JP2010077064A - Polymer material - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a polymer material that maintains long-wavelength ultraviolet-absorbing power and has excellent light resistance. <P>SOLUTION: The polymer material is obtained by adding a compound represented by general formula (1) (wherein Ar<SP>1</SP>is a monofunctional-decafunctional 5-20-membered ring aromatic residue; when m<SP>1</SP>is 2, Ar<SP>1</SP>is p-phenylene, a 5-20-membered ring hydrocarbon-based aromatic residue or the like to form a difunctional ≥10C ring; X<SP>1a</SP>and X<SP>1b</SP>are each a mutually independently hetero atom; Y<SP>1</SP>is a monofunctional substituent; n<SP>1</SP>is an integer of 2-4; and m<SP>1</SP>is an integer of 1-10) to a polymer substance. <P>COPYRIGHT: (C)2010,JPO&INPIT

Description

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

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 free to be selected because the absorption wavelength is determined by the band gap of the compound. There is no such thing that can absorb up to 400 nm in the long wave ultraviolet (UV-A) region, and those that absorb long wave ultraviolet light have absorption up to the visible region and are 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, and when absorbing up to the long wave ultraviolet region, whether the maximum absorption wavelength is in the long wave ultraviolet region or whether the concentration is increased. 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 capacity 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). .) A benzoxazinone-based ultraviolet absorber is also known (see, for example, Patent Document 8). 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. With this film thickness, it is necessary to add an ultraviolet absorber at a considerably high concentration in order to cut to a long wavelength region. 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. In addition, some benzophenone and benzotriazole ultraviolet absorbers have skin irritation properties and accumulation properties in the living body, and careful attention is required for use.

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 JP 62-11744 A

  The object of the present invention is excellent in production suitability when kneading into a polymer or using a solvent, excellent in long-wave ultraviolet absorption without causing precipitation of ultraviolet absorbers and bleeding out due to long-term use, and It is to provide a polymer material that is maintained for a long period of time and has excellent light resistance.

The present inventors use a compound having a specific structure with high light fastness for a polymer material, so that the compound does not cause precipitation of the compound or bleed out due to long-term use, and has excellent long-wave ultraviolet absorbing ability, The inventors have found that it is possible to provide a polymer material having excellent light resistance while maintaining absorption ability for a long period of time, and the present invention has been completed.

［式中、Ａｒ^１は、１〜１０価の５〜２０員環の芳香族残基を表す。また、該芳香族残基はヘテロ原子を含有していても良い。但し、ｍ^１が２のとき、Ａｒ^１は、ｐ−フェニレン、２価の炭素数１０以上で環を形成する５〜２０員環の炭化水素系芳香族残基、および２価の５〜２０員環のヘテロ環残基である。また、Ａｒ^１は置換基を有していても良い。
Ａｒ^１に結合している環は、任意の位置に二重結合を有していても良い。
Ｘ^１ａ及びＸ^１ｂは、互いに独立してヘテロ原子を表す。また、Ｘ^１ａ及びＸ^１ｂは置換基を有していても良い。
Ｙ^１は、１価の置換基を表す。
ｎ^１は、２〜４の整数を表す。
ｍ^１は、１〜１０の整数を表す。］
＜２＞前記一般式（１）で表される化合物が下記一般式（２）で表される化合物であることを特徴とする、＜１＞項に記載の高分子材料。

［式中、Ａｒ^２は、前記一般式（１）のＡｒ^１と同義である。
Ｙ^２は、前記一般式（１）のＹ^１と同義である。
ｎ^２は、前記一般式（１）のｎ^１と同義である。
ｍ^２は、前記一般式（１）のｍ^１と同義である。］
＜３＞前記一般式（２）で表される化合物が下記一般式（３）で表される化合物であることを特徴とする、＜２＞項に記載の高分子材料。

［式中、Ａｒ^３は、ｐ−フェニレン、２価の炭素数１０以上で環を形成する５〜２０員環の炭化水素系芳香族残基、および２価の５〜２０員環のヘテロ環残基を表す。また、Ａｒ^３はヘテロ原子を含有していても良く、置換基を有していても良い。
Ｙ^３は、前記一般式（２）のＹ^２と同義である。
ｎ^３は、前記一般式（２）のｎ^２と同義である。］
＜４＞前記一般式（３）で表される化合物が下記一般式（４）で表される化合物であることを特徴とする、＜３＞項に記載の高分子材料。

［式中、Ｙ^４は、前記一般式（３）のＹ^３と同義である。
ｎ^４は、前記一般式（３）のｎ^３と同義である。］
＜５＞前記一般式（４）で表される化合物が下記一般式（５）で表される化合物であることを特徴とする、＜４＞項に記載の高分子材料。

［式中、Ｙ^５ａ、Ｙ^５ｂ、Ｙ^５ｃ及びＹ^５ｄは、それぞれ前記一般式（４）のＹ^４と同義である。］
＜６＞前記一般式（５）で表される化合物が下記一般式（６）で表される化合物であることを特徴とする、＜５＞項に記載の高分子材料。

［式中、Ｙ^６ａ、Ｙ^６ｂ、Ｙ^６ｃ及びＹ^６ｄは、それぞれ互いに独立して、炭素数１〜２０のアルキル基、炭素数６〜２０のアリール基、炭素数１０以下のアルコキシ基、ヒドロキシ基、またはハロゲン原子を表す。］
＜７＞前記一般式（６）で表される化合物が下記一般式（７）で表される化合物であることを特徴とする、＜６＞項に記載の高分子材料。

［式中、Ｙ^７ａ、Ｙ^７ｂ、Ｙ^７ｃ及びＹ^７ｄは、それぞれ互いに独立して、ハロゲン原子を表す。］
＜８＞前記高分子物質がポリアクリル酸エステル、ポリカーボネートまたはポリエステルである、＜１＞〜＜７＞のいずれか１項に記載の高分子材料。
＜９＞前記高分子物質がポリエステルである、＜８＞項に記載の高分子材料。
＜１０＞前記高分子物質がポリエチレンテレフタレートである、＜９＞項に記載の高分子材料。 The object of the present invention has been achieved by the following method.
<1> A polymer material containing a compound represented by the following general formula (1) in a polymer substance.

[In the formula, Ar ¹ represents a 1 to 10-valent 5- to 20-membered aromatic residue. The aromatic residue may contain a hetero atom. However, when m ¹ is 2, Ar ¹ is p-phenylene, a 5- to 20-membered hydrocarbon aromatic residue that forms a ring with 10 or more divalent carbon atoms, and a divalent 5 to 20 It is a membered heterocyclic residue. Ar ¹ may have a substituent.
The ring bonded to Ar ¹ may have a double bond at any position.
X ^1a and X ^1b each independently represent a hetero atom. X ^1a and X ^1b may have a substituent.
Y ¹ represents a monovalent substituent.
n ¹ represents an integer of 2 to 4.
m ¹ represents an integer of 1 to 10. ]
<2> The polymer material according to <1>, wherein the compound represented by the general formula (1) is a compound represented by the following general formula (2).

[Wherein Ar ² has the same meaning as Ar ^{1 in} formula (1).
Y ² has the same meaning as Y ^{1 in the} general formula (1).
n ² has the same meaning as n ^{1 in the} general formula (1).
m ² has the same meaning as m ^{1 in the} general formula (1). ]
<3> The polymer material according to <2>, wherein the compound represented by the general formula (2) is a compound represented by the following general formula (3).

[In the formula, Ar ³ represents p-phenylene, a 5- to 20-membered hydrocarbon aromatic residue that forms a ring with 10 or more divalent carbon atoms, and a divalent 5- to 20-membered heterocyclic ring. Represents a residue. Ar ³ may contain a heteroatom and may have a substituent.
Y ³ has the same meaning as Y ^{2 in the} general formula (2).
n ³ has the same meaning as n ^{2 in the} general formula (2). ]
<4> The polymer material according to <3>, wherein the compound represented by the general formula (3) is a compound represented by the following general formula (4).

[Wherein Y ⁴ has the same meaning as Y ^{3 in} formula (3).
n ⁴ has the same meaning as n ^{3 in the} general formula (3). ]
<5> The polymer material according to <4>, wherein the compound represented by the general formula (4) is a compound represented by the following general formula (5).

[Wherein, Y ^5a , Y ^5b , Y ^5c and Y ^5d have the same ^meanings as Y ^{4 in the} general formula (4). ]
<6> The polymer material according to <5>, wherein the compound represented by the general formula (5) is a compound represented by the following general formula (6).

[ ^Wherein , Y ^6a , Y ^6b , Y ^6c and Y ^6d each independently represent an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, an alkoxy group having 10 or less carbon atoms, hydroxy Represents a group or a halogen atom. ]
<7> The polymer material according to <6>, wherein the compound represented by the general formula (6) is a compound represented by the following general formula (7).

[ ^Wherein , Y ^7a , Y ^7b , Y ^7c and Y ^7d each independently represent a halogen atom. ]
<8> The polymer material according to any one of <1> to <7>, wherein the polymer substance is a polyacrylate, polycarbonate, or polyester.
<9> The polymer material according to <8>, wherein the polymer substance is polyester.
<10> The polymer material according to <9>, wherein the polymer substance is polyethylene terephthalate.

The polymer material of the present invention is excellent in production suitability when kneaded in a polymer or dissolved in a solvent, and does not cause precipitation of an ultraviolet absorber or bleed out due to long-term use. There is an effect that the absorption ability is maintained for a long time and the light resistance (fastness to ultraviolet light) is excellent. Moreover, it is easy to handle because the ultraviolet absorber is not a skin irritating structure.
In addition, since the polymer material of the present invention has excellent light resistance, it can be used as a polymer molded product such as plastic, container, paint, coating film, fiber, and building material. In addition, it has excellent long-wave ultraviolet absorption capability, so it can protect UV-sensitive contents, packaging materials, containers, paints, coatings, inks, fibers, building materials, recording media, image display devices, solar cells It can be used as a cover and can also prevent decomposition of a compound unstable to light.
The polymer material of the present invention can be used for cosmetic applications. The cosmetic preparation containing the polymer material of the present invention has the effect that it has excellent long-wave ultraviolet absorption ability and can maintain the absorption ability for a long period of time without causing precipitation or yellowing of the ultraviolet absorber in the preparation of cosmetics. Play. Moreover, it is advantageous in that the ultraviolet absorber is not a skin irritating structure.
In addition, the compound used in the polymer material of the present invention has an excellent long-wave ultraviolet-absorbing ability, and does not cause precipitation or bleed-out even when used in the polymer material, and is excellent in improving light resistance as described above. Show the effect. The compounds can also protect organic materials sensitive to ultraviolet light, in particular human and animal skin and hair, from the damaging effects of ultraviolet radiation, and can be used in cosmetic preparations, pharmaceutical formulations, and veterinary pharmaceutical formulations. Suitable as an agent.

