using an organic EL element described in JP-A-2000-223271. The ultraviolet absorber of the present invention may be one in which an ultraviolet absorbing layer is formed in a laminated structure described in, for example, Japanese Patent Application Laid-Open No. 2000-223271, or a circular polarizing plate described in, for example, Japanese Patent Application Laid-Open No. 2005-189645 is necessary. A member containing an ultraviolet absorber may be used.

  The cover for solar cells containing the ultraviolet absorber of this invention is demonstrated. The solar cell applied in the present invention may be a solar cell comprising any type of element such as a crystalline silicon solar cell, an amorphous silicon solar cell, and a dye-sensitized solar cell. In crystalline silicon solar cells and amorphous silicon solar cells, a cover material is used as a protective member for imparting antifouling, impact resistance, and durability as described in JP-A-2000-174296. Further, in a dye-sensitized solar cell, as described in JP-A-2006-282970, a metal oxide semiconductor that is activated by light (particularly ultraviolet rays) and becomes active is used as an electrode material, so that it is adsorbed as a photosensitizer. There is a problem that the dyes that have been deteriorated and the photovoltaic power generation efficiency gradually decreases, and it has been proposed to provide an ultraviolet absorbing layer.

  The solar cell cover containing the ultraviolet absorber of the present invention may be made of any kind of polymer. Examples thereof include polyesters described in JP-A-2006-310461, acrylic resins described in JP-A-2004-227843, and the like.

  You may manufacture the cover for solar cells containing the ultraviolet absorber of this invention by any method. For example, an ultraviolet absorbing layer described in JP-A No. 11-40833 may be formed, or layers each containing an ultraviolet absorber described in JP-A No. 2005-129926 may be laminated. It may be contained in the resin of the filler layer described in JP-A-91611, or a film may be formed from a polymer containing an ultraviolet absorber described in JP-A-2005-346999.

  The solar cell cover including the ultraviolet absorbent according to the present invention may have any shape. Films and sheets described in JP-A-2000-91610 and JP-A-11-261085, for example, laminated films described in JP-A-11-40833, cover glass structures described in JP-A-11-214736, etc. Is mentioned. The sealing material described in JP 2001-261904 A may contain an ultraviolet absorber.

  The glass film containing the ultraviolet absorber represented by the general formula (1), (3) or (4) and glass using the same will be described. This glass or glass coating may be in any form as long as the coating contains the ultraviolet absorber represented by the general formula (1), (3) or (4). Moreover, you may use for any use. For example, heat ray blocking glass described in JP-A-5-58670, JP-A-9-52738, wind glass described in JP-A-7-48145, coloring described in JP-A-8157232, JP-A-10-45425, JP-A-11-217234 Glass, UV sharp-cut glass for high-intensity light sources such as mercury lamps and metal halide lamps described in JP-A-8-59289, frit glass described in JP-A-5-43266, UV-blocking glass for vehicles described in JP-A-5-163174, Colored heat ray absorbing glass described in 5-270855, fluorescent whitening ultraviolet absorbing heat insulating glass described in JP-A-6-316443, automotive ultraviolet heat ray-shielding glass described in JP-A-7-237936, exterior described in JP-A-7-267682 Stained glass for glass, water-repellent ultraviolet and infrared absorbing glass described in JP-A-7-291667, glass for vehicle head-up display device described in JP-A-7-257227, light control and heat-insulating multi-layer window described in JP-A-7-232938, Kaihei 5-78147, JP 7-61835, JP 8 -217486 UV-infrared cut glass, JP-A-6-127974, JP-A-7-53241 UV-cut glass, JP-A-8-165146 window ultraviolet-infrared absorbing glass, JP-A-10-17336 window ultraviolet-ray Screening antifouling film, translucent panel for cultivation room described in JP-A-9-67148, UV-infrared absorbing and low-transmitting glass described in JP-A-10-114540, low-reflectivity and low-transmitting glass described in JP-A-11-302037, JP Edge-light device described in 2000-16171, rough surface-formed plate glass described in JP-A-2000-44286, laminated glass for display described in JP-A-2000-103655, glass with conductive film described in JP-A-2000-133987, JP-A-2000- Antiglare glass described in 191346, UV-infrared absorbing medium transmitting glass described in JP-A-2000-7371, vehicle window glass for privacy protection described in JP-A-2000-143288, anti-fogging vehicle glass described in JP-A-2000-239045 , Glass for paving materials described in JP-A-2001-287977, JP-A-2002-127310 A glass plate having water droplet adhesion preventing property and heat ray blocking property described in JP-A-2003-342040, ultraviolet-infrared-absorbing bronze glass described in JP-A-2003-342040, laminated glass described in W001 / 019748, glass having an ID identification function described in JP-A-2004-43212, Examples thereof include an optical filter for PDP described in JP-A-2005-70724 and a skylight described in JP-A-2005-105751. The glass coating containing the ultraviolet absorber represented by the general formula (1), (3) or (4) or glass using the same may be produced by any method.

