JP2020056010A - Polymer - Google Patents

Abstract

To provide a polymer having high degradable properties to specific light such as UV, and has a weight average molecular weight reduction effect by light decomposition.SOLUTION: A polymer is composed of a polyester containing one or more unit comprising a diol having a nitrophenylene structure and a long-chain aliphatic diol in the main chain of the polymer.SELECTED DRAWING: None

Description

  The present invention relates to a polymer having a repeating unit that is decomposable with respect to light having a specific wavelength. The composition containing the polymer has a decomposability with respect to light of a specific wavelength, and the property of the polymer changes before and after light irradiation. It can be used as an active catalyst.

  In recent years, there has been an increasing need for easily dismantled adhesives, pattern forming agents capable of forming fine patterns, and photolatent catalysts having excellent storage stability in order to reduce the burden on the environment and reduce costs.

  Patent Document 1 discloses a method for producing a photodegradable polymer compound having an o-nitrobenzyl group. Patent Literature 2 discloses a pattern forming method including a step of chemically modifying a surface to be processed of an object using a photodegradable coupling agent having an o-nitrobenzyl group. Patent Document 3 discloses a pattern forming method including a step of chemically modifying a surface to be processed of an object using a photodegradable coupling agent having a coumarin group.

JP 2007-131710 A JP 2017-120342 A JP 2017-160257 A

  However, the existing technologies have problems that the sensitivity of photolysis is low and the effect of reducing the molecular weight by photolysis is small.

  It is an object of the present invention to provide a polymer, a photolytic resin, a composition, a photolabile adhesive, a patterning agent, and a photolatent catalyst which can solve the above-mentioned problems.

  Means for Solving the Problems The present inventors have conducted intensive studies in order to conclude the above-mentioned problems as follows, and achieved the above-mentioned problems by providing the following [1] to [20].

[1] A polymer having at least one structural unit selected from the group consisting of structures represented by the following general formulas (Iα), (Iβ), (Iγ) and (Iδ).

(Wherein, R ¹ represents a hydrogen atom or a methyl group;
R ² , R ³ and R ⁴ each independently represent a hydrogen atom, a nitrile group, a hydrocarbon group having 1 to 30 carbon atoms, a group having 2 to 30 carbon atoms containing a heterocyclic ring, or a halogen atom;
One or more of the hydrogen atoms in the groups represented by R ² , R ³ and R ⁴ is a hydrocarbon group having 1 to 30 carbon atoms or a group having 2 to 30 carbon atoms containing a heterocycle. May be substituted with a halogen atom, nitro group, cyano group, hydroxyl group, amino group, carboxyl group, methacryloyl group, acryloyl group, epoxy group, vinyl group, mercapto group, isocyanate group or carboxyl group,
One or more of the methylene groups in the groups represented by R ² , R ³ and R ⁴ may be substituted by -O- or -S- under the condition that these are not adjacent to each other;
X ¹ represents a single bond or a methylene group,
Y ¹ is a hydrocarbon group having 1 to 30 carbon atoms, a group having 2 to 30 carbon atoms containing a heterocyclic ring, -O-, -O-CO-, -O-CO-O-,-(CH _{2) n -O -, - O-} (CH 2) n -O- or -O- _{(CH 2) n} -, it represents, n represents an integer of 1 to 12,
One or more of the hydrogen atoms in the group represented by Y ¹ is a hydrocarbon group having 1 to 30 carbon atoms, a group having 2 to 30 carbon atoms containing a heterocycle, a halogen atom, or a nitro group. May be substituted with a cyano group, hydroxyl group, amino group, carboxyl group, methacryloyl group, acryloyl group, epoxy group, vinyl group, mercapto group, isocyanate group or carboxyl group,
Y ¹ by one or two or more are methylene groups in the group represented ^{is, -O -, - S -,} - NR 19 -, - CO -, - CO-O -, - O-CO -, - O-CO-O-, -CH = CH- or -C≡C- may be substituted under non-adjacent conditions;
R ¹⁹ represents a hydrogen atom or a hydrocarbon group having 1 to 30 carbon atoms,
When the polymer contains a plurality of structural units represented by (Iα), a plurality of R ¹ , R ² , R ³ , R ⁴ , X ¹ and Y ¹ may be the same or different,
* Represents a bond. )