Hereinafter, the present invention will be described in detail.
The polymer material of the present invention contains a compound represented by the following general formula (1) in a polymer material described later.

[In the formula, Ar ¹ represents a 1 to 10-valent 5- to 20-membered aromatic residue. The aromatic residue may contain a hetero atom. However, when m ¹ is 2, Ar ¹ is p-phenylene, a 5- to 20-membered hydrocarbon aromatic residue that forms a ring with 10 or more divalent carbon atoms, and a divalent 5 to 20 It is a membered heterocyclic residue. Ar ¹ may have a substituent.
The ring bonded to Ar ¹ may have a double bond at any position.
X ^1a and X ^1b each independently represent a hetero atom. X ^1a and X ^1b may have a substituent.
Y ¹ represents a monovalent substituent.
n ¹ represents an integer of 2 to 4.
m ¹ represents an integer of 1 to 10. ]

In the general formula (1), Ar ¹ represents a 1 to 10-valent 5- to 20-membered aromatic residue. The aromatic ring constituting Ar ¹ may be a single ring or a condensed ring. When it is a single ring, Ar ¹ is preferably a 5- to 10-membered ring, more preferably a 5- to 6-membered ring. In the case of a condensed ring, Ar ¹ is preferably a 2-10 cyclic aromatic ring condensed with a 5-10 membered ring, more preferably a 2-5 cyclic aromatic ring condensed with a 5-6 membered ring. preferable.
Ar ¹ is preferably a divalent to hexavalent group, and more preferably a divalent to tetravalent group.

The aromatic residue Ar ¹ may contain a hetero atom. Examples of the hetero atom that can be contained in Ar ¹ include a boron atom, a nitrogen atom, an oxygen atom, a silicon atom, a phosphorus atom, a sulfur atom, a selenium atom, and a tellurium atom. A hetero atom is preferably a nitrogen atom, an oxygen atom, or a sulfur atom. More preferably, they are a nitrogen atom and a sulfur atom. Particularly preferred is a sulfur atom. When two or more hetero atoms are present, they may be the same atom or different atoms.

Ar ¹ is a 1 to 10 valent aromatic residue obtained by removing 1 to 10 hydrogen atoms from a 5 to 20-membered aromatic compound. Specific examples of such aromatic compounds include, for example, benzene, naphthalene, anthracene, indene, azulene, biphenylene, fluorene, phenanthrene, pyrene, triphenylene, tetraphenylene, perylene, pentacene, coronene, chrysene, pyrrole, pyrazole, imidazole. 1,2,3-triazole, 1,2,4-triazole, pyridine, pyridazine, pyrimidine, pyrazine, 1,3,5-triazine, furan, thiophene, oxazole, isoxazole, thiazole, isothiazole, 1,2 , 3-oxadiazole, 1,3,4-thiadiazole and the like. The aromatic compound is preferably benzene, naphthalene, pyridine, or thiophene. More preferred are benzene and thiophene. Particularly preferred is benzene.
Any position may be used for removing the aromatic hydrogen atom. In the case of a divalent aromatic residue, for example, the bonding positions of the 6-membered ring compound benzene include the 1,2-position and 1,4-position. Examples of the bonding position in the hetero 5-membered ring compound pyrrole include the 2,3-position, 2,4-position, 2,5-position, 3,4-position, and 3,5-position. In addition, the bonding positions in the hetero 6-membered ring compound pyridine include the 2,3 position, 2,4 position, 2,5 position, 2,6 position, 3,4 position, 3,5 position and 3,6 position. It is done.
In the case of a trivalent aromatic residue, for example, the binding positions of the 6-membered ring compound benzene are 1, 2, 3 position, 1, 2, 4 position, 1, 2, 5 position, 1, 3, 5 position. Is mentioned.

In addition, the aromatic residue Ar ¹ may have a substituent. A monovalent substituent is mentioned as a substituent. Examples of the monovalent substituent (hereinafter referred to as R) include a halogen atom (for example, a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom), an alkyl group having 1 to 20 carbon atoms (for example, methyl and ethyl), and a carbon number of 6 To 20 aryl groups (eg phenyl, naphthyl), cyano groups, carboxyl groups, alkoxycarbonyl groups (eg methoxycarbonyl), aryloxycarbonyl groups (eg phenoxycarbonyl), substituted or unsubstituted carbamoyl groups (eg carbamoyl, N- Phenylcarbamoyl, N, N-dimethylcarbamoyl), alkylcarbonyl group (eg acetyl), arylcarbonyl group (eg benzoyl), nitro group, substituted or unsubstituted amino group (eg amino, dimethylamino, anilino), acylamino group ( For example, acetamide, ethoxy Rubonylamino), sulfonamide group (eg methanesulfonamide), imide group (eg succinimide, phthalimide), imino group (eg benzylideneamino), hydroxy group, alkoxy group having 1 to 20 carbon atoms (eg methoxy), aryloxy group (Eg phenoxy), acyloxy groups (eg acetoxy), alkylsulfonyloxy groups (eg methanesulfonyloxy), arylsulfonyloxy groups (eg benzenesulfonyloxy), sulfo groups, substituted or unsubstituted sulfamoyl groups (eg sulfamoyl, N- Phenylsulfamoyl), alkylthio group (eg methylthio), arylthio group (eg phenylthio), alkylsulfonyl group (eg methanesulfonyl), arylsulfonyl group (eg benze) Sulfonyl), and the like Hajime Tamaki having 6 to 20 carbon atoms (e.g. pyridyl, morpholino). Further, the substituent may be further substituted, and when there are a plurality of substituents, they may be the same or different. In that case, the above-mentioned monovalent substituent R can be mentioned as an example of a substituent. Moreover, you may combine with substituents and may form a ring.
Preferred examples of the substituent include an alkyl group, an alkoxy group, and an aryl group. An alkyl group and an aryl group are more preferable, and an alkyl group is particularly preferable.

X ^a and X ^b each independently represent a hetero atom. Examples of the hetero atom include a boron atom, a nitrogen atom, an oxygen atom, a silicon atom, a phosphorus atom, a sulfur atom, a selenium atom, and a tellurium atom. A hetero atom is preferably a nitrogen atom, an oxygen atom, or a sulfur atom. More preferably, they are a nitrogen atom and an oxygen atom. X ^a and X ^b may have a substituent. Examples of the substituent include the examples of the monovalent substituent R described above.

Y ¹ represents a monovalent substituent. Examples of the substituent include the examples of the monovalent substituent R described above. Y ¹ is preferably an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, an alkoxy group having 10 or less carbon atoms, a hydroxy group, or a halogen atom, and more preferably an alkoxy group or a halogen atom. is there. More preferred is a halogen atom, and particularly preferred is a case where a chlorine atom is represented.

n ¹ represents an integer of 2 to 4. n ¹ is preferably 2 or 3, particularly preferably 2.

m ¹ represents an integer of 1 to 10. m ¹ is preferably 2, 3 or 4, more preferably 2 or 3, and particularly preferably 2.
However, when m ¹ is 2, the Ar ¹ is a p-phenylene group, a divalent 5 to 20-membered hydrocarbon aromatic residue that forms a ring with 10 or more carbon atoms, or a divalent 5 Represents a 20-membered heterocyclic residue. Here, the heteroaromatic ring and the hydrocarbon aromatic ring forming a ring with 10 or more carbon atoms may be a single ring or a condensed ring. At this time, Ar ¹ may have a substituent. Examples of the substituent include the examples of the monovalent substituent R described above.

  The compound represented by the general formula (1) is preferably a compound represented by the following general formula (2). Hereinafter, the compound represented by the following general formula (2) will be described.

In the general formula (2), Ar ² has the same meaning as Ar ^{1 in the} general formula (1), and the preferred range is also the same.
Y ² has the same meaning as Y ^{1 in the} general formula (1), and the preferred range is also the same.
n ² has the same meaning as ^{n 1} in the general formula (1), and preferred ranges are also the same.
m ² has the same meaning as m ^{1 in the} general formula (1), and the preferred range is also the same.

  The compound represented by the general formula (2) is preferably a compound represented by the following general formula (3). Hereinafter, the compound represented by the following general formula (3) will be described.

In the general formula (3), Ar ³ is p-phenylene, a 5- to 20-membered hydrocarbon aromatic residue that forms a ring with 10 or more divalent carbon atoms, and a divalent 5 to 20 member. Represents a heterocyclic ring residue. Examples of the divalent 5- to 20-membered hydrocarbon aromatic residue forming a ring with 10 or more carbon atoms and the divalent 5- to 20-membered heterocyclic residue include those in the general formula (1). examples described above for Ar ¹ are exemplified. Examples of the bonding position of the 6-membered ring compound benzene include the 1,2-position, 1,3-position, and 1,4-position. Examples of the bonding position in the hetero 5-membered ring compound pyrrole include the 2,3-position, 2,4-position, 2,5-position, 3,4-position, and 3,5-position. In addition, the bonding positions in the hetero 6-membered ring compound pyridine include the 2,3 position, 2,4 position, 2,5 position, 2,6 position, 3,4 position, 3,5 position and 3,6 position. It is done.
Ar ³ may contain a heteroatom and may have a substituent. Examples of the hetero atom and the substituent include the examples of the hetero atom and the substituent described above for Ar ¹ in the general formula (1).

Y ³ is synonymous with Y ^{2 in the} general formula (2), and the preferred range is also the same.
n ³ has the same meaning as ^{n 2} in the general formula (2), and preferred ranges are also the same.

  Furthermore, the compound represented by the general formula (3) is preferably a compound represented by the following general formula (4). Hereinafter, the compound represented by the following general formula (4) will be described.

In the general formula (4), Y ⁴ has the same meaning as Y ^{3 in the} general formula (3), and the preferred range is also the same.
n ⁴ has the same meaning as ^{n 3} in the general formula (3), and preferred ranges are also the same.

  Furthermore, the compound represented by the general formula (4) is preferably a compound represented by the following general formula (5). Hereinafter, the compound represented by the following general formula (5) will be described.

In the general formula ^{(5), Y 5a, Y} 5b, Y 5c and ^{Y 5d} are respectively synonymous with ^{Y 4} in the general formula (4), and preferred ranges are also the same.

  Furthermore, the compound represented by the general formula (5) is preferably a compound represented by the following general formula (6). Hereinafter, the compound represented by the following general formula (6) will be described.

In the general formula (6), Y ^6a , Y ^6b , Y ^6c and Y ^6d are each independently an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, and having 10 or less carbon atoms. An alkoxy group, a hydroxy group, or a halogen atom is represented. Y ^6a , Y ^6b , Y ^6c and Y ^6d are preferably an alkyl group having 10 or less carbon atoms, an alkoxy group having 10 or less carbon atoms, or a halogen atom, more preferably a halogen atom, and further preferably a chlorine atom. Particularly preferably, all of Y ^6a , Y ^6b , Y ^6c and Y ^6d represent a chlorine atom.