  Other examples of use include a light source cover for a lighting device described in JP-A-8-102296, JP-A-2000-67629, and JP-A-2005-353554, JP-A-5-272076, and JP-A-2003. Artificial leather described in JP-A-239181, sports goggles described in JP-A-2006-63162, deflection lenses described in JP-A-2007-93649, JP-A-2001-214121, JP-A-2001-214122 Hard coats for various plastic products described in JP-A-2001-315263, JP-A-2003-206422, JP-A-2003-25478, JP-A-2004-137457, and JP-A-2005-132999. Attaching outside the window described in JP-A-2002-36441 Hard coats, window covering films described in JP-A-10-250004, high-definition anti-glare hard coat films described in JP-A 2002-36452, and antistatic properties described in JP-A-2003-39607 Hard coat film, transparent hard coat film described in JP-A No. 2004-114355, anti-counterfeit book described in JP-A No. 2002-113937, and turf purpura inhibitor described in JP-A No. 2002-293706 A sealing agent for resin film sheet bonding described in JP-A-2006-274179, a light guide described in JP-A-2005-326661, a rubber coating agent described in JP-A-2006-335855, No. 10-34841, JP-A 2002-114879 Agricultural covering material, Special Table 2 Dyeing candles described in Japanese Patent Application Laid-Open No. 04-532306 and Japanese Translation of PCT International Publication No. 2004-530024, a fabric rinse composition described in Japanese Patent Application Publication No. 2004-525273, a prism sheet described in Japanese Patent Application Laid-Open No. 10-287804, Protective layer transfer sheet described in JP-A-2000-71626, photo-curable resin product described in JP-A-2001-139700, floor sheet described in JP-A-2001-159228, JP-A-2002-189415 A light-shielding printed label described in JP-A-2002-130591, an oil supply cup described in JP-A-2002-130591, a hard-coated article described in JP-A-2002-307619, and an intermediate transfer described in JP-A-2002-307845 Recording medium, artificial hair described in JP-A-2006-316395, WO99 / 29490 pamphlet A low-temperature heat-shrinkable film for labels described in JP-A No. 2004-352847, a fishing article described in JP-A No. 2000-224942, a microbead described in JP-A No. 8-208976, and -318592, a thin film described in JP-A-2005-504735, a heat-shrinkable film described in JP-A-2005-105032, and an input described in JP-A-2005-37642. Labels for molding, projection screens described in JP-A-2005-55615, JP-A-9-300537, JP-A-2000-25180, JP-A-2003-19776, JP-A-2005-74735 A decorative sheet according to claim 1, a hot melt adhesive according to JP-A-2001-207144, Table 2002-543265, JP 2002-543266, adhesive described in U.S. Pat. No. 6,225,384, electrodeposition coat, base coat described in JP-A-2004-35283, JP-A-7-268253 Wood surface protection described in Japanese Patent Laid-Open No. 2003-253265, Japanese Patent Laid-Open No. 2005-105131, Japanese Patent Laid-Open No. 2005-300962, and Japanese Patent No. 3915339 Glass, a flashlight described in JP-A-2005-304340, a touch panel described in JP-A-2005-44154, a sealing agent for resin film sheet bonding described in JP-A-2006-274197, and JP-A-2006 No. 89697, polycarbonate film coating, JP 2000-231 44 No. optical fiber tape described in Japanese, and the like solid wax described in JP-T-2002-527559.

Next, a method for evaluating the light resistance of the polymer material will be described. As a method for evaluating the light resistance of a polymer material, “Polymer Light Stabilization Technology” (CMC Co., Ltd., 2000), pages 85 to 107, “Basic and Physical Properties of High-Functional Paint” (CMC Co., Ltd.) , 2003) pages 314 to 359, "Durability of polymer materials and composite products" (CMC Corporation, 2005), "Extension of polymer material life and environmental measures" (CMC Corporation, 2000), H.C. Zweifel edition “Plastics Additives Handbook 5th Edition” (Hanser Publishers) 238-244, Katsura Tadahiko “Basic Science 2 Science of Plastic Packaging Containers” (Japan Packaging Society, 2003) Chapter 8 it can.
The evaluation for each application can be achieved by the following known evaluation method.
The deterioration of the polymer material due to light is determined according to JIS-K7105: 1981, JIS-K7101: 1981, JIS-K7102: 1981, JIS-K7219: 1998, JIS-K7350-1: 1995, JIS-K7350-2: 1995, JIS. It can be evaluated by the method of -K7350-3: 1996, JIS-K7350-4: 1996 and a method referring to this.

The light resistance when used as a packaging / container application can be evaluated by the method of JIS-K7105 and a method referring to this. Specific examples thereof include light transmittance and transparency evaluation of a bottle body described in JP-A-2006-298456, sensory test evaluation of bottle contents after UV exposure using a xenon light source, and JP-A 2000-238857. Evaluation of haze value after irradiation with xenon lamp described in JP-A-2006-224317, evaluation of haze value as halogen lamp light source described in JP-A-2006-224317, use of blue wool scale after exposure to mercury lamp described in JP-A-2006-240734 Yellow degree evaluation, haze value evaluation using a sunshine weather meter described in JP-A No. 2005-105004, JP-A No. 2006-1568, visual evaluation of colorability, JP-A Nos. 7-40954 and 8 -151455, JP-A-10-168292, JP-A 2001-323082, Evaluation of UV transmittance described in JP-A No. 2005-146278, Evaluation of UV blocking rate described in JP-A No. 9-48935, JP-A No. 9-142539, JP-A No. 9-241407, JP-A No. 2004-243684 Evaluation of light transmittance described in JP-A-2005-320408, JP-A-2005-305745, and JP-A-2005-156220, and evaluation of viscosity of ink in an ink container described in JP-A-2005-178832. , Light transmittance evaluation described in JP-A-2005-278678, sample observation in a container after exposure to sunlight, color difference ΔE evaluation, UV transmittance evaluation after white fluorescent lamp irradiation described in JP-A-2004-51174, Light transmittance evaluation, color difference evaluation, light transmittance evaluation, haze value evaluation, color described in JP-A-2004-285189 Tone evaluation, yellowness evaluation described in JP-A-2003-237825, light-shielding evaluation described in JP-A-2003-20966, whiteness evaluation using L ^* a ^* b ^* color system color difference formula, Evaluation of yellowing using color difference ΔEa ^* b ^* in a sample after exposure for each wavelength after spectrally separating xenon light described in Japanese Unexamined Patent Application Publication No. 2002-68322, ultraviolet absorption after ultraviolet exposure described in JP-A-2001-26081 Evaluation of film elongation after exposure using a sunshine weather meter described in JP-A-10-298397, evaluation of antibacterial properties after exposure to a xenon weather meter described in JP-A-10-237312, Evaluation of fading of package contents after fluorescent lamp irradiation described in JP-A-239910, bottle filled with salad oil described in JP-A-9-86570 For evaluation of peroxide value and color tone of oil after exposure to fluorescent lamps, evaluation of absorbance difference after chemical lamp irradiation described in JP-A-8-301363, and sunshine weather meter described in JP-A-8-208765 Surface glossiness retention after exposure, appearance evaluation, color difference after exposure using a sunshine weatherometer described in JP-A-7-216152, bending strength evaluation, light shielding described in JP-A-5-139434 Specific evaluation, evaluation of peroxide production in kerosene, etc.