（式中、Ｒ^５は、水素原子又はメチル基を表し、
Ｒ^６、Ｒ^７及びＲ^８は、それぞれ独立に、水素原子、ニトリル基、炭素原子数１〜３０の炭化水素基、複素環を含有する炭素原子数２〜３０の基又はハロゲン原子を表し、
Ｒ^６、Ｒ^７及びＲ^８で表される基中の水素原子の１つ又は２つ以上は、炭素原子数１〜３０の炭化水素基、複素環を含有する炭素原子数２〜３０の基、ハロゲン原子、ニトロ基、シアノ基、水酸基、アミノ基、カルボキシル基、メタアクリロイル基、アクリロイル基、エポキシ基、ビニル基、メルカプト基、イソシアネート基又はカルボキシル基で置換される場合があり、
Ｒ^６、Ｒ^７及びＲ^８で表される基中のメチレン基の１つ又は２つ以上は、−Ｏ−又は−Ｓ−に、これらが隣り合わない条件で置換される場合があり、
Ｘ^２は単結合又はメチレン基を表し、
Ｙ^２は、炭素原子数１〜３０の炭化水素基、複素環を含有する炭素原子数２〜３０の基、−Ｏ−、−Ｏ−ＣＯ−、−Ｏ−ＣＯ−Ｏ−、−（ＣＨ_２）_ｎ−Ｏ−、−Ｏ−（ＣＨ_２）_ｎ−Ｏ−又は−Ｏ−（ＣＨ_２）_ｎ−、を表し、ｎは１〜１２の整数を表し、
Ｙ^２で表される基中の水素原子の１つ又は２つ以上は、炭素原子数１〜３０の炭化水素基、複素環を含有する炭素原子数２〜３０の基、ハロゲン原子、ニトロ基、シアノ基、水酸基、アミノ基、カルボキシル基、メタアクリロイル基、アクリロイル基、エポキシ基、ビニル基、メルカプト基、イソシアネート基又はカルボキシル基で置換される場合があり、
Ｙ^２で表される基中のメチレン基の１つ又は２つ以上は、−Ｏ−、−Ｓ−、−ＮＲ^１９−、−ＣＯ−、−ＣＯ−Ｏ−、−Ｏ−ＣＯ−、−Ｏ−ＣＯ−Ｏ−、−ＣＨ＝ＣＨ−又は−Ｃ≡Ｃ−に、これらが隣り合わない条件で置換される場合があり、
Ｒ^１９は、水素原子又は炭素原子数１〜３０の炭化水素基を表し、
重合体が（Iβ）で表される構成単位を複数含む場合、複数存在するＲ^５、Ｒ^６、Ｒ^７、Ｒ^８、Ｘ^２及びＹ^２は同一であってもよく、異なっていてもよく、
＊は結合手を表す。）