  Furthermore, the compound represented by the general formula (6) is preferably a compound represented by the following general formula (7). Hereinafter, the compound represented by the following general formula (7) will be described.

In the general formula (7), Y ^7a , Y ^7b , Y ^7c and Y ^7d each independently represent a halogen atom. Y ^7a , Y ^7b , Y ^7c and Y ^7d are preferably chlorine atoms, and particularly preferably Y ^7a , Y ^7b , Y ^7c and Y ^7d all represent chlorine atoms.

  The compound represented by any one of the general formulas (1) to (7) can be synthesized by any method. For example, publicly known patent documents and non-patent documents, for example, an example of page 4 left 43th line to right 8th line of JP-A-2000-264879, page 4 right column 5th line 30 to 30 of JP-A-2003-155375. It can be synthesized with reference to the example of the line, “Bioorganic & Medicinal Chemistry”, 2000, 8, pp. 2095-2103, “Bioorganic & Medicinal Chemistry Letters”, 2003, Vol. 13, pp. 4077-4080. For example, exemplary compound (2) can be synthesized by reacting benzoyl chloride with 3,5-dibromoanthranilic acid. The exemplified compound (13) can be synthesized by reacting 2-naphthoyl chloride with 3,5-dichloroanthranilic acid. The exemplified compound (15) can be synthesized by reacting 2-anthracenecarbonyl chloride with 3,5-dichloroanthranilic acid. The exemplified compound (27) can be synthesized by reacting 2-thenoyl chloride with 3,5-dichloroanthranilic acid. The exemplified compound (28) can be synthesized by reacting 2-pyrrolecarbonyl chloride with 3,5-dichloroanthranilic acid. The exemplified compound (29) can be synthesized by reacting 2-furancarbonyl chloride with 3,5-dichloroanthranilic acid. The exemplified compound (34) can be synthesized by reacting picolinic acid chloride with 3,5-dichloroanthranilic acid. The exemplified compound (45) can be synthesized by reacting pyrazine carbonyl chloride with 3,5-dichloroanthranilic acid. The exemplified compound (86) can be synthesized by reacting 2,6-naphthalenedicarbonyl dichloride with 3,5-dichloroanthranilic acid. The exemplified compound (98) can be synthesized by reacting 2,5-furandylcarbonyl dichloride with 3,5-dichloroanthranilic acid. The exemplified compound (119) can be synthesized by reacting terephthaloyl dichloride with 2-amino-4,5-diiodobenzoic acid. The exemplified compound (120) can be synthesized by reacting terephthaloyl dichloride with 4,5-dimethylanthranilic acid. The exemplified compound (137) can be synthesized by reacting 1,3,5-benzenetricarbonyltrichloride with 4,5-dimethoxyanthranilic acid. The exemplified compound (160) can be synthesized by reacting 3,5-pyrazole dicarbonyl dichloride with 4,5-dimethoxyanthranilic acid.

  Specific examples of the compound represented by any one of the general formulas (1) to (7) are shown below, but the present invention is not limited thereto.

  The compound represented by any one of the general formulas (1) to (7) can take a tautomer depending on the structure and the environment in which the compound is placed. Although the present invention is described in one of the representative forms, tautomers different from those described in the present invention are also included in the compounds of the present invention.

The compound represented by any one of the general formulas (1) to (7) may contain an isotope (for example, ² H, ³ H, ¹³ C, ¹⁵ N, ¹⁷ O, ¹⁸ O, etc.). Good.

  A polymer containing the structure of the compound represented by any one of the general formulas (1) to (7) in the repeating unit can also be suitably used in the present invention. The polymer may be a homopolymer or a copolymer composed of two or more types of repeating units. Further, it may be a copolymer containing other repeating units. The polymer containing the ultraviolet absorber structure in the repeating unit is described in JP-B-1-53455, JP-A-61-189530, and European Patent 27242. The description of these patents can be referred to for the method of obtaining the polymer.

The compound represented by any one of the general formulas (1) to (7) can be suitably used as an ultraviolet absorber.
The compound represented by any one of the general formulas (1) to (7) can be preferably used as a long wavelength ultraviolet absorber. The maximum absorption wavelength is preferably in the range of 320 to 420 nm, more preferably in the range of 340 to 400 nm, and particularly preferably in the range of 350 to 390 nm.

  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 a compound represented by any one of the general formulas (1) to (7) in a polymer material described later.

  The compound represented by any one of the general formulas (1) to (7) can be contained in the polymer substance by various methods. When the compound represented by any one of the general formulas (1) to (7) has compatibility with a polymer substance, the compound represented by any one of the general formulas (1) to (7) It can be added directly to the polymeric material. The compound represented by any one of the general formulas (1) to (7) may be dissolved in an auxiliary solvent having compatibility with the polymer substance, and the solution may be added to the polymer substance. The compound represented by any one of the general formulas (1) to (7) may be dispersed in a high boiling point organic solvent or a 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 for adding the compound represented by any one of the general formulas (1) to (7), JP-A-58-209735, JP-A-63-264748, JP-A-4-1911851, and JP-A-8-272058. References and British Patent No. 2014017A can be referred to.

In the polymer composition used in the present invention, two or more kinds of ultraviolet absorbers of the present invention having different structures may be used in combination, or any one of the general formulas (1) to (7) of the present invention. May be used in combination with one or more ultraviolet absorbers having other structures. 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 polymer material of the present invention may be mixed with a plurality of UV absorbers represented by any one of the general formulas (1) to (7). Moreover, you may use together with the well-known absorber of another structure.

  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, a substituted or unsubstituted cycloalkyl, 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 (wherein 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.
L represents a divalent linking group or a single bond, and m represents 0 or 1.
n represents an integer of 1 to 4. When n is 1, T ₂ represents a halogen atom, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group. When n is 2, T ₂ is 2.
When n is 3, T ₂ represents a trivalent substituent, and when n 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 (wherein 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 represents And 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.

-L- represents a divalent linking group or a single bond, and m represents 0 or 1.
When m is 0, T ₂ is directly bonded to the benzene ring without L, that is, -L-
Represents a simple bond.
The divalent linking group -L- will be described. -L- is a divalent substituent represented by the following general formula (a).
Formula (a)
_{- (L 1) m1 - (} L 2) m2 - (L 3) m3 - (L 4) m4 - (L 5) m5 -

In general formula (a), m1-m5 represent the integer of 0-2.
L _{1 to} L ₅ are each independently —CO—, —O—, —SO ₂ —, —SO—, —NR _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. 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.

That The-L-2 monovalent _{substituent, -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 - are preferable.

In the general formula (IIb), n represents an integer of 1 to 4.
When n is 1, T ₂ represents a halogen atom, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group. When n 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 n is 2, T ₂ represents a divalent substituent. Specific examples of T ₂ when n is 2 include the examples of the divalent substituent -L- described above. When n is 2, T ₂ is preferably —CH ₂ —, —O—CO—C ₂ H ₄ —CO—O—, —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 n 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 n 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 n is 1 or 2.
That is, as a preferable combination of the general formula (IIb),
when n 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,
Aryl group having 6 to 24 carbon atoms, or an alkoxy group having 1 to 18 carbon atoms, L 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 n 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, L is —CH ₂ — or a simple bond, and T ₂ is —CH ₂ —, —O—CO—C. ₂ H ₄ —CO—O—,
Or a combination which is —NH—CO—C ₃ H ₆ —CO—NH—.
When n is 2, m 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 C 1 to 18 carbon atom. 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—. O-, or _{-NH-CO-C 3}
A combination that is H ₆ —CO—NH— is also preferred.

（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, 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 ' Octyloxyphenyl) 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) carbonylethyl] -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-te Lamethylbutyl) -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. 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 (b).
General formula (b)
− (Lf ₁ ) _{mf 1} − (Lf ₂ ) _{mf 2} − (Lf ₃ ) _{mf 3} − (Lf ₄ ) _{mf 4} − (Lf ₅ ) _{mf 5} −

In general formula (b), 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 - 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 carbon number of 1 to
18 substituted or unsubstituted alkyl groups, or substituted or unsubstituted aryl groups 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.}
Where 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 substituted or unsubstituted 2 having 1 to 18 carbon atoms.
Valent alkyl group, substituted or unsubstituted divalent aryl group having 6 to 24 carbon atoms, —CH ₂ C
_{H (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-dimethylphenol L) -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-butyloxyp Poxy) 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-) Methoxyphenyl) -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 ₁ and X ₂ 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. s1 and s2 each independently represent an integer of 1 to 3. ]

[In the general formula (IVb), X ₁ 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, 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 ₁ and X ₂ 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 ₁ and X ₂ 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, and 1 to 1 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 ₁ and X ₂ 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 s1 is an integer of 1 to 3.
Substituent X ₁ is 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 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 ₁ 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 ₁ 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 ₃ 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 (c).
Formula (c)
-(Lg ₁ ) _{mg 1-} (Lg ₂ ) _{mg 2-} (Lg ₃ ) _{mg 3-} (Lg ₄ ) _{mg 4-} (Lg ₅ ) _{mg 5-}

In general formula (c), mg1 to mg5 represent an integer of 0 to 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 ₃ 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 ₃ 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 ₃ 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 ₃ represents a divalent substituent.
When tb is 2, specific examples of X ₃ include the above divalent substituents -L-. When tb is 2, X ₃ 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 ₁ 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 ₃ 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 ₁ 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 ₃ 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 composition used in the present invention may further contain a light stabilizer and an antioxidant.
Preferable examples of the light stabilizer and the antioxidant include compounds represented by JP-A No. 2004-117997. Specifically, the compounds described in JP-A No. 2004-117997, p29 middle stage, paragraph numbers [0071] to [0111] 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 compound represented by any one of the general formulas (1) to (7) in the polymer material of the present invention cannot be uniquely determined because it differs depending on the purpose of use and the form of use. It can be easily determined 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 compound represented by either of the said General formula (1)-(7) 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 may be either a natural or synthetic polymer. Polyolefins (eg, polyethylene, polypropylene, polyisobutylene, poly (1-butene), poly-4-methylpentene, polyvinylcyclohexane, polystyrene, poly (p-methylstyrene), poly (α-methylstyrene), polyisoprene, polybutadiene, Polycyclopentene, polynorbornene, etc.), copolymers of vinyl monomers (eg, ethylene / propylene copolymers, ethylene / methylpentene copolymers, ethylene / heptene copolymers, ethylene / vinylcyclohexane copolymers, ethylene / cycloolefin copolymers (eg, ethylene / norbornene) Such as cycloolefin copolymer (COC), propylene / butadiene copolymer, isobutylene / isoprene copolymer, Ethylene / vinylcyclohexene copolymer, ethylene / alkyl acrylate copolymer, ethylene / alkyl methacrylate copolymer, etc.), acrylic polymer (eg, polymethacrylate, polyacrylate, polyacrylamide, polyacrylonitrile, etc.), polyvinyl chloride, polyvinylidene chloride, polyfluoride Vinyl, polyvinylidene fluoride, vinyl chloride / vinyl acetate copolymer, polyether (eg, polyalkylene glycol, polyethylene oxide, polypropylene oxide, etc.), polyacetal (eg, polyoxymethylene), polyamide, polyimide, polyurethane, polyurea, polyester ( For example, polyethylene terephthalate, polyethylene naphthalate, etc.), polycarbonate, polyketone, polyethylene Sulfone polyether ketone, phenol resin, melamine resin, cellulose ester (eg, diacetyl cellulose, triacetyl cellulose (TAC), propionyl cellulose, butyryl cellulose, acetyl propionyl cellulose, nitrocellulose), polysiloxane, natural polymer (eg, cellulose) , Rubber, gelatin, etc.).