The long-term durability when used for paints and coatings is JIS-K5400, JIS-K5600-7-5: 1999, JIS-K5600-7-6: 2002, JIS-K5600-7-7: 1999, JIS. -K5600-7-8: It can be evaluated by the method of 1999, JIS-K8741 and a method referring to this. Use specific examples thereof, the color difference ΔEa ^* b ^* in the color density and CIE L ^* a ^* b ^* color coordinates after exposure by a xenon light resistance test machine and UVCON apparatus described in JP-T-2000-509082, the residual gloss Evaluation, absorbance evaluation after exposure using a xenon arc light resistance tester on a quartz slide film described in JP-T-2004-520284, color density after exposure to fluorescent lamps and UV lamps in wax, and CIE L ^* a ^* b ^* Evaluation using color difference ΔEa ^* b ^* in color coordinates, Hue evaluation after exposure using a metal weather weathering tester described in JP-A-2006-160847, JP-A-2005-307161 Evaluation of gloss retention after exposure test using metal hydride lamp and evaluation using color difference ΔEa ^* b ^* , sunshine carbon Evaluation of glossiness after exposure using an arc light source, evaluation using color difference ΔEa ^* b ^* after exposure using a metal weather resistance tester described in JP-A-2002-69331, gloss retention, appearance evaluation Evaluation of gloss retention after exposure using a sunshine weatherometer described in JP 2002-38084 A, Color difference ΔEa ^* after exposure using a QUV weather resistance tester described in JP 2001-59068 A Evaluation using b ^* , evaluation of gloss retention, gloss retention after exposure using a sunshine weatherometer described in JP-A Nos. 2001-115080, 6-49368, and 2001-262056 Evaluation, JP-A-8-324576, JP-A-9-12924, JP-A-9-169950, JP-A-9-241534, JP Appearance evaluation after exposure using a sunshine weatherometer to a coated plate described in 001-181558, gloss retention after exposure using a sunshine weatherometer described in JP 2000-186234, brightness value Evaluation of change, appearance evaluation of coating film deterioration state after exposure to Ducycle WOM for coating film described in JP-A-10-298493, evaluation of UV transmittance of coating film described in JP-A-7-26177, No. 7-3189, JP-A-9-263729, UV-blocking rate evaluation of the coating film, JP-A-6-1945 publication using a sunshine weatherometer 80% gloss retention After exposure using a dew panel light control weather meter described in JP-A-6-313148 Evaluation of rust generation of concrete, strength evaluation of concrete against painted formwork after outdoor exposure described in JP-A-6-346022, and color difference ΔEa ^* b ^* after outdoor exposure described in JP-A-5-185031 Evaluation, cross-cut adhesion evaluation, surface appearance evaluation, gloss retention evaluation after outdoor exposure described in JP-A-5-78606, and after exposure using a carbon arc light source described in JP-A-2006-63162 Examples include yellowness (ΔYI) evaluation.

The light resistance when used as an ink application can be evaluated by the method of JIS-K5701-1: 2000, JIS-K7360-2, ISO105-B02 and a method referring to this. Specifically, evaluation by measurement of color density and CIE L ^* a ^* b ^* color coordinates after exposure using an office fluorescent lamp and a fading tester described in JP-T-2006-514130; Electrophoretic evaluation after exposure to ultraviolet rays using a xenon arc light source described in JP 22300, density evaluation of printed matter using a xenon fade meter described in JP 2006-8811 A, 100 W described in JP 2005-23111 A Evaluation of ink detachability using a chemical lamp, evaluation of dye residual ratio of an image forming site using a weather meter described in JP-A-2005-325150, printed matter using an eye super UV tester described in JP-A-2002-127596 Evaluation of choking and discoloration evaluation, JP-A-11-199808, JP-A-8-10865 JP evaluation using the color difference ΔEa ^* b ^* in the CIE L ^* a ^* b ^* color coordinates for the printed matter after xenon fade meter exposure described, exposure using a carbon arc light source described in JP-A-7-164729 Examples include later evaluation of reflectance.

  The light resistance of the solar cell module can be evaluated by the method of JIS-C8917: 1998, JIS-C8938: 1995 and a method referring to this. Specifically, evaluation of photovoltaic efficiency of IV measurement after exposure with a light source in which a correction filter for solar simulation is mounted on a xenon lamp described in JP-A-2006-282970, JP-A-11-26185, Examples thereof include a discolored gray scale rating evaluation, color and appearance adhesion evaluation after exposure using a sunshine weather meter and a fade meter described in Japanese Unexamined Utility Model Publication No. 2000-144583.