(Wherein, R ⁵ represents a hydrogen atom or a methyl group,
R ⁶ , R ⁷ and R ⁸ each independently represent a hydrogen atom, a nitrile group, a hydrocarbon group having 1 to 30 carbon atoms, a group having 2 to 30 carbon atoms containing a heterocyclic ring, or a halogen atom;
One or more of the hydrogen atoms in the groups represented by R ⁶ , R ⁷ and R ⁸ is a hydrocarbon group having 1 to 30 carbon atoms or a group having 2 to 30 carbon atoms containing a heterocycle. May be substituted with a halogen atom, nitro group, cyano group, hydroxyl group, amino group, carboxyl group, methacryloyl group, acryloyl group, epoxy group, vinyl group, mercapto group, isocyanate group or carboxyl group,
One or more of the methylene groups in the groups represented by R ⁶ , R ⁷ and R ⁸ may be substituted with -O- or -S- under the condition that these are not adjacent to each other;
X ² represents a single bond or a methylene group;
Y ² is a hydrocarbon group having 1 to 30 carbon atoms, a group having 2 to 30 carbon atoms containing a heterocyclic ring, —O—, —O—CO—, —O—CO—O—, — (CH _{2) n -O -, - O-} (CH 2) n -O- or -O- _{(CH 2) n} -, it represents, n represents an integer of 1 to 12,
One or more hydrogen atoms in the group represented by Y ² are a hydrocarbon group having 1 to 30 carbon atoms, a group having 2 to 30 carbon atoms containing a heterocycle, a halogen atom, and a nitro group. May be substituted with a cyano group, hydroxyl group, amino group, carboxyl group, methacryloyl group, acryloyl group, epoxy group, vinyl group, mercapto group, isocyanate group or carboxyl group,
Y ² In one or more elements of the methylene groups in the group represented ^{is, -O -, - S -,} - NR 19 -, - CO -, - CO-O -, - O-CO -, - O-CO-O-, -CH = CH- or -C≡C- may be substituted under non-adjacent conditions;
R ¹⁹ represents a hydrogen atom or a hydrocarbon group having 1 to 30 carbon atoms,
When the polymer contains a plurality of structural units represented by (Iβ), a plurality of R ⁵ , R ⁶ , R ⁷ , R ⁸ , X ² and Y ² may be the same or different. ,
* Represents a bond. )

(Wherein, R ⁹ represents a hydrogen atom or a methyl group,
R ¹⁰ , R ¹¹ and R ¹² each independently represent a hydrogen atom, a nitrile group, a hydrocarbon group having 1 to 30 carbon atoms, a group having 2 to 30 carbon atoms containing a heterocyclic ring, or a halogen atom;
One or more of the hydrogen atoms in the groups represented by R ¹⁰ , R ¹¹ and R ¹² is a hydrocarbon group having 1 to 30 carbon atoms or a group having 2 to 30 carbon atoms containing a heterocycle. May be substituted with a halogen atom, nitro group, cyano group, hydroxyl group, amino group, carboxyl group, methacryloyl group, acryloyl group, epoxy group, vinyl group, mercapto group, isocyanate group or carboxyl group,
One or more of the methylene groups in the groups represented by R ¹⁰ , R ¹¹ and R ¹² may be substituted by -O- or -S- under the condition that these are not adjacent to each other;
X ³ represents a single bond or a methylene group,
Y ³ is a hydrocarbon group, carbon atoms containing heterocyclic 2-30 group having a carbon number of 1~30, -O -, - O- CO -, - O-CO-O -, - (CH _{2) n -O -, - O-} (CH 2) n -O- or -O- _{(CH 2) n} -, it represents, n represents an integer of 1 to 12,
One or more of the hydrogen atoms in the group represented by Y ³ is a hydrocarbon group having 1 to 30 carbon atoms, a group having 2 to 30 carbon atoms containing a heterocycle, a halogen atom, or a nitro group. May be substituted with a cyano group, hydroxyl group, amino group, carboxyl group, methacryloyl group, acryloyl group, epoxy group, vinyl group, mercapto group, isocyanate group or carboxyl group,
Y ³ in one or more elements of the methylene groups in the group represented ^{is, -O -, - S -,} - NR 19 -, - CO -, - CO-O -, - O-CO -, - O-CO-O-, -CH = CH- or -C≡C- may be substituted under non-adjacent conditions;
R ¹⁹ represents a hydrogen atom or a hydrocarbon group having 1 to 30 carbon atoms,
When the polymer contains a plurality of structural units represented by (Iγ), a plurality of R ⁹ , R ¹⁰ , R ¹¹ , R ¹² , X ³ and Y ³ may be the same or different. ,
* Represents a bond. )