  The polymer substance used in the present invention is preferably a synthetic polymer, more preferably a polyolefin, an acrylic polymer, polyester, polycarbonate, or cellulose ester. Among these, polyethylene, polypropylene, poly (4-methylpentene), polymethyl methacrylate, polycarbonate, polyethylene terephthalate, polyethylene naphthalate, polybutylene terephthalate, and triacetyl cellulose are particularly preferable.

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.

  In the polymer material of the present invention, an optional addition of an antioxidant, a light stabilizer, a processing stabilizer, an anti-aging agent, a compatibilizing agent, etc., if necessary, in addition to the above-described polymer substance and ultraviolet absorber. 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.
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 and dyeing pigment, sunscreen cream, shampoo, rinse, hairdressing cosmetics, sportswear, stockings, hats and other textile products for textiles and textiles, curtains , Carpets, wallpaper and other home interior items, plastic lenses, contact lenses, artificial eyes, and other medical instruments, optical filters, prisms, mirrors, photos 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 any one of the general formulas (1) to (7), it has excellent light resistance (fastness to ultraviolet light). In addition, precipitation of ultraviolet 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 transparent polymer materials include polyamide, polystyrene (eg, syndiotactic polystyrene), polyolefin (eg, polyethylene, polypropylene, polymethylpentene), syndiotactic polystyrene, polysulfone, polyethersulfone, polyetherketone, polyurethane , Polyetherimide and polyoxyethylene. Preferred are polystyrene, polyolefin and polyurethane. 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 case where the polymer material of the present invention is used as a packaging material will be described. The packaging material using the polymer material of the present invention is a packaging material composed of any kind of polymer substance as long as it contains a compound represented by any one of the general formulas (1) to (7). Also good. For example, polyvinyl alcohol described in JP-A-8-151455, polyvinyl chloride described in JP-A-8-245849, styrene resin described in JP-A-10-298397, JP-A-11-315175 And polyolefins described in JP-A-2001-26081 and JP-A-2005-305745, ROMP described in JP-T-2003-524019, and the like. For example, a resin having an inorganic vapor-deposited thin film layer described in Japanese Patent Application Laid-Open Nos. 2004-50460 and 2004-243684 may be used. 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 using the polymer material of the present invention may package 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 using the polymer material 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. There may be.

  The packaging material using the polymer material of the present invention has not only ultraviolet shielding properties as described in, for example, JP-A-2001-26081 and JP-A-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.

  The packaging material using the polymer material of the present invention may be produced 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 using the polymer material of the present invention to be described for the case where the polymer material of the present invention is used for a container is any one containing the compound represented by any one of the general formulas (1) to (7). It may be a container made of a polymer material of the following types. For example, a polyethylene container described in JP-A-2001-88815, a cyclic olefin-based resin composition container described in JP-A-7-216152, a plastic container described in JP-A-2001-270531, and JP The transparent polyamide container described in 2004-83858 gazette etc. are mentioned. For example, a paper container containing a resin described in Japanese Patent Application Laid-Open Nos. 2001-114262 and 2001-213427 may be used. For example, the glass container which has the ultraviolet absorption layer of Unexamined-Japanese-Patent No. 7-242444, Unexamined-Japanese-Patent No. 8-133787, and Unexamined-Japanese-Patent No. 2005-320408 may be sufficient.

  The use of the container using the polymer material of the present invention may contain foods, 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 using the polymer material 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 other performances. May be. 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 using the polymeric material 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 case where the polymer material of the present invention is used for a paint and a coating film will be described. The coating material using the polymer material of the present invention may be a coating material composed of any component as long as it contains a compound represented by any one of the general formulas (1) to (7). For example, a urethane resin system, an amino alkyd resin system, an epoxy resin system, a silicone resin system, a fluororesin system, 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, examples of the transparent resin component include polyvinyl chloride and polyvinyl acetate. 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 intended use of the paint using the polymer material of the present invention may be any application. 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 automobile, JP-A 6-1945, painted steel sheet 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 coating material using the polymer material of the present invention is generally composed of a coating material (including a transparent resin component as a main component) and an ultraviolet absorber, but preferably 0 to 20% by mass of the ultraviolet absorber based on the resin. Composition. 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 using the polymer material of the present invention is a coating film containing an ultraviolet absorber composed of the compound represented by any one of the general formulas (1) to (7), and the above-described polymer material of the present invention. It is the coating film formed using the coating material using this.

  The case where the polymer material of the present invention is used for ink will be described. The ink using the polymer material of the present invention may be any form of ink as long as it contains a compound represented by any one of the general formulas (1) to (7). 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 using the polymer material 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 case where the polymer material of the present invention is used for fibers will be described. The fiber using the polymer material of the present invention may be a fiber made of any kind of polymer substance as long as it contains a compound represented by any one of the general formulas (1) to (7). . For example, polyphenylene sulfide fibers described in JP 2002-322360 A, JP 2006-265770 A, JP 7-76580 A, JP 2001-348785 A, JP 2003-41434 A, JP Polyamide fiber described in 2003-239136, epoxy fiber described in WO03 / 2661 pamphlet, aramid fiber described in JP-A-10-251981, polyurethane fiber described in JP-A-6-228816, special table Examples thereof include cellulose fibers described in JP-A-2005-517822.

  The fiber using the polymer material of the present invention may be produced by any method. For example, as described in JP-A-6-228818, a polymer containing a compound represented by any one of the general formulas (1) to (7) may be processed into a fiber shape. It is represented by any one of the above general formulas (1) to (7) with respect to a fiber processed as described in JP-A-5-9870, JP-A-8-188921 and JP-A-10-1587. The treatment may be performed using a solution containing the compound to be obtained. You may process using a supercritical fluid like Unexamined-Japanese-Patent No. 2002-212884 and Unexamined-Japanese-Patent No. 2006-16710.

  The fiber using the polymer material 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 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. 10-165045. 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 case where the polymer material of the present invention is used as a building material will be described. The building material using the polymer material of the present invention may be a building material made of any kind of polymer substance as long as it contains a compound represented by any one of the general formulas (1) to (7). . For example, the vinyl chloride type described in JP-A-10-6451, the olefin type described in JP-A-10-16152, the polyphenylene ether type described in JP-A-2003-49065, and the like can be mentioned.

  The building material using the polymer material of the present invention may be produced by any method. For example, as described in JP-A-8-269850, a material containing a compound represented by any one of the general formulas (1) to (7) may be used to form a desired shape. As described in JP-A-10-205056, a material containing a compound represented by any one of the general formulas (1) to (7) may be laminated and formed, for example, in JP-A-8-151457. As described, a coating layer using a compound represented by any one of the general formulas (1) to (7) may be formed. For example, as described in JP-A-2001-172531, the general formula may be used. You may form by coating the coating material containing the compound represented by any of (1)-(7).

  The building material using the polymer material 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 Articles, Japanese Patent Application Laid-Open Nos. 10-6451, 10-16152, and 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 case where the polymer material of the present invention is used for a recording medium will be described. The recording medium using the polymer material of the present invention may be any one as long as it contains a compound represented by any one of the general formulas (1) to (7). 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.

  The case where the polymer material of the present invention is used for an image display device will be described. The image display device using the polymer material of the present invention may be any one as long as it contains a compound represented by any one of the general formulas (1) to (7). 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 case where the polymer material of the present invention is used for a solar cell cover will be described. 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 using the polymer material of the present invention may be made of any kind of polymer. For example, polyester described in JP-A-2006-310461, thermosetting transparent resin described in JP-A-2006-257144, α-olefin polymer described in JP-A-2006-210906, JP-A-2003-168814 Polypropylene described in the gazette, polyethersulfone described in JP 2005-129713 A, acrylic resin described in JP 2004-227843 A, transparent fluororesin described in JP 2004-168057 A, and the like. Can be mentioned.

  The solar cell cover using the polymer material of the present invention may be produced 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 using the polymer material of 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 case where the polymer material of the present invention is used for a glass coating will be described. As long as the glass film using the polymer material of the present invention and the glass using the glass film contain the compound represented by any one of the general formulas (1) to (7), Form may be sufficient. Moreover, you may use for any use. For example, heat ray blocking glass described in JP-A-5-58670 and JP-A-9-52738, wind glass described in JP-A-7-48145, coloring described in JP-A-8-157232, JP-A-10-45425, and 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, ultraviolet heat ray-shielding glass for automobiles described in JP-A-7-237936, and exterior described in JP-A-7-267682. Stained glass for water-repellent ultraviolet red described in JP-A-7-291667 Line-absorbing glass, glass for vehicle head-up display device described in JP-A-7-257227, dimming / heat-insulating multi-layer window described in JP-A-7-232938, JP-A-5-78147, JP-A-7-61835, JP-A-8 UV-infrared cut glass described in JP-A No. 217486, JP-A-6-127974, UV-cut glass described in JP-A No. 7-53241, UV-infrared absorption glass for windows described in JP-A No. 8-165146, and ultraviolet rays for windows described in JP-A No. 10-17336 Blocking antifouling film, translucent panel for cultivation room described in JP-A-9-67148, UV-infrared absorbing low-transmitting glass described in JP-A-10-114540, low-reflectance low-transmitting glass described in JP-A-11-302037, JP An edge light device described in 2000-16171, a rough surface-formed plate glass described in JP-A 2000-44286, Laminated glass for display described in 2000-103655, glass with a conductive film described in JP-A-2000-133987, anti-glare glass described in JP-A-2000-191346, UV-infrared absorbing medium transmitting glass described in JP-A 2000-7371, As described in JP 2000-143288, a window glass for privacy protection vehicle glass, an anti-fogging vehicle glass described in JP 2000-239045, a glass for paving material described in JP 2001-287777, and JP 2002-127310 A. Glass plate having water droplet adhesion preventing property and heat ray blocking property, ultraviolet / infrared absorbing bronze glass described in JP-A-2003-342040, laminated glass described in W001 / 0197748, glass with ID identification function described in JP-A-2004-43212, JP-A-2005 Optics for PDP described in -70724 Examples thereof include a filter and a skylight described in JP-A-2005-105751. The glass film containing the compound represented by any one of the general formulas (1) to (7) 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 of the present invention 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 materials and environmental measures" (CMC Corporation, 2000), H.C. Zweifel edition “Plastics Additives Handbook 5th Edition” (Hanser Publishers) 238-244, Katsura Tadahiko “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 JP2003-237825A, light shielding evaluation described in JP2003-20966, whiteness evaluation using L ^* a ^* b ^* color system color difference formula, Evaluation of yellowing using the color difference ΔEa ^* b ^* in the sample after exposure for each wavelength after the xenon light described in JP-A-2002-68322 is dispersed, UV absorption after UV 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 irradiation with fluorescent lamp described in JP-A-239910, filling with salad oil described in JP-A-9-86570 Evaluation of peroxide value and color tone of oil after exposure to fluorescent lamp on bottle, evaluation of absorbance difference after irradiation with chemical lamp 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 sunshine weatherometer described in JP-A-7-216152, bending strength evaluation, described in JP-A-5-139434 Examples include light shielding ratio evaluation and peroxide production amount evaluation in kerosene.