The light resistance of the fiber and the fiber product is JIS-L1096: 1999, JIS-A5905: 2003, JIS-L0842, JIS-K6730, JIS-K7107, DIN75.202, SAEJ1885, SN-ISO-105-B02, AS / NZS4399. This method can be evaluated by the method described above and a method based on this method. JP-A-10-1587, JP-A-2006-299428, JP-A-2006-299438, UV transmittance evaluation, JP-A-6-228816, JP-A-7-76580, JP-A-8 JP-A-188921, JP-A-11-247028, JP-A-11-247027, JP-A-2000-144583, JP-A-2002-322360, JP-A-2003-339503, JP-A-2004-11062. Evaluation of blue scale discoloration after exposure using a xenon light source and a carbon arc light source described in JP No. 2003-147617, UV cut rate evaluation described in JP-A No. 2003-147617, and UV blocking described in JP-A No. 2003-41434 Carbage after dry cleaning described in JP-A-11-302982 After exposure blue scale discoloration evaluation using arc source, JP-A-7-119036 and JP-luminosity index after exposure using a fade-O-Meter described in JP-A-10-251981, the color difference based on psychometric chroma coordinates ΔE ^* Evaluation, tensile after exposure using UV tester and sunshine weather meter described in JP-A-9-57889, JP-A-9-137335, JP-A-10-1868, JP-A-10-237760 Strength Evaluation, Total Transmittance Evaluation, Strength Retention Rate Evaluation, Japanese Translation of PCT International Application No. 2003-528974, Japanese Patent Publication No. 2005-517822, and Japanese Patent Application Laid-Open No. HEI 8-8, JP-A-8-41785 and JP-A-8-193136. UV protection coefficient (UPF) evaluation described in JP-A-2020579, JP-A-6-228818, JP-A-6-22881 Discoloration gray scale evaluation after exposure using a high-temperature fade meter described in JP-A-7-324283, JP-A-7-196631, and JP-A-7-18854, and outdoor described in JP-A-7-289097 Appearance evaluation after exposure, yellowness (YI) after yellow exposure described in JP-A-7-289665, yellowing degree (ΔYI) evaluation, contract reflectance evaluation described in JP 2003-528974 A, etc. can give.

The light resistance of building materials can be evaluated by the method of JIS-A1415: 1999 and a method referring to this. Specifically, surface color tone evaluation after exposure using a sunshine weatherometer described in JP 2006-266402 A, carbon arc light source described in JP 2004-3191 A, JP 2006-306020 A appearance evaluation after exposure using, appearance evaluation after exposure using an eye Super UV tester, absorbance evaluation after exposure, the chromaticity of the post-exposure, color difference evaluation, CIE after exposure using a metal halide lamp light source L ^* Evaluation using color difference ΔEa ^* b ^* in a ^* b ^* color coordinates, evaluation of gloss retention, JP-A-10-44352, JP-A-2003- 211538, JP-A-9-239921, JP-A-9- Evaluation of haze value change after exposure using the sunshine weather meter described in JP-A-254345 and JP-A-2003-221606, Evaluation of elongation retention using a tensile tester, evaluation of ultraviolet transmittance after solvent immersion described in JP-A No. 2002-161158, visual evaluation of appearance after exposure using an eye super UV tester, JP-A No. 2002-226664 Gloss rate change evaluation after the QUV test described in JP-A-2001-172531, gloss retention evaluation after exposure using a sunshine weatherometer described in JP-A No. 2001-172531, and black described in JP-A No. 11-3000880 Evaluation using color difference ΔEa ^* b ^* after exposure to ultraviolet light using a light blue fluorescent lamp, evaluation of adhesion retention after exposure using a cove-con accelerated tester described in JP-A-10-205056, evaluation of ultraviolet blocking properties Appearance evaluation after outdoor exposure (JIS-A1410) described in JP-A-8-207218 and JP-A-9-183159, total light transmission Excess rate evaluation, haze change evaluation, tensile shear bond strength evaluation, total light transmittance evaluation after exposure using a xenon weather meter described in JP-A-8-151457, haze evaluation, yellowing degree evaluation, The yellowing degree (ΔYI) after exposure using a sunshine weatherometer described in JP-A-7-3955, evaluation of residual ratio of ultraviolet absorber, and the like can be mentioned.

The light resistance when used as a recording medium can be evaluated by the method of JIS-K7350 and a method referring to this. Specifically, the background color difference change evaluation in the printed part after the fluorescent lamp irradiation described in JP-A No. 2006-167996, the xenon weather meter described in JP-A No. 10-203033 and JP-A No. 2004-181813 are used. Evaluation of residual image density by exposure used, evaluation of change in optical reflection density by exposure using xenon weather meter described in JP-A No. 2002-207845, Suntest CPS light fading test described in JP-A No. 2003-266926 Evaluation of yellowing degree by L ^* a ^* b ^* evaluation form after exposure using a machine, discoloration evaluation after exposure using a fade meter described in JP-A No. 2003-145949, JP-A No. 2002-212237 Visual discoloration after exposure using the described xenon fade meter, Japanese Patent Application Laid-Open No. 2002-178625 Evaluation of color density retention after exposure to indoor sunlight, evaluation of color density retention after exposure using a xenon weather meter, C / N after exposure using a fade meter described in JP-A No. 2002-367227 Evaluation, fog density evaluation after exposure to a fluorescent lamp described in JP-A-2001-249430, evaluation of optical reflection density after exposure using a fluorescent lamp described in JP-A-9-95055, evaluation of erasability, Color difference ΔE ^* after exposure using an atlas fade meter described in JP-A-9-309260, visual discoloration evaluation after exposure using a carbon arc fade meter described in JP-A-8-258415, JP 2000- Evaluation of retention rate of organic EL element color conversion characteristics described in JP-A-223271, and xenon fading tester described in JP-A-2005-189645 And an organic EL display luminance measurement evaluation after exposure.