(Wherein, R ¹³ , R ¹⁴ , R ¹⁵ , R ¹⁶ , R ¹⁷ and R ¹⁸ each independently represent a hydrogen atom, a nitrile group, a hydrocarbon group having 1 to 30 carbon atoms, or a carbon atom containing a heterocyclic ring. Represents a group having 2 to 30 atoms or a halogen atom,
One or more of the hydrogen atoms in the groups represented by R ¹³ , R ¹⁴ , R ¹⁵ , R ¹⁶ , R ¹⁷ and R ¹⁸ contain a hydrocarbon group having 1 to 30 carbon atoms and a heterocyclic ring. Substituted with a halogen atom, nitro group, cyano group, hydroxyl group, amino group, carboxyl group, methacryloyl group, acryloyl group, epoxy group, vinyl group, mercapto group, isocyanate group or carboxyl group May be
One or more of the methylene groups in the groups represented by R ¹³ , R ¹⁴ , R ¹⁵ , R ¹⁶ , R ¹⁷ and R ¹⁸ are the condition that these are not adjacent to —O— or —S— May be replaced by
Y ⁴ is a hydrocarbon group having 1 to 30 carbon atoms, a group having 2 to 30 carbon atoms containing a heterocyclic ring, —O—, —O—CO—, —O—CO—O—, — (CH _{2) n -O -, - O-} (CH 2) n -O- or -O- _{(CH 2) n} -, it represents, n represents an integer of 1 to 12,
One or more of the hydrogen atoms in the group represented by Y ⁴ is a hydrocarbon group having 1 to 30 carbon atoms, a group having 2 to 30 carbon atoms containing a heterocyclic ring, a halogen atom, a nitro group, Group, cyano group, hydroxyl group, amino group, carboxyl group, methacryloyl group, acryloyl group, epoxy group, vinyl group, mercapto group, may be substituted with isocyanate group or carboxyl group,
Y ⁴ in one or more methylene groups in the group represented ^{is, -O -, - S -,} - NR 19 -, - CO -, - CO-O -, - O-CO -, - O-CO-O-, -CH = CH- or -C≡C- may be substituted under non-adjacent conditions;
R ¹⁹ represents a hydrogen atom or a hydrocarbon group having 1 to 30 carbon atoms,
When the polymer contains a plurality of structural units represented by (Iδ), a plurality of R ¹³ , R ¹⁴ , R ¹⁵ , R ¹⁶ , R ¹⁷ , R ¹⁸ and Y ⁴ may be the same or different. May be
* Represents a bond. )

[2] The polymer according to [1], which has a structural unit represented by the above general formula (Iα), (Iβ), (Iγ) or (Iδ) in the main chain of the polymer, is obtained by photolysis. It is preferable because the molecular weight of the polymer is efficiently reduced.

[3] ^Y 1 in formula (I.alpha), the ^{Y 3} of (Iβ) ^{Y 2} or (Iγ), -O -, - O-CO -, - O-CO-O -, - (CH 2 _{) n -O -, - O- (} CH 2) n -O- or -O- _{(CH 2) n} - and is, n is an integer from 1 to 12, according to [1] or [2] Polymers are preferred because they have high compound stability and excellent photodegradability by specific light.

[4] One or more structural units selected from the group consisting of the structural units represented by the general formulas (Iα), (Iβ), (Iγ) and (Iδ), and the following general formulas (IIα) and (IIβ) ), The polymer according to any one of [1] to [3], which has at least one structural unit selected from the group consisting of structures represented by (IIγ) and (IIδ), It is preferable because storage stability is excellent in the range.