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 to a film on a quartz slide described in JP-T-2004-520284, color density after exposure to a fluorescent lamp in a wax, UV lamp, and CIE L ^* a ^* b ^* Evaluation using color difference ΔEa ^* b ^* in color coordinates, Hue evaluation after exposure using a metal weather resistance 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 ^* , sun Evaluation of glossiness after exposure using a shine carbon arc light source, evaluation using a color difference ΔEa ^* b ^* after exposure using a metal weathering 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 after exposure using a QUV weather resistance tester described in JP 2001-59068 A Evaluation using ΔEa ^* b ^* , evaluation of gloss retention, gloss after exposure using a sunshine weatherometer described in JP-A No. 2001-115080, JP-A No. 6-49368, and JP-A No. 2001-262056 Retention rate evaluation, JP-A-8-324576, JP-A-9-12924, JP-A-9-169950, JP-A-9-24 Appearance evaluation after exposure using a sunshine weatherometer on a coated plate described in Japanese Patent No. 1534, JP-A-2001-181558, and after exposure using a sunshine weatherometer described in JP-A-2000-186234 Gloss retention rate, lightness value change evaluation, appearance evaluation of coating film deterioration state after exposure to Ducycle WOM for coating film described in JP-A-10-298493, UV of coating film described in JP-A-7-26177 Evaluation of transmittance, evaluation of UV blocking rate of coating film described in JP-A-7-3189, JP-A-9-263729, and evaluation of coating film using sunshine weatherometer described in JP-A-6-1945 Dew panel light control weather described in Japanese Patent Application Laid-Open No. 6-313148 Evaluation of rust generation after exposure using a heater, strength evaluation of concrete against painted formwork after outdoor exposure described in JP-A-6-346022, color difference after outdoor exposure described in JP-A-5-185031 Evaluation using ΔEa ^* b ^* , cross-cut adhesion evaluation, surface appearance evaluation, gloss retention evaluation after outdoor exposure described in JP-A-5-78606, carbon arc light source described in JP-A-2006-63162 And yellowing degree (ΔYI) evaluation after exposure using s.

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 Chalking evaluation and discoloration evaluation, JP-A-11-199808, JP-A-8-108 The printed matter after xenon fade meter exposure described in 50 JP evaluation using the CIE ^L * ^a * ^{b *} color differences in the color coordinates ΔEa ^* b ^*, using a carbon arc light source described in JP-A-7-164729 For example, reflectivity evaluation after exposure.

  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 fibers and fiber products 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 Evaluation, JP-T 2003-528974, JP-T 2005-517822, JP-A 8-8 No. -20579, UV protection coefficient (UPF) evaluation, JP-A-6-228818, Evaluation of discolored gray scale after exposure using a high-temperature fade meter as described in JP-A-7-324283, JP-A-7-196331, JP-A-7-18854, and JP-A-7-289097 Appearance evaluation after outdoor 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. Is given.

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 CPS, Appearance evaluation after exposure using Eye Super UV tester, Absorbance evaluation after exposure, Chromaticity after exposure, Color difference evaluation, CIE L ^* after exposure using metal hydride light source 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- Haze value change evaluation after exposure using a sunshine weather meter described in Japanese Patent No. 254345, Japanese Patent Application Laid-Open No. 2003-221606, Evaluation of elongation retention using a tensile tester after exposure, evaluation of ultraviolet transmittance after immersion in a solvent described in JP-A No. 2002-161158, visual evaluation of appearance after exposure using an eye super UV tester, JP Gloss rate change evaluation after the QUV test described in JP-A No. 2002-226774, gloss retention evaluation after exposure using a sunshine weatherometer described in JP-A No. 2001-172531, JP-A No. 11-300088 Evaluation using color difference ΔEa ^* b ^* after exposure to ultraviolet light using the black light blue fluorescent lamp described, evaluation of adhesion retention after exposure using a cove con acceleration tester described in JP-A-10-205056, ultraviolet light Evaluation of barrier properties, appearance evaluation after outdoor exposure (JIS-A1410) described in JP-A-8-207218 and JP-A-9-183159 , Total light transmittance 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 And 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.

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, Fading 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 described in the report, evaluation of color density retention after exposure using a xenon weather meter, C after exposure using a fade meter described in JP-A-2002-367227 / N evaluation, fog density evaluation after exposure to a fluorescent lamp described in JP-A-2001-249430, optical reflection density evaluation after exposure using a fluorescent lamp described in JP-A-9-95055, erasability evaluation, Color difference ΔE ^* evaluation 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 Evaluation of organic EL element color conversion characteristics retention rate described in Japanese Patent Application Laid-Open No. 2000-223271, and xenon fading tester described in Japanese Patent Application Laid-Open No. 2005-189645 The organic EL display luminance measurement evaluation after the exposure is mentioned.

  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 coating film adhesion evaluation, Japanese Patent Application Laid-Open No. 2001-214121, Japanese Patent Application Laid-Open No. 2001-2001 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.

Moreover, the polymer material of the present invention containing the compound represented by any one of the general formulas (1) to (7) can also be used as a cosmetic preparation.
Cosmetic preparations using the polymer material of the present invention containing the compound represented by any one of the general formulas (1) to (7) are, for example, creams, gels, lotions, alcoholic and aqueous / alcoholic solutions. In the embodiments of emulsions, wax / fat compositions, stick formulations, powders or ointments, as further auxiliaries and additives, mild surfactants, overfat agents, pearlescent waxes, consistency regulators, thickeners, Polymers, silicone compounds, fats, waxes, stabilizers, biogenic active ingredients, deodorant active ingredients, anti-dandruff agents, film-forming agents, swelling agents, further UV light protection factors, antioxidants, hydrotropic agents In addition, preservatives, insect repellents, self-tanning agents, solubilizers, perfume oils, coloring agents, antibacterial agents and the like may be included.

  Substances suitable for use as the overfat agent include, for example, lanolin and lecithin, polyoxyethylenated or acrylated lanolin and lecithin derivatives, polyol fatty acid esters, monoglycerides and fatty acid alkanolamides, the fatty acid alkanolamides simultaneously Can act as a bubble stabilizer.

  Examples of said suitable mild surfactants, in other words surfactants that are particularly well tolerated by the skin, include fatty alcohol polyglycol ether sulfates, monoglyceride sulfates, mono and / or di-alkyl sulfos. Succinate, fatty acid isethionate, fatty acid sarcosinate, fatty acid tauride, fatty acid glutamate, α-olefin sulfonic acid, ether carboxylic acid, alkyl oligoglucoside, fatty acid glucamide, alkyl amide betaine and / or protein fatty acid condensation product, the protein The fatty acid condensation product is preferably based on wheat protein.

  Examples of the pearl essence wax include: alkylene glycol ester, especially ethylene glycol distearate; fatty acid alkanolamide, especially coco fatty acid diethanolamide; partial glyceride, especially stearic acid monoglyceride; unsubstituted or hydroxy-substituted polycarboxylic acid Of fatty alcohols having 6 to 22 carbon atoms, in particular long-chain esters of tartaric acid; fatty substances such as fatty alcohols, fatty ketones, fatty aldehydes, fatty ethers having a total number of at least 24 carbon atoms and Fatty carbonates, in particular laurone and distearyl ether; fatty acids such as stearic acid, hydroxystearic acid or behenic acid, olefin epoxides having 12 to 22 carbon atoms, 12 to 22 Fatty alcohols or ring-opening products with polyols having a 2 to 15 carbon atoms and 2 to 10 hydroxyl groups having atom, and mixtures thereof are preferred.

  Examples of the consistency regulator include fatty alcohols or hydroxy fatty alcohols having 12 to 22, preferably 16 to 18 carbon atoms, as well as partial glycerides, fatty acids and hydroxy fatty acids. Preference is given to mixtures of such substances with alkyl oligoglucosides of the same chain length and / or fatty acid N-methylglucamide or polyglycerol poly-12-hydroxystearate. Suitable said thickeners are, for example, Aerosil type (hydrophilic silicic acid), polysaccharides, in particular xanthan gum, guar gum, agar, alginate and tyroses, carboxymethylcellulose and hydroxymethylcellulose, and also relatively high molecular weight Fatty acid mono- and di-esters of polyethylene glycols, polyacrylic acid (eg Carbopol® from Goodrich or Synthalen® from Sigma), polyacrylamide, polyvinyl alcohol and polyvinylpyrrolidone, surfactants E.g. polyoxyethylene fatty acid glycerides, fatty acid esters with polyol esters such as pentaerythritol or trimethylolpropane, restriction Polyoxyethylene fatty alcohol ethers having a homologue distributions, alkyl oligoglucosides, as well as sodium chloride or an electrolyte such as ammonium chloride.