  As other evaluation methods, it can be evaluated by the method of JIS-K7103 and ISO / DIS9050 and a method based on this method. Specifically, the appearance evaluation of the polycarbonate-coated film described in JP-A-2006-89697 after exposure with a UV tester, the blue scale evaluation after exposure to UV rays in artificial hair described in JP-A-2006-316395, Evaluation of treatment contact with water after exposure using the accelerated weathering tester described in JP 2006-335855 A, projection screen after exposure using the weathering tester described in JP-A-2005-55615 Visual evaluation of images projected on the surface of the specimen after exposure using a sunshine weather meter and a metal weather meter described in Japanese Patent Application Laid-Open No. 2005-74735, visual evaluation of changes in design properties, Japanese Patent Application Laid-Open No. 2005-326661 Appearance visual evaluation after lighting exposure using the described metal lamp reflector, JP-A-2002-18 No. 415, evaluation of light transmittance of a bottle label described in JP-A No. 2004-352847, evaluation of polypropylene deterioration after exposure under humidity conditions using a xenon weather meter described in JP-A No. 2003-19776, Evaluation of deterioration of hard coat film, evaluation of deterioration of substrate, evaluation of hydrophilicity, evaluation of scratch resistance, and evaluation of scratch resistance using sunshine weatherometers described in JP-A-2002-36441 and JP-A-2003-25478 Evaluation of gray scale color difference of artificial leather after exposure using a xenon lamp light source described in JP-A-239181, evaluation of liquid crystal device characteristics after exposure using a mercury lamp described in JP-A 2003-253265, JP-A 2002-239181 Evaluation of adhesion after exposure using a sunshine weatherometer described in Japanese Patent No. 307619 , Turf violet spot evaluation described in JP-A No. 2002-293706, UV exposure evaluation after exposure using a xenon arc light source described in JP-A No. 2002-114879, tensile strength evaluation, JP-A No. 2001-139700 Evaluation of concrete adhesion speed described in Japanese Laid-Open Patent Publication No. 2001-315263, post-exposure appearance evaluation using a sunshine weatherometer described in Japanese Patent Application Laid-Open No. 2001-315263, and evaluation of coating film adhesion Evaluation of yellowing degree and adhesion after exposure using a carbon arc light source described in JP-A-214122, Adhesion performance evaluation using an ultraviolet fade meter described in JP-A-2001-207144, JP-A-2000-67629 Insect flying suppression evaluation at the time of lighting as described in JP-A-10-19496 Evaluation of yellowing degree (ΔYI) of laminated glass using Eye Super UV tester described, QUV irradiation described in JP-A-8-318592, surface appearance evaluation after performing moisture resistance test, gloss retention evaluation, special Evaluation of color difference with time using a dew panel light control weather meter described in Kaihei 8-208976, glossiness after wood substrate application after exposure using a xenon weatherometer described in JP-A-7-268253 (DI), yellowness index (YI) evaluation, ultraviolet irradiation described in JP-T-2002-5443265, JP-A-2002-543266, UV-absorption rate evaluation after repeating darkness, JP-T-2004-532306 Examples include dye fading color difference ΔE evaluation after exposure to ultraviolet rays described in the publication.

  EXAMPLES Hereinafter, although this invention is demonstrated further in detail based on an Example, this invention is not limited to this. In Examples, Compound A is Intermediate 2 described in Journal of Chemical Crystallography 27, 997, 516, and is a compound represented by the following.

Synthesis example 1
(Preparation of exemplary compound (1))
To 6.26 g (0.02 mol) of Compound A, 30 ml of 1-methyl-2-pyrrolidinone and 3.00 g (0.024 mol) of pivaloylacetonitrile were added, and this was stirred at 80 ° C. for 4 hours under nitrogen flow conditions. Thereafter, the mixture was cooled, treated with ethyl acetate and dilute hydrochloric acid, and then added with hexane, 6.10 g of a solid produced was filtered off to obtain 3.07 g (10 mmol) of the following B compound.

  30.7 g of compound B was dissolved in 200 ml of N, N-dimethylacetamide, 20.3 g of triethylamine was added, and the mixture was cooled in an ice / salt bath. 17.3 ml of 2-ethylhexanoyl chloride was added dropwise at 0 ° C. or lower, and after the addition, the mixture was reacted in an ice-cooled bath for 30 minutes. Extraction with 1000 ml of ethyl acetate followed by washing with water and drying over magnesium sulfate. Magnesium sulfate was removed by filtration, and ethyl acetate was distilled off under reduced pressure. The resulting crude product was purified by column to obtain 5.1 g of the following C compound (yield 12%).