(Wherein, Z ¹ represents a hydrocarbon group having 1 to 30 carbon atoms or a group having 2 to 30 carbon atoms containing a heterocyclic ring;
One or more hydrogen atoms in the group represented by Z ¹ are a hydrocarbon group having 1 to 30 carbon atoms, a group having 2 to 30 carbon atoms containing a heterocyclic ring, a halogen atom, and a nitro group. May be substituted with a cyano group, hydroxyl group, amino group, carboxyl group, methacryloyl group, acryloyl group, epoxy group, vinyl group, mercapto group, isocyanate group or carboxyl group,
One or two or more methylene groups in the group represented by Z ^{1 is, -O -, - S -,} - NR 21 -, - CO -, - CO-O -, - O-CO -, - O-CO-O-, -CH = CH- or -C≡C- may be substituted under non-adjacent conditions;
R ²¹ represents a hydrogen atom or a hydrocarbon group having 1 to 30 carbon atoms,
When the polymer contains a plurality of structural units represented by (IIα), a plurality of Z ¹ may be the same or different,
* Represents a bond. )

(Wherein, Z ² represents a hydrocarbon group having 1 to 30 carbon atoms or a group having 2 to 30 carbon atoms containing a heterocyclic ring;
One or more of the hydrogen atoms in the group represented by Z ² is a hydrocarbon group having 1 to 30 carbon atoms, a group having 2 to 30 carbon atoms containing a heterocycle, a halogen atom, or a nitro group. May be substituted with a cyano group, hydroxyl group, amino group, carboxyl group, methacryloyl group, acryloyl group, epoxy group, vinyl group, mercapto group, isocyanate group or carboxyl group,
One or two or more methylene groups in the group represented by Z ^{2 is, -O -, - S -,} - NR 21 -, - CO -, - CO-O -, - O-CO -, - O-CO-O-, -CH = CH- or -C≡C- may be substituted under non-adjacent conditions;
R ²¹ represents a hydrogen atom or a hydrocarbon group having 1 to 30 carbon atoms,
When the polymer contains a plurality of structural units represented by (IIβ), the plurality of Z ² may be the same or different,
* Represents a bond. )

(Wherein, Z ³ represents a hydrocarbon group having 1 to 30 carbon atoms or a group having 2 to 30 carbon atoms containing a heterocyclic ring;
One or more of the hydrogen atoms in the group represented by Z ³ is a hydrocarbon group having 1 to 30 carbon atoms, a group having 2 to 30 carbon atoms containing a heterocycle, a halogen atom, a nitro group. May be substituted with a cyano group, hydroxyl group, amino group, carboxyl group, methacryloyl group, acryloyl group, epoxy group, vinyl group, mercapto group, isocyanate group or carboxyl group,
Z ³ in one or more elements of the methylene groups in the group represented ^{is, -O -, - S -,} - NR 21 -, - CO -, - CO-O -, - O-CO -, - O-CO-O-, -CH = CH- or -C≡C- may be substituted under non-adjacent conditions;
R ²¹ represents a hydrogen atom or a hydrocarbon group having 1 to 30 carbon atoms,
When the polymer contains a plurality of structural units represented by (IIγ), a plurality of Z ³ may be the same or different,
* Represents a bond. )

(In the formula, each Z ⁴ independently represents a hydrocarbon group having 1 to 30 carbon atoms or a group having 2 to 30 carbon atoms containing a heterocyclic ring;
Z ⁴ with one or more hydrogen atoms in the group represented is a hydrocarbon group having 1 to 30 carbon atoms, groups of 2 to 30 carbon atoms containing heterocycle, a halogen atom, a nitro group May be substituted with a cyano group, hydroxyl group, amino group, carboxyl group, methacryloyl group, acryloyl group, epoxy group, vinyl group, mercapto group, isocyanate group or carboxyl group,
Z ⁴ with one or two or more methylene groups in the group represented ^{is, -O -, - S -,} - NR 21 -, - CO -, - CO-O -, - O-CO -, - O-CO-O-, -CH = CH- or -C≡C- may be substituted under non-adjacent conditions;
R ²¹ represents a hydrogen atom or a hydrocarbon group having 1 to 30 carbon atoms,
When the polymer includes a plurality of structural units represented by (IIδ), a plurality of Z ⁴ may be the same or different,
* Represents a bond. )

[5] The polymer according to [4], comprising a structural unit represented by the general formula (Iα) and a structural unit represented by the general formula (IIα).