  As examples of such polymers, suitable cationic polymers are, for example, cationic cellulose derivatives, such as quaternized hydroxymethylcellulose, cationic starch, diallyl, available under the name polymer JR400® from Amerchol. Copolymers of ammonium salts and acrylamides, quaternized vinyl pyrrolidone / vinyl imidazole polymers such as Luvicat® (BASF), condensation products of polyglycols and amines, quaternized collagen polypeptides such as Lauryldimonium hydroxypropyl hydrolyzed collagen (Lamequat® L / Gruenau), quaternized wheat polypeptide, polyethyleneimine, cationic silicone polymers such as amide methicone, adipic acid and di Copolymers with tilaminohydroxypropyldiethylenetriamine (Cartaretin® / Sandoz), copolymers of acrylic acid with dimethyldiallylammonium chloride (Merquat® 550 / Chemviron), eg FR-A-2252840 Polyaminopolyamides and their crosslinked water-soluble polymers as described, optionally dispersed as microcrystals, for example, cationic chitin derivatives of quaternized chitosan; dihaloalkyls such as dibromobutane, bisdialkylamines such as bisdimethyl Condensation products with amino-1,3-propane, cationic guar gums, eg Celanese Jaguar® C-17, Jaguar® C-16, quaternized ammonium salt polymers , For example Miranol of Mirapol (registered trademark) A-15, Mirapol (registered trademark) AD-1, Mirapol (registered trademark) is AZ-1.

  Examples of anionic, zwitterionic, amphoteric and nonionic polymers include vinyl acetate / crotonic acid copolymer, vinyl pyrrolidone / vinyl acrylate copolymer, vinyl acetate / butyl maleate / isobornyl acrylate copolymer Polymers, methyl vinyl ether / maleic anhydride copolymers and their esters, polyacrylic acid crosslinked with uncrosslinked polyacrylic acid and polyols, acrylamidopropyltrimethylammonium chloride / acrylate copolymers, octylacrylamide / methyl methacrylate / methacrylic acid tert-Butylaminoethyl / 2-hydroxypropyl methacrylate copolymer, polyvinylpyrrolidone, vinylpyrrolidone / vinyl acetate copolymer, vinylpyrrolidone / dimethylaminoethyl methacrylate / vinyl capro Kutamu terpolymer, and cellulose ethers and silicones is preferably induced by case.

  Suitable silicone compounds include, for example, dimethylpolysiloxane, methylphenylpolysiloxane, cyclic silicone, and amino-, fatty acid-, alcohol-, polyether-, epoxy-, fluorine-, glycoside- and / or alkyl-modified. The silicone compound may be in liquid or resin form at room temperature. Also suitable is simethicone, which is a mixture of dimethicone having an average chain length of 200 to 300 dimethylsiloxane units and silicate hydride. In addition, Cosm. Toil. The volatile silicone described in 91, 27 (1976) is also suitable.

  Examples of said fats include glycerides, which include inter alia bead wax, carnauba wax, candelilla wax, montan wax, paraffin wax, hydrogenated castor oil and optionally hydrophilic waxes such as cetylstearyl alcohol or Fatty acid esters or microwaxes that are solid at room temperature mixed with partial glycerides are preferred. Metal salts of fatty acids such as stearic acid or magnesium ricinoleate, aluminum, or zinc may be used as the stabilizer.

  Examples of the active ingredient of the biological origin include tocopherol, tocopherol acetate, tocopherol palmitate, ascorbic acid, deoxyribonucleic acid, retinol, bisabolol, allantoin, phytantriol, panthenol, AHA acid, amino acid, ceramide, pseudoceramide, Essential oils, plant extracts, and vitamin complexes are preferred.

As the deodorant active ingredient, for example, an antiperspirant such as aluminum chlorohydrate (see J. Soc. Cosm. Chem. 24, 281 (1973)) is preferable. For example, the aluminum chlorohydrate corresponding to the formula Al ₂ (OH) ₅ Cl · 2.5H ₂ O is Ho
It is marketed under the registered trademark Locron® of echst AG, Frankfurt (FRG), and its use is particularly preferred (see J. Pharm. Pharmacol. 26, 531 (1975)). In addition to the chlorohydrate, hydroxy aluminum acetate and acidic aluminum / zirconium salts can also be used. An esterase inhibitor may be added as a further deodorant active ingredient. Such inhibitors are preferably trialkyl citrates such as trimethyl citrate, tripropyl citrate, triisopropyl citrate, tributyl citrate, in particular triethyl citrate (Hydagen® CAT, Henkel KGaA, Dusseldorf / FRG), which inhibits enzyme activity and thereby suppresses odor formation. Further substances considered as esterase inhibitors are sulfuric acid or phosphate sterols such as sulfuric acid or lanosterol phosphate, cholesterol, campesterol, stigmasterol and sitosterol, dicarboxylic acids and their esters such as glutaric acid, glutaric acid monoethyl ester Glutaric acid diethyl ester, adipic acid, adipic acid monoethyl ester, adipic acid diethyl ester, malonic acid and malonic acid diethyl ester, and hydroxycarboxylic acid and its esters such as citric acid, malic acid, tartaric acid or tartaric acid diethyl ester . Antimicrobial active ingredients that affect the bacterial flora, kill the sweat-degrading bacteria or inhibit their growth can likewise be present in the formulation (especially stick formulations). Examples include chitosan, phenoxyethanol and chlorhexidine gluconate. 5-Chloro-2- (2,4-dichlorophenoxy) phenol (Irgasan®, Ciba Specialty Chemicals) has also proven to be particularly effective.

  As the antiperspirant, for example, climazole, octopirox and zinc pyrithione can be used. Conventional film formers include, for example, chitosan, microcrystalline chitosan, quaternized chitosan, polyvinylpyrrolidone, vinylpyrrolidone / vinyl acetate copolymer, quaternary cellulose derivative polymer containing a high proportion of acrylic acid. , Collagen, hyaluronic acid and its salts, and similar compounds. As swelling agents for the aqueous phase, montmorillonite, clay minerals, pemulene and alkyl-modified type Carbopol (Goodrich) may be used. Further suitable polymers and swelling agents are described in R.A. Cosm. By Lochhead. Toil. 108, 95 (1993).

In the cosmetic preparation using the polymer material of the present invention containing the compound represented by any one of the general formulas (1) to (7), ultraviolet rays are applied to the skin or hair in addition to the primary photoprotective substance. It is also possible to use secondary photoprotective substances of antioxidants that interfere with the photochemical reaction chain that is induced when penetrating the light. Representative examples of such antioxidants are amino acids (eg glycine, histidine, tyrosine, tryptophan) and derivatives thereof, imidazoles (eg urocanic acid) and derivatives thereof, D, L-carnosine, D-carnosine, L- Peptides such as carnosine and derivatives thereof (eg anserine), carotenoids, carotenes (eg α-carotene, β-carotene, lycopene) and derivatives thereof, chlorogenic acid and derivatives thereof, lipoic acid and derivatives thereof (eg dihydrolipoic acid), gold thiols Glucose, propylthiouracil and other thiols such as thioredoxin, glutathione, cysteine, cystine, cystamine, and its glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, butyl, lauryl, palmitoyl, Oleyl, γ-linoleyl, cholesteryl and glyceryl esters) and salts thereof, dilauryl thiodipropionate, distearyl thiodipropionate, thiodipropionic acid and derivatives thereof (esters, ethers, peptides, lipids, nucleotides, nucleosides and salts) And sulphoximine compounds (e.g., buthionine sulphoximine, homocysteine sulphoximine, buthionine sulphones, penta-, hexa-, hepta-thionine sulphoximine) with very low tolerance , As well as (metal) chelating agents (eg α-hydroxy fatty acids, palmitic acid, phytic acid, lactoferrin), α-hydroxy acids (eg citric acid, lactic acid, malic acid), humic acid, bile acids, bile extracts, bili Bottles, biliverdin, EDTA, EGTA and derivatives thereof, unsaturated fatty acids and derivatives thereof (eg γ-linolenic acid, linoleic acid, oleic acid), folic acid and derivatives thereof, ubiquinone and ubiquinol and derivatives thereof, vitamin C and derivatives thereof (eg Ascorbyl palmitate, magnesium ascorbyl phosphate, ascorbyl acetate), tocopherol and its derivatives (eg, vitamin E acetate), vitamin A and derivatives (eg, vitamin A palmitate), and benzoin coniferyl benzoate, rutinic acid and its derivatives, α-glycosyl rutin, ferulic acid, furfurylidene glucitol, carnosine, butylhydroxytoluene, butylhydroxyanisole, resinous nordihydroguaiaretic acid, nor Hydroguayretic acid, trihydroxybutyrophenone, uric acid and its derivatives, mannose and its derivatives, superoxide dismutase, N- [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionyl] sulfanilic acid ( And salts thereof (eg disodium salt), zinc and derivatives thereof (eg ZnO, ZnSO ₄ ), selenium and derivatives thereof (eg selenium methionine), stilbene and derivatives thereof (eg stilbene oxide, trans-stilbene oxide) and Suitable derivatives of the active ingredient according to the invention (salts, esters, ethers, sugars, nucleotides, nucleosides, peptides and lipids). Mention may also be made of HALS (= “hindered amine light stabilizers”) compounds. The amount of antioxidant present is 0.001 to 30% by weight, preferably 0.01 to 3% by weight, based on the weight of the UV absorber.

  Hydrotropic agents such as ethanol, isopropyl alcohol or polyols can also be used to improve flowability. The polyols considered for that purpose preferably have 2 to 15 carbon atoms and at least 2 hydroxy groups.

Said polyols may contain further functional groups, in particular amino groups, and / or may be modified with nitrogen. Typical examples are as follows:
-Glycerin;
An alkylene glycol, such as ethylene glycol, diethylene glycol, propylene glycol, butylene glycol, hexylene glycol and polyethylene glycol having an average molecular weight of 100 to 1000 Da;
An industrial oligoglycerin mixture having a degree of intrinsic condensation of 1.5 to 10, for example an industrial diglycerin mixture having a diglycerin content of 40 to 50% by weight;
-Methylol compounds, such as in particular trimethylolethane, trimethylolpropane, trimethylolbutane, pentaerythritol and dipentaerythritol;
Lower alkyl glucosides, especially those having 1 to 8 carbon atoms in the alkyl group, for example methyl and butyl glucoside;
A sugar alcohol having 5 to 12 carbon atoms, such as sorbitol or mannitol;
-Sugars having 5 to 12 carbon atoms, such as glucose or saccharose;
Amino sugars such as glucamine; and dialcohol amines such as diethanolamine or 2-amino-1,3-propanediol.

  Suitable preservatives include, for example, phenoxyethanol, formaldehyde solutions, parabens, pentanediol or sorbic acid and preservatives listed in Schedule 6, Parts A and B of the Cosmetics Regulations.

  Examples of the perfume oil include a mixture of natural and / or synthetic aromatic substances. Natural fragrances are, for example, from flowers (lily, lavender, rose, jasmine, neroli, ylang ylang), from stems and leaves (geranium, patchouli, petitgren), from fruits (anise, coriander, fennel, nezu), From fruit peel (bergamot, lemon, orange), from roots (Mace, Angelica, Celery, Cardamom, Costas, Iris, Shobu), from trees (Pine Tree, Sandalwood, Guayak Tree, Cedar Tree, Rosewood), From herbs and grasses (tarragon, lemongrass, sage, thyme), needles and twigs (spruce, pine, red pine, pine), resins and balsam (galvanum, elemi, benzoin, myrrh, frankincense, opopanax) It is an extract. Mention may also be made of animal raw materials such as civet and castrium. Typical synthetic aromatic substances include, for example, products of esters, ethers, aldehydes, ketones, alcohols or hydrocarbons.