C compound (5.0 g) was dissolved in N, N-dimethylacetamide (35 ml), triethylamine (1.3 g) was added, and ice-cooled isophthaloyl chloride (1.2 g) was added dropwise at 15 ° C. or lower. Reacted for hours. Extraction with 250 ml of ethyl acetate followed by washing with water and drying over magnesium sulfate. Magnesium sulfate was removed by filtration, and ethyl acetate was distilled off under reduced pressure.
50 ml of methanol was added to the resulting crude product and stirred for 30 minutes. The solid was collected by filtration under reduced pressure and washed with methanol to obtain 3.7 g of Exemplified Compound (1) (yield 64%).
¹ H NMR (CDCl ₃ ) δ 0.98 (t, 6H), 1.09 (t, 6H), 1.35-1.90 (m, 34H), 2.68 (m, 2H), 7.35 -7.49 (m, 4H), 7.82 (m, 1H), 8.56 (m, 2H), 9.05 (d, 1H).
Illustrative compound (1) has a maximum absorption wavelength (λmax) of 376 nm (ethyl acetate), and was found to have long-wave ultraviolet absorption ability.

Synthesis example 2
(Preparation of exemplary compound (11))
6.1 g of compound B was dissolved in 50 ml of N, N-dimethylacetamide, 6.1 g of potassium carbonate and 2.8 g of o-fluoronitrobenzene were added, and the mixture was stirred at 70 ° C. for 1 hour. After cooling to room temperature, the mixture was extracted with ethyl acetate, washed with water, ethyl acetate was distilled off under reduced pressure, and the resulting crystals were washed with acetonitrile to obtain 4.4 g of the following D compound (yield 51%).

4.3 g of D compound was dissolved in 30 ml of N, N-dimethylacetamide, 1.1 g of triethylamine was added and ice-cooled, and 1.0 g of isophthaloyl chloride was added dropwise at 15 ° C. or lower. After dropping, the mixture was stirred at room temperature for 1 hour. The reaction solution was extracted with ethyl acetate, washed with water, and then ethyl acetate was distilled off under reduced pressure. The resulting crystals were purified by column purification from methylene chloride / ethyl acetate = 20/1, and 3.9 g of Exemplified Compound (11) was obtained. Obtained (yield 79%).
¹ H NMR (CDCl ₃ ) δ 1.40 (s, 18H), 6.87 (m, 2H), 7.22 (m, 2H), 7.30-7.50 (m, 4H), 7.65 (M, 2H), 7.82 (m, 1H), 8.13 (m, 2H), 8.65 (m, 2H), 9.10 (s, 1H).
The maximum absorption wavelength (λmax) of Exemplified Compound (11) was 376 nm (ethyl acetate), and it was found that the compound (11) has long-wave ultraviolet absorption ability.

Synthesis example 3
(Preparation of Exemplified Compound (37))
7.0 g of C compound was dissolved in 50 ml of N, N-dimethylacetamide, 1.8 g of triethylamine was added, and 1.6 g of phthaloyl chloride was added dropwise at 15 ° C. or lower under ice-cooling. Reacted. Extraction with 250 ml of ethyl acetate followed by washing with water and drying over magnesium sulfate. Magnesium sulfate was removed by filtration, and ethyl acetate was distilled off under reduced pressure.
50 ml of methanol was added to the resulting crude product and stirred for 30 minutes. The solid was collected by filtration under reduced pressure and washed with methanol to obtain 6.7 g of Exemplified Compound (37) (yield 86%).
¹ H NMR (CDCl ₃ ) δ 0.98 (t, 6H), 1.09 (t, 6H), 1.35-1.90 (m, 34H), 2.68 (m, 2H), 7.28 (M, 2H), 7.59 (m, 2H), 7.86 (t, 2H), 8.12 (m, 2H).
The maximum absorption wavelength (λmax) of the exemplified compound (37) was 376 nm (ethyl acetate), and it was found that the compound (37) has a long-wave ultraviolet absorption ability.

  The maximum absorption wavelengths (λmax) of Exemplified Compounds (29) and (40) synthesized in the same manner were 365 nm (ethyl acetate) for Exemplified Compound (29) and 379 nm (ethyl acetate) for Exemplified Compound (40). It was.

Example 1
(Preparation of molded plate (samples 101 to 105))
1 kg of polymethyl methacrylate resin (PMMA) (Tg: 100-110 ° C.) and 0.1 g of exemplary compound (1) were stirred with a stainless steel tumbler for 1 hour. This mixture was melt-mixed at 230 ° C. with a vented extruder to produce molding pellets by a conventional method. The pellets were dried at 80 ° C. for 3 hours, and then a molded plate (sample 101) having a thickness of 3 mm was produced by an injection molding machine.
Further, molded plates (samples 102 and 103) using the exemplified compounds (11) and (37) were produced in the same manner except that the exemplified compound (1) was replaced with the exemplified compound (11) or (37). . Further, molded plates (samples 104 and 105) were produced in the same manner except that the exemplified compound (1) was replaced with the comparative compound A or B.
Table 1 below shows λmax of each sample prepared.

(Evaluation)
The produced molded plate was irradiated with light so as to have an illuminance of 150,000 lux with a xenon lamp from which the UV filter was removed, and the remaining amount of the ultraviolet absorbent after 100 hours of irradiation was measured. The residual rate was calculated according to the following formula.
Residual rate (%) = 100 × (100−transmittance after irradiation) / (100−transmittance before irradiation) As a result, the remaining rate of all samples was 80% or more.

From the measurement results of Table 1 and the residual ratio, in the sample 104 containing the comparative compound A among the ultraviolet absorbers after 100 hours of light irradiation, λmax was 355 nm and the long-wave ultraviolet region could not be absorbed. Samples 101 to 103 all absorbed 376 nm and the long wave ultraviolet region. From this, it can be seen that the polymer material of the present invention is excellent in long-wave ultraviolet absorption ability.
Note that Sample 105 containing Comparative Compound B also absorbed to 375 nm and the long wave ultraviolet region, and the residual rate was high. However, as shown in Examples 4 and 5 described later, the ultraviolet absorbent according to the present invention is superior in solubility and compatibility to Comparative Compound B.