[6] R ² , R ³ and R ⁴ in the general formula (Iα) represent a hydrogen atom,
In the general formula (IIα), Z ¹ represents an alkylene group having 2 to 12 carbon atoms, an arylene group having 6 to 10 carbon atoms or a group having 2 to 30 carbon atoms containing an aromatic heterocyclic ring; ] The polymer according to [1].

[7] The polymer according to [4], comprising a structural unit represented by the general formula (Iβ) and a structural unit represented by the general formula (IIα).

[8] R ⁷ in the general formula (Iβ) represents an alkoxy group having 1 to 30 carbon atoms,
[7] The polymer according to [7], wherein Z ¹ in the general formula (IIα) represents an alkylene group having 2 to 12 carbon atoms or an arylene group having 6 to 10 carbon atoms.

[9] The polymer according to [4], having a structural unit represented by the general formula (Iδ) and a structural unit represented by the general formula (IIα).

[10] R ¹³ and R ^{15 to} R ¹⁸ in the general formula (Iδ) represent a hydrogen atom,
In the general formula (IIα), Z ¹ represents an alkylene group having 2 to 12 carbon atoms, an arylene group having 6 to 10 carbon atoms or a group having 2 to 30 carbon atoms containing an aromatic heterocyclic ring, [9 ] The polymer according to [1].

[11] The ratio of the total of the structural units represented by the general formulas (Iα), (Iβ), (Iγ) and (Iδ) is 10% by mass or more based on the polymer [1] to [10]. The polymer according to any one of (1) to (4) is preferable because the molecular weight of the polymer is efficiently reduced by photolysis, more preferably 20% by mass or more, and particularly preferably 30 to 60% by mass. It is preferable because physical properties such as solvent solubility, melting point, and mechanical strength are well balanced with photodegradability.

[12] The polymer according to any one of [1] to [11], which has a weight average molecular weight of 1,000 to 500,000, has a solvent solubility, a melting point, a mechanical strength and the like before and after photolysis. From the viewpoint of workability, 5,000 to 100,000 are particularly preferred from the viewpoint of greatly changing properties.

[13] A photolytic resin containing the polymer according to any one of [1] to [12].

[14] A composition containing the photolytic resin according to [13].

[15] An easily dismantling adhesive containing the composition according to [14].

[16] A pattern forming agent containing the composition according to [14].

[17] A photolatent catalyst comprising the composition according to [14] and an active species.

[18] A method for decomposing a photodecomposable resin, comprising a step of irradiating the photodecomposable resin with active energy rays according to [14].

[19] A method for decomposing a photolytic resin, comprising a step of irradiating the photolytic resin according to [13] with light-emitting diode light.

[20] A method for decomposing a composition according to [14], comprising irradiating the composition with light-emitting diode light.

  ADVANTAGE OF THE INVENTION According to this invention, the decomposability with respect to specific light, such as UV, is high, and the polymer with a large weight average molecular weight reduction effect by photolysis can be provided. By using the compound of the present invention, it is possible to obtain an excellent photolabile adhesive, a pattern forming agent and a photolatent catalyst.

  Hereinafter, preferred embodiments of the present invention will be described in detail.

<Polymer>
The polymer of the present invention has at least one structural unit selected from the group consisting of the structures represented by (Iα), (Iβ), (Iγ) and (Iδ).

Carbonization of 1 to 30 carbon atoms represented by R ^{2 to} R ⁴ , R ^{6 to} R ⁸ , and R ^{10 to} R ¹⁹ in the above general formulas (Iα), (Iβ), (Iγ) and (Iδ) A hydrogen group, and a hydrocarbon having 1 to 30 carbon atoms which may substitute a hydrogen atom of a group represented by R ^{2 to} R ⁴ , R ^{6 to} R ⁸ , R ^{10 to} R ¹⁸ and Y ^{1 to} Y ^4. The group is not particularly limited, but is preferably an alkyl group having 1 to 30 carbon atoms, an alkenyl group having 2 to 30 carbon atoms, a cycloalkyl group having 3 to 30 carbon atoms, or a cycloalkyl group having 4 to 30 carbon atoms. A cycloalkylalkyl group having 30 carbon atoms, an aryl group having 6 to 30 carbon atoms, an arylalkyl group having 7 to 30 carbon atoms, and the like. Because of its excellent photodegradability, an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, an alkanediyl group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, A cycloalkylalkyl group having 4 to 10 carbon atoms, an aryl group having 6 to 10 carbon atoms, and an arylalkyl group having 7 to 10 carbon atoms are preferable.