  Aromatic compounds of esters include, for example, benzyl acetate, phenoxyethyl isobutyrate, p-tert-butylcyclohexyl acetate, linalyl acetate, dimethylbenzylcarbyl acetate, phenylethyl acetate, linalyl benzoate, benzyl formate, ethyl glycinate Methyl phenyl, allyl cyclohexyl propionate, styryl propionate and benzyl salicylate. Examples of ethers include benzyl ethyl ether; examples of aldehydes include linear alkanals having 8 to 18 hydrocarbon atoms, citral, citronellal, citronellyloxyacetaldehyde, cyclamenaldehyde, hydroxycitrone Examples include ketones such as ionones, α-isomethylionone, and methyl cedryl ketone; examples of alcohols include anethole, citronellol, eugenol, isoeugenol, and geraniol. , Linalool, phenylethyl alcohol and terpinol; carbohydrates mainly include terpenes and balsams. It is preferred to use a mixture of various fragrances that together produce an attractive scent. Mainly used as an aromatic component, relatively low volatility ether oils such as sage oil, chamomile oil, clove oil, melissa oil, cinnamon leaf oil, lime flower oil, juniper oil, vetiver oil, Milk perfume oil, galvanum oil, labolanum oil and lavandin oil are also suitable as perfume oils. Bergamot oil, dihydromyrsenol, lyial, rilal, citronellol, phenylethyl alcohol, α-hexylcinnamaldehyde, geraniol, benzylacetone, cyclamenaldehyde, linalool, boisambrene forte, ambroxan, indole, hezion, Sandelice, lemon oil, tangerine oil, orange oil, allyl amyl glycolate, cyclovertal, lavandine oil, mascatel sage oil, β-damascone, bourbon geranium oil, cyclohexyl salicylate, vertofix coeur , Iso-E-Super, Fixolide NP, Evanil, Ira Preferably, ludein gamma, phenylacetate, geranyl acetate, benzyl acetate, rose oxide, romillat, irotyl and floramat are used alone or mixed with each other.

  See, for example, the publication “Kosmetschie Farbemittel”, Verlag Chemie, Weinheim, 1984, published by Farbstoffcommunication der Deutschen Forschungsgemeinschaft. Substances suitable and approved for cosmetic purposes, such as edited in 81-106, may be used as colorants. The colorant is usually used at a concentration of 0.001 to 0.1% by weight based on the total mixture.

  Examples of the antibacterial agent include 2,4,4′-trichloro-2′-hydroxydiphenyl ether, chlorohexidine (1,6-di (4-chlorophenylbiguanide) hexane) or TCC (3,4,4′-trichloro). And a preservative having a specific action against Gram-positive bacteria such as carbanilide). Many aromatic substances and ether oils also have antibacterial properties.

  Typical examples are the active ingredients eugenol, menthol and thymol in clove oil, mint oil and thyme oil. A relevant natural deodorant is terpene alcohol farnesol (3,7,11-trimethyl-2,6,10-todecatrien-1-ol) present in lime flower oil. Glycerol monolaurate has also been proven to be a bacteriostatic agent. The amount of additional antibacterial agent present is usually 0.1-2% by weight, based on the solid content of the formulation.

Cosmetic preparations using the polymer material of the present invention include an antifoaming agent such as silicone, a structural substance such as maleic acid, a solubilizer such as ethylene glycol, propylene glycol, glycerin or diethylene glycol, latex, Opacifying agents such as styrene / PVP or styrene / acrylamide copolymers, complexing agents such as EDTA, NTA, β-alanine diacetic acid or phosphonic acid, propane / butane mixtures, N ₂ O, dimethyl ether, CO ₂ , N ₂ Or propellants such as air, so-called couplers such as oxidative dye precursors, and developer components, thioglycolic acid and its derivatives, reducing agents such as thiolactic acid, cysteamine, thiomalic acid or α-mercaptoethanesulfonic acid, or excess Hydrogen oxide, potassium bromide or sodium bromide, etc. It can include an oxidizing agent.

  As said insect repellent, for example N, N-diethyl-m-toluamide, 1,2-pentanediol or repellent 3535 are considered; suitable self-tanning agents are for example dihydroxyacetone, erythrulose or dihydroxyacetone and erythrulose And a mixture.

Cosmetic formulations using the polymeric material of the present invention can be included in various cosmetic preparations. For example, the following preparations are particularly preferred:
-Skin care preparations, for example skin cleansing and cleansing preparations in the form of tablets or liquid soaps, synthetic detergents or cleaning pastes;
Bath preparations such as liquids (foam baths, milk, shower preparations) or solid bath preparations such as bath cubes and bath salts;
-Skin care preparations such as skin emulsions, multi-emulsions or skin oils;
-Cosmetic personal care preparations such as facial makeup in the form of a day cream or powder cream, white (powder or solid), blusher or cream make-up, eye care preparations such as eye shadow preparations, mascara, eyeliner, eye Cream or eye-fix cream; lip care preparations such as lipsticks, lip glosses, lip contour pencils; nail care preparations such as nail lacquers, nail lacquer removers, nail hardeners or cuticle removers;
-Foot care preparations such as foot baths, foot powders, foot creams or foot balsams, special deodorants and antiperspirants or octopus preparations;
-Light protection preparations such as sun milk, lotions, creams or oils, sunblocks or tropicals, pretanning preparations or after-sun preparations;
-Skin tanning preparations, eg self-tanning creams;
-Decolorizing preparations, for example preparations for bleaching the skin, or whitening preparations;
-Insect repellents such as insect repellent oils, lotions, sprays or sticks;
-Deodorants such as deodorizing sprays, pump sprays, deodorant gels, sticks or roll-on;
An antiperspirant, such as an antiperspirant stick, cream or roll-on;
-Preparations for cleansing and caring for damaged skin, such as synthetic detergents (solid or liquid), peeling or scrub preparations or peeling masks;
-Hair removal preparations as chemicals (hair removal), eg hair removal powders, liquid hair removal preparations, hair removal preparations in the form of creams or pastes, hair removal preparations in gel form or aerosol foams;
-Shaving preparations such as shaving soap, foam shaving cream, non-foamed shaving cream, foams and gels, pre-shave preparations for dry shaving, aftershave or aftershave lotion;
-Fragrance preparations, such as fragrances (eau de cologne, eau de tore, eau de parphane, parfant aret, parphane), fragrance oils or fragrance creams; and-cosmetic hair treatment preparations, such as shampoos and conditioners Hair care preparations, eg pre-treatment preparations, hair tonics, styling creams, styling gels, pomades, hair rinses, treatment packs, strong hair treatments, hair structuring preparations, eg hair wave preparations for permanent waves (hot waves , Mild wave, cold wave), hair straightening preparation, liquid setting preparation, hair foam, hair spray, bleach preparation, eg hydrogen peroxide solution, lightning Pooh, bleaching creams, bleaching powder, bleaching paste or oil, temporary, semi-permanent hair color or permanent hair color, natural hair color, such as preparations or henna or chamomile, including the auto-oxidation dye.

Each of the preparations listed above can be in various forms, for example:
In the form of liquid preparations such as W / O, O / W, O / W / O, W / O / W or PIT emulsions and all types of microemulsions,
-In the form of a gel,
-In the form of oil, cream, milk or lotion,
-In the form of powder, lacquer, tablets or make-up,
-In the form of a stick,
-In the form of a spray (spray containing propellant gas or pump spray) or aerosol,
It may be present in the form of a foam or in the form of a paste.

  The cosmetic preparation using the polymer material of the present invention should be an agent blended in cosmetics in the form of encapsulating the ultraviolet absorber represented by any one of the general formulas (1) to (7) in microcapsules. Is also preferable. In some cases, a method of reducing the influence on the human body by encapsulating the functional component or increasing the stability of the compound is used. In particular, it is used as a method for stably using a light-sensitive component such as an ultraviolet absorber, and a commercially available product can be used as “Shirasoma (trade name of Seiwa Kasei Co., Ltd.)”. In the commercially available material, a silicone-resinized polypeptide comprising a silicone part and a polypeptide part obtained by hydrolyzing collagen, silk protein or the like is used as a microencapsulation material (membrane material). No. 2001-106612). The material to be encapsulated may be any material such as a natural polymer or a synthetic polymer, and it is preferable to use a naturally derived polymer such as collagen, gelatin, dextrin, or DNA. Moreover, the ultraviolet absorber represented by either of the said General formula (1)-(7) used for this invention from the part which exposed to light by providing photoresponsiveness to a capsule raw material (film | membrane material). It can also be released. In this case, since the absorbent contacts the skin only when necessary, it is preferable as a method for reducing the irritation to the skin as much as possible and maintaining the absorbent stably.

  In the cosmetic preparation using the polymer material of the present invention, a particularly preferred embodiment of the cosmetic preparation for the skin is a light protection preparation such as milk, lotion, cream, oil, sun block or tropical, Tanning preparations or after-sun preparations, and skin tanning preparations such as self-tanning creams. Of particular interest are sun protect creams, sun protect lotions, sun protect oils, sun protect milks, and sun protect preparations in the form of sprays.

  In the cosmetic preparation using the polymer material of the present invention, the above-mentioned preparation for hair treatment, particularly a shampoo, a hair-washing preparation in the form of a hair conditioner, is particularly preferable as an embodiment of a cosmetic preparation for hair. Hair care preparations such as pre-treatment preparations, hair tonics, styling creams, styling gels, pomades, hair rinses, treatment packs, strong hair treatments, hair straightening preparations, liquid hair setting preparations, hair foams and hair sprays. Particularly preferred are hair shampoo preparations in the form of shampoos.

The shampoo preferably has the following composition, for example.
UV absorber 0.01-5 mass% represented by any one of the general formulas (1) to (7) used in the present invention, 12.0 mass% sodium laureth-2-sulfate, cocamidopropyl betaine 4 0.0% by weight, sodium chloride 3.0% by weight, and water to 100%.