Example 2
(Preparation of UV agent-containing polymer film (samples 201 to 205))
Exemplified compounds (1) and (40) are added to 15 g of polyethylene terephthalate so that the absorbance (Abs.) Of the maximum absorption is 1 when a 50 μm film is prepared, and after melt-kneading at 265 ° C., cooling and stretching are performed. UV agent-containing films (Samples 201 and 202) were produced.
Further, referring to Example 2 of JP-B-49-11155, a triacetyl cellulose membrane (samples 203 to 205) using Exemplified Compounds (1) and (40) and Comparative Compound Z1 is used as an Exemplified Compound. Similarly, it was prepared so that the absorbance (Abs.) Of the maximum absorption was 1.
Samples 201 and 202 using Exemplified Compound (1) or (40) can be easily prepared in a uniform and highly transparent sample because the crystals dissolve in the solvent in a short time and there are no undissolved particles. did it.

(Evaluation)
The produced molded film was irradiated with light so as to have an illuminance of 170,000 lux with a xenon lamp from which the UV filter had been removed, and the remaining amount of the ultraviolet absorber after irradiation for 50 hours was measured. The remaining amount was calculated according to the following formula.
Residual rate (%) = 100 × (100−maximum absorption absorbance after irradiation) / (100−maximum absorption absorbance before irradiation)
The absorbance is a value measured by λmax of the added compound. The results are shown in Table 2.

  As is clear from the results in Table 2, the sample 205 of the triacetyl cellulose film containing the comparative compound Z1 has a low residual amount of the UV absorber after 50 hours of light irradiation and is inferior in light resistance, whereas the UV of the present invention. In the samples 201 to 204 containing the absorbent, it was found that 90% or more of the ultraviolet absorbent remained even after 50 hours of light irradiation, and the light resistance was excellent. From this, it can be seen that the polymer material of the present invention is excellent in the long-wave ultraviolet absorption ability, is maintained for a long period of time, and is excellent in light resistance.

Example 3
(Preparation of UV agent-containing polymer film (samples 301 to 305))
To 10 g of polycarbonate (Tg 140 ° C. to 150 ° C.), Exemplified Compound (1) was added so that the absorbance (Abs.) Of maximum absorption was 1 when a 5 μm film was formed, and this was dissolved in 20 ml of tetrahydrofuran. A polycarbonate membrane (Sample 301) was produced by casting on top.
Similarly, after adding exemplary compound (1) to 10 g of polyacrylate resin (Dianal BR-80: trade name, manufactured by Mitsubishi Rayon Co., Ltd.) (Tg 50 ° C. to 90 ° C.), 10 ml of 2-butanone, toluene After being dissolved in 10 ml of a mixed solvent, a polyacrylate film (sample 302) was produced by casting on a glass substrate.
On the other hand, referring to Example 1 of JP-B-49-11155, a polyvinyl chloride film (samples 303 to 305) using Exemplified Compound (1) and Comparative Compounds Z2 and Z3 was used in the same manner as the Exemplified Compound. It was prepared so that the absorbance (Abs.) Of the maximum absorption was 1.

(Evaluation)
The produced molded film was irradiated with light so that the illuminance was 190,000 lux with a xenon lamp from which the UV filter was removed, and the remaining amount of the ultraviolet absorber after irradiation for 50 hours was measured. The remaining amount was calculated according to the following formula.
Residual rate (%) = 100 × (100−maximum absorption absorbance after irradiation) / (100−maximum absorption absorbance before irradiation)
The absorbance is a value measured by λmax of the added compound. The results are shown in Table 3.

  As is clear from the results in Table 3, the samples 304 to 305 of the polyvinyl chloride film containing the comparative compound (Z2) or (Z3) have a low residual amount of the UV absorber after 50 hours of light irradiation and are inferior in light resistance. In contrast, in the samples 301 to 303 of the polycarbonate film, the polyacrylic acid ester film and the polyvinyl chloride film containing the ultraviolet absorbent of the present invention, 95% or more of the ultraviolet absorbent remains even after 50 hours of light irradiation. It was found to be excellent in light resistance. From this, it can be seen that the polymer material of the present invention is excellent in the long-wave ultraviolet absorption ability, is maintained for a long period of time, and is excellent in light resistance.

Example 4
About Exemplified Compounds (1), (11), (29), (37), (40) and Comparative Compounds B, C and D, 100 mg each was weighed and mixed with MEK (2-butanone) and 900 mg of ethyl acetate, respectively. Then, the solubility was examined. The determination of solubility was performed by the following two methods.
<1> The presence or absence of insoluble matter is visually observed.
<2> After filtering with a 0.25 μm microfilter, the filtrate was diluted 1000 times and the absorbance was measured, and compared with the molar extinction coefficient measured separately with about 5 × 10 ⁻⁵ mol · dm ⁻³ solution. If it is 95% or less, it is determined that there is an insoluble matter.
The results are shown in Table 4. In addition, the case where it melt | dissolves is shown as (circle), the case where it melt | dissolves, but some turbidity is seen (triangle | delta), and the case where there exists an insoluble part is shown as x.

  As can be seen from the results in Table 4, it can be seen that the ultraviolet absorber of the present invention is excellent in solubility. Despite being a bis-type structure (two UV-absorbing compound residues), it is more soluble than Comparative Compound B, which is a mono-type structure (one UV-absorbing compound residue) of Exemplified Compound (1) Was found to be expensive. This indicates that, in the ultraviolet absorbent according to the present invention, the influence of the ultraviolet absorbing compound residue on the solubility is large due to the structure in which the ultraviolet absorbing compound residue is twisted around the linking group.