  Examples of the alkyl group having 1 to 30 carbon atoms include linear groups such as methyl, ethyl, propyl, butyl, amyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tetradecyl, hexadecyl, octadecyl and icosyl. And a branched alkyl group such as isopropyl, isobutyl, s-butyl, t-butyl, isoamyl, t-amyl, isooctyl, 2-ethylhexyl, t-octyl, isononyl and isodecyl. Examples of the alkyl group having 1 to 10 atoms include linear alkyl groups such as methyl, ethyl, propyl, butyl, amyl, hexyl, heptyl, octyl, nonyl, and decyl, and isopropyl, isobutyl, s-butyl, t-butyl, isoamyl, t-amyl Isooctyl, 2-ethylhexyl, t-octyl, branched alkyl groups such as isononyl and isodecyl.

  The alkenyl group having 2 to 30 carbon atoms may be chain-like or cyclic. When the alkenyl group is a chain, it may be a terminal alkenyl group having an unsaturated bond at the terminal or an internal alkenyl group having an unsaturated bond inside. Examples of the terminal alkenyl group having 2 to 30 carbon atoms include vinyl, 2-propenyl, 3-butenyl, 4-pentenyl, 5-hexenyl and the like. Examples of the internal alkenyl group include 2-butenyl, 3-pentenyl, 2-hexenyl, 3-hexenyl, 2-heptenyl, 3-heptenyl, 4-heptenyl, 3-octenyl, 3-nonenyl, 4-decenyl, 3- Undecenyl and 4-dodecenyl. Examples of the cyclic alkenyl group include 3-cyclohexenyl, 2,5-cyclohexadienyl-1-methyl and 4,8,12-tetradecatrienyl allyl. Examples of the alkenyl group having 2 to 10 carbon atoms include vinyl, 2-propenyl, 3-butenyl, 2-butenyl, 4-pentenyl, 3-pentenyl, 2-hexenyl, 3-hexenyl, 5-hexenyl, -Heptenyl, 3-heptenyl, 4-heptenyl, 3-octenyl, 3-nonenyl, 4-decenyl and the like.

  The cycloalkyl group having 3 to 30 carbon atoms means a saturated monocyclic or polycyclic alkyl group having 3 to 30 carbon atoms. Examples of the saturated monocyclic alkyl group include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, cyclononyl, cyclodecyl, and the like. Examples of the saturated polycyclic alkyl group include adamantyl, decahydronaphthyl, octahydropentalene, bicyclo [1.1.1] pentanyl, and tetradecahydroanthracenyl. Examples of the cycloalkyl group having 3 to 10 carbon atoms include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, cyclononyl, cyclodecyl, adamantyl, decahydronaphthyl, octahydropentalene, and bicyclo [1. 1.1] pentanyl and the like.