In the cosmetic preparation using the polymer material of the present invention, in the aspect of the cosmetic preparation for hair, for example, the following hair cosmetic formulations may be used.
a ₁₎ consists of a UV absorbent represented by any one of formulas to be used in the present invention (1) to (7), and _{PEG-6-C 10} oxo alcohols, and sorbitan sesquioleate, water, And any desired quaternary ammonium compound such as 4% mincamidopropyldimethyl-2-hydroxyethylammonium chloride or Quaterium 80, a self-emulsifying raw material formulation,
a ₂ ) composed of an ultraviolet absorber represented by any one of the general formulas (1) to (7) used in the present invention, tributyl citrate, and PEG-20-sorbitan monooleate, water, and A self-emulsifying raw material formulation to which any desired quaternary ammonium compound is added, such as 4% mincamidopropyldimethyl-2-hydroxyethylammonium chloride or Quaterium 80;
b) Quad-doped solutions of ultraviolet absorbers represented by any one of the general formulas (1) to (7) used in the present invention in butyl triglycol and tributyl citrate;
c) A mixture or solution of the ultraviolet absorber represented by any one of the general formulas (1) to (7) used in the present invention with n-alkylpyrrolidone.

  When the polymeric material according to the invention is used as a cosmetic preparation, for example creams, gels, lotions, alcoholic and aqueous / alcoholic solutions, water-containing emulsions, oil-containing emulsions, wax / fat compositions, stick formulations, powders or ointments It can be used by containing. By using the compound represented by any one of the general formulas (1) to (7), it is possible to provide a cosmetic preparation that is excellent in long-wave ultraviolet absorption ability and that can maintain this absorption ability for a long period of time.

  EXAMPLES Hereinafter, although this invention is demonstrated further in detail based on an Example, this invention is not limited to this.

Synthesis example 1
(Preparation of exemplary compound (70))
20.0 g of 3,5-dichloroanthranilic acid was dissolved in 60 ml of N, N-dimethylacetamide. To this solution, 9.9 g of terephthaloyl dichloride was added in portions under ice-cooling and reacted at room temperature for 2 hours. 40 ml of acetic anhydride was added to the mixture and reacted for 2 hours under reflux. After cooling to room temperature, 22.7 g of Exemplified Compound (70) was obtained by filtration and washing with acetone (yield 92%).
MS: m / z 506 (M +)
¹ H NMR (CDCl ₃ ): δ 7.91-7.92 (2H), δ 8.16-8.17 (2H), δ 8.51 (4H)
λmax = 363 nm (EtOAc)

Synthesis example 2
(Preparation of exemplary compound (75))
20.0 g of 3,5-dimethylanthranilic acid was dissolved in 150 ml of N, N-dimethylacetamide, and 12.3 g of terephthaloyl dichloride was added in portions to this solution under ice-cooling and reacted at room temperature for 2 hours. 40 ml of acetic anhydride was added to the mixture and reacted for 2 hours under reflux. After cooling to room temperature, 24.4 g of Exemplified Compound (75) was obtained by filtration and washing with acetone (yield 95%).
MS: m / z 424 (M +)
¹ H NMR (CDCl ₃ ): δ 2.47 (6H), δ 2.66 (6H), δ 7.54 (2H), δ 7.92 (2H), δ 8.45 (4H)
λmax = 361 nm (EtOAc)

Synthesis example 3
(Preparation of Exemplified Compound (94))
20.0 g of 3,5-dichloroanthranilic acid was dissolved in 60 ml of N, N-dimethylacetamide, and 10.2 g of 2,5-thiophenedicarbonyl dichloride was added in portions under ice cooling to this solution, and the mixture was stirred at room temperature for 2 hours. Reacted. 40 ml of acetic anhydride was added to the mixture and reacted for 2 hours under reflux. After cooling to room temperature, 23.0 g of Exemplified Compound (94) was obtained by filtration and washing with acetone (yield 93%).

Synthesis example 4
(Preparation of exemplary compound (130))
60 ml of N, N-dimethylacetamide was added to 20.0 g of 4,5-dimethoxyanthranilic acid. To this mixture, 10.3 g of terephthaloyl dichloride was added in portions under ice cooling, and the mixture was reacted at room temperature for 2 hours. 60 ml of acetic anhydride was added to the mixture and reacted for 2 hours under reflux. After cooling to room temperature, 23.0 g of Exemplified Compound (130) was obtained by filtration and washing with acetone (yield 93%).
MS: m / z 488 (M +)
¹ H NMR (CDCl ₃ ): δ 4.03-4.07 (12H), δ 7.17 (2H), δ 7.59 (2H), δ 8.42 (4H)
λmax = 372 nm (EtOAc)

Synthesis example 5
(Preparation of exemplary compound (138))
60 ml of N, N-dimethylacetamide was added to 20.0 g of 4,5-dimethoxyanthranilic acid, and 12.8 g of 2,6-naphthalenedicarbonyl dichloride was added in portions under ice cooling to this mixture, and the mixture was stirred at room temperature for 2 hours. Reacted. 60 ml of acetic anhydride was added to the mixture and reacted for 2 hours under reflux. After cooling to room temperature, 25.9 g of Exemplified Compound (138) was obtained by filtration and washing with acetone (yield 95%).

Synthesis Example 6
(Preparation of exemplary compound (145))
60 ml of N, N-dimethylacetamide was added to 20.0 g of 4,5-dimethoxyanthranilic acid, and 10.6 g of 2,5-thiophenedicarbonyl dichloride was added in portions to this mixture under ice cooling. The reaction was allowed to proceed for 2 hours at room temperature. 60 ml of acetic anhydride was added to the mixture and reacted for 2 hours under reflux. After cooling to room temperature, 23.1 g of Exemplified Compound (145) was obtained by filtration and washing with acetone (yield 92%).
MS: m / z 494 (M +)
¹ H NMR (CDCl ₃ ): δ 4.01-4.05 (12H), δ 7.09 (2H), δ 7.57 (2H), δ 7.92 (2H)
λmax = 401 nm (EtOAc)

(Create film)
A pellet of polyethylene terephthalate having an intrinsic viscosity of 0.78 dried at 170 ° C. for 6 hours and the exemplified compound (70) were mixed and charged into an extruder. Melt kneading was performed at a melting temperature of 280 ° C. to obtain ultraviolet absorber-containing pellets. The pellets and polyethylene terephthalate were mixed and melt kneaded at 280 ° C. to obtain a film having a thickness of 100 μm. In the same manner, films were prepared for the exemplified compound (75), the exemplified compound (94), the exemplified compound (130), the exemplified compound (138), the exemplified compound (145), and the comparative compounds A and B. The prepared films were each irradiated with a xenon lamp so that the illuminance was 170,000 lux, and the surface shape of each film after 1000 hours of irradiation was confirmed. As a result, Exemplified Compound (70) and Exemplified Compound (75) of the present invention The film containing Exemplified Compound (94), Exemplified Compound (130), Exemplified Compound (138), Exemplified Compound (145) had a good surface shape without bleed out, but contained Comparative Compounds A and B. The film bleeded out and became white and dirty.

1 mg of the exemplified compound (70) was dissolved in 100 ml of ethyl acetate to prepare a sample solution. Similarly, sample solutions were prepared for the exemplary compound (75), exemplary compound (94), exemplary compound (130), exemplary compound (138), exemplary compound (145), and comparative compounds A and B. The absorbance of each sample solution was measured in a 1 cm quartz cell using a spectrophotometer UV-3600 (trade name) manufactured by Shimadzu Corporation. The cell in which this sample solution was sealed was irradiated with a xenon lamp from which the UV filter had been removed so that the illuminance was 170,000 lux, and the residual amount of each compound after irradiation for 2 days was measured. The remaining amount was calculated according to the following formula.
Residual amount (%) = 100 × (100−transmittance after irradiation) / (100−transmittance before irradiation)
The transmittance is a value measured at the maximum absorption wavelength of each compound. The results are shown in Table 1.

  As is clear from the results in Table 1, the film containing the compound of the present invention is more ultraviolet light than the film containing comparative compounds A and B (existing UV absorbers having absorption in the UV-A region). It was found that the residual rate of the absorbent was high and was not easily decomposed by light irradiation. From this, it was found 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.

Claims (10)

A polymer material comprising a compound represented by the following general formula (1) in a polymer substance.

[In the formula, Ar ¹ represents a 1 to 10-valent 5- to 20-membered aromatic residue. The aromatic residue may contain a hetero atom. However, when m ¹ is 2, Ar ¹ is p-phenylene, a 5- to 20-membered hydrocarbon aromatic residue that forms a ring with 10 or more divalent carbon atoms, and a divalent 5 to 20 It is a membered heterocyclic residue. Ar ¹ may have a substituent.
The ring bonded to Ar ¹ may have a double bond at any position.
X ^1a and X ^1b each independently represent a hetero atom. X ^1a and X ^1b may have a substituent.
Y ¹ represents a monovalent substituent.
n ¹ represents an integer of 2 to 4.
m ¹ represents an integer of 1 to 10. ] The polymer material according to claim 1, wherein the compound represented by the general formula (1) is a compound represented by the following general formula (2).

[Wherein Ar ² has the same meaning as Ar ^{1 in} formula (1).
Y ² has the same meaning as Y ^{1 in the} general formula (1).
n ² has the same meaning as n ^{1 in the} general formula (1).
m ² has the same meaning as m ^{1 in the} general formula (1). ] The polymer material according to claim 2, wherein the compound represented by the general formula (2) is a compound represented by the following general formula (3).

[In the formula, Ar ³ represents p-phenylene, a 5- to 20-membered hydrocarbon aromatic residue that forms a ring with 10 or more divalent carbon atoms, and a divalent 5- to 20-membered heterocyclic ring. Represents a residue. Ar ³ may contain a heteroatom and may have a substituent.
Y ³ has the same meaning as Y ^{2 in the} general formula (2).
n ³ has the same meaning as n ^{2 in the} general formula (2). ] The polymer material according to claim 3, wherein the compound represented by the general formula (3) is a compound represented by the following general formula (4).

[Wherein Y ⁴ has the same meaning as Y ^{3 in} formula (3).
n ⁴ has the same meaning as n ^{3 in the} general formula (3). ] The polymer material according to claim 4, wherein the compound represented by the general formula (4) is a compound represented by the following general formula (5).

[Wherein, Y ^5a , Y ^5b , Y ^5c and Y ^5d have the same ^meanings as Y ^{4 in the} general formula (4). ] 6. The polymer material according to claim 5, wherein the compound represented by the general formula (5) is a compound represented by the following general formula (6).

[ ^Wherein , Y ^6a , Y ^6b , Y ^6c and Y ^6d each independently represent an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, an alkoxy group having 10 or less carbon atoms, hydroxy Represents a group or a halogen atom. ] The polymer material according to claim 6, wherein the compound represented by the general formula (6) is a compound represented by the following general formula (7).

[ ^Wherein , Y ^7a , Y ^7b , Y ^7c and Y ^7d each independently represent a halogen atom. ]   The polymer material according to any one of claims 1 to 7, wherein the polymer substance is a polyacrylic ester, a polycarbonate, or a polyester.   The polymer material according to claim 8, wherein the polymer substance is polyester.   The polymer material according to claim 9, wherein the polymer substance is polyethylene terephthalate.