Example 5
(Compatibility evaluation for acrylic resin)
Example Compound (1), (11), (40) or Comparative Compounds B, C, D against 200 g of Dianal LR-1065 (trade name, manufactured by Mitsubishi Rayon Co., Ltd., 40% methyl ethyl ketone (MEK) solution of acrylic resin) A transparent paint consisting of a sample with 35 g of was added. This was coated on a 80 μm polyethylene terephthalate (PET) film using a bar coater so as to have a thickness of about 30 μm, and dried to prepare PET films (samples 401 to 406) having an ultraviolet absorbing layer. The compatibility was evaluated by visually observing the produced PET film.
In Table 5 below, ○ indicates that the film is transparent, Δ indicates that the powder is observed on the surface by careful observation, and × indicates that the powder is clearly present on the surface. This indicates that the film is observed as being done.

  From the results in Table 5, it was found that Samples 401 to 403 of the present invention were superior in compatibility with the resin as compared with Comparative Examples 404 to 406 using a single ultraviolet absorber. Also in the compatibility, the ultraviolet absorber of the present invention was better than the comparative compound B having a monotype structure (one ultraviolet absorbing compound residue).

Claims (9)

The ultraviolet absorber which consists of a compound represented by following General formula (1).
General formula (1)
L- (UV) _n
[Wherein, UV represents a monovalent residue obtained by removing one hydrogen atom or one monovalent substituent from a compound represented by the following general formula (2). n represents an integer of 2 to 6. L represents an n-valent linking group.

(In the formula, A ₂₁ and A ₂₂ each independently represent a hetero atom. Y ₂₁ and Y ₂₂ each independently represent a hydrogen atom or a monovalent substituent, provided that at least Y ₂₁ or Y ₂₂ represents at least One represents a substituent having a Hammett's substituent constant σp value of 0.2 or more, and Y ₂₁ and Y ₂₂ may be bonded to each other to form a ring (B) is A ₂₁ , A Represents an atomic group necessary for forming a 5- or 6-membered ring together with ₂₂ and a carbon atom, and bonding to L is performed in any one of A ₂₁ , A ₂₂ , and (B).)] The ultraviolet absorber which consists of a compound represented by following General formula (3).

[Wherein, R ₁ , R ₂ , R ₃ , R ₄ , R ₅ and R ₆ independently represent a hydrogen atom or a monovalent substituent. R ₇ and R ₈ each independently represent a monovalent substituent. s and t each independently represent an integer of 0-2. R ₁ and R ₂ and R ₃ and R ₄ may be bonded to each other to form a ring. k and l each independently represent an integer of 1 to 5. However, the sum of k and l does not exceed 6. La represents a (k + 1) -valent linking group. X ₁ , X ₂ , X ₃ and X ₄ each independently represent a hetero atom. ] The ultraviolet absorber according to claim 2, wherein X ₁ and X ₂ in the general formula (3) are both sulfur atoms. The ultraviolet absorber which consists of a compound represented by following General formula (4).

[Wherein, R ₁ , R ₂ , R ₃ , R ₄ , R ₅ and R ₆ independently represent a hydrogen atom or a monovalent substituent. R ₇ and R ₈ each independently represent a monovalent substituent. s and t each independently represent an integer of 0-2. R ₁ and R ₂ and R ₃ and R ₄ may be bonded to each other to form a ring. Lb represents a divalent linking group. ] A compound represented by the following general formula (1).
General formula (1)
L- (UV) _n
[Wherein, UV represents a monovalent residue obtained by removing one hydrogen atom or one monovalent substituent from a compound represented by the following general formula (2). n represents an integer of 2 to 6. L represents an n-valent linking group.

(In the formula, A ₂₁ and A ₂₂ each independently represent a hetero atom. Y ₂₁ and Y ₂₂ each independently represent a hydrogen atom or a monovalent substituent, provided that at least Y ₂₁ or Y ₂₂ represents at least One represents a substituent having a Hammett's substituent constant σp value of 0.2 or more, and Y ₂₁ and Y ₂₂ may be bonded to each other to form a ring (B) is A ₂₁ , A Represents an atomic group necessary for forming a 5- or 6-membered ring together with ₂₂ and a carbon atom, and bonding to L is performed in any one of A ₂₁ , A ₂₂ , and (B).)] A compound represented by the following general formula (3).

[Wherein, R ₁ , R ₂ , R ₃ , R ₄ , R ₅ and R ₆ independently represent a hydrogen atom or a monovalent substituent. R ₇ and R ₈ each independently represent a monovalent substituent. s and t each independently represent an integer of 0-2. R ₁ and R ₂ and R ₃ and R ₄ may be bonded to each other to form a ring. k and l each independently represent an integer of 1 to 5. However, the sum of k and l does not exceed 6. La represents a (k + 1) -valent linking group. X ₁ , X ₂ , X ₃ and X ₄ each independently represent a hetero atom. ] The compound according to claim 6, wherein X ₁ and X ₂ in the general formula (3) are both sulfur atoms. A compound represented by the following general formula (4).

[Wherein, R ₁ , R ₂ , R ₃ , R ₄ , R ₅ and R ₆ independently represent a hydrogen atom or a monovalent substituent. R ₇ and R ₈ each independently represent a monovalent substituent. s and t each independently represent an integer of 0-2. R ₁ and R ₂ and R ₃ and R ₄ may be bonded to each other to form a ring. Lb represents a divalent linking group. ]   A polymer material comprising the polymer substance containing the ultraviolet absorbent according to claim 1.