  The above-mentioned cycloalkylalkyl group having 4 to 30 carbon atoms means a group having 4 to 30 carbon atoms in which a hydrogen atom of the alkyl group is substituted by a cycloalkyl group. The cycloalkyl group in the cycloalkylalkyl group may be monocyclic or polycyclic. Examples of the cycloalkylalkyl group having 4 to 30 carbon atoms in which the cycloalkyl group is a single ring include cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl, cycloheptylmethyl, cyclooctylmethyl, cyclononylmethyl, and cyclononylmethyl. Cycloalkylmethyl such as cyclodecylmethyl; 2-cyclobutylethyl, 2-cyclopentylethyl, 2-cyclohexylethyl, 2-cycloheptylethyl, 2-cyclooctylethyl, 2-cyclononylethyl, 2-cyclodecylethyl and the like 3-cyclobutylpropyl, 3-cyclopentylpropyl, 3-cyclohexylpropyl, 3-cycloheptylpropyl, 3-cyclooctylpropyl, 3-cyclononylpropyl and 3-cyclo Cycloalkylpropyl such as silpropyl; and cycloalkyl such as 4-cyclobutylbutyl, 4-cyclopentylbutyl, 4-cyclohexylbutyl, 4-cycloheptylbutyl, 4-cyclooctylbutyl, 4-cyclononylbutyl and 4-cyclodecylbutyl. Alkylbutyl, and the like. Examples of the cycloalkylalkyl group having 4 to 20 carbon atoms in which the cycloalkyl group is polycyclic include 3-3-adamantylpropyl and decahydronaphthylpropyl. Examples of the above cycloalkylalkyl group having 4 to 10 carbon atoms include cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl, cycloheptylmethyl, cyclooctylmethyl, cyclononylmethyl, 2-cyclobutylethyl, -Cyclopentylethyl, 2-cyclohexylethyl, 2-cycloheptylethyl, 2-cyclooctylethyl, 3-cyclobutylpropyl, 3-cyclopentylpropyl, 3-cyclohexylpropyl, 3-cycloheptylpropyl, 4-cyclobutylbutyl, -Cyclopentylbutyl, 4-cyclohexylbutyl and the like.

  The aryl group having 6 to 30 carbon atoms may have a single ring structure or may have a condensed ring structure. Further, the aryl group may be a link between a monocyclic aryl group and a monocyclic aryl group, or a link between a monocyclic aryl group and a condensed aryl group. Or a combination of an aryl group having a condensed structure and an aryl group having a condensed structure. Examples of the aryl group having a single ring structure include phenyl and biphenylyl. Examples of the aryl group having a condensed ring structure include naphthyl, anthryl, phenanthrenyl and the like. One or more hydrogen atoms of an aryl group having 6 to 30 carbon atoms may be substituted by a substituent. Examples of the substituent include the above-described alkyl group, alkenyl group, carboxyl group, and halogen atom. Examples of the aryl group having 6 to 30 carbon atoms having a substituent include tolyl, xylyl, ethylphenyl, 4-chlorophenyl, 4-carboxylphenyl, 4-vinylphenyl, 4-methylphenyl, 2,4,6- And a substituted aryl group having a monocyclic structure such as trimethylphenyl. As the aryl group having 6 to 10 carbon atoms, for example, phenyl, tolyl, xylyl, ethylphenyl, naphthyl and the like, and the above-mentioned alkyl group, alkenyl group and carboxyl group, phenyl substituted by one or more with a halogen atom and the like , Biphenylyl, naphthyl, anthryl and the like, for example, 4-chlorophenyl, 4-carboxylphenyl, 4-vinylphenyl, 4-methylphenyl, 2,4,6-trimethylphenyl and the like.

  The above-mentioned arylalkyl group having 7 to 30 carbon atoms means a group having 7 to 30 carbon atoms in which a hydrogen atom of the alkyl group is substituted by the aryl group. For example, benzyl, α-methylbenzyl, α, α-dimethylbenzyl, phenylethyl, naphthylpropyl and the like are mentioned, and the arylalkyl group having 7 to 30 carbon atoms means that a hydrogen atom of the alkyl group is an aryl group. A substituted group having 7 to 30 carbon atoms is meant. For example, benzyl, α-methylbenzyl, α, α-dimethylbenzyl, phenylethyl and the like can be mentioned.

Examples of the hydrocarbon group having 1 to 30 carbon atoms represented by Y ¹ to Y ⁴ in the general formulas (Iα), (Iβ), (Iγ) and (Iδ) include the carbon atoms exemplified for R ^{2 and the} like. A divalent group obtained by removing one hydrogen atom from the hydrocarbon groups of the formulas 1 to 30 is exemplified.

The number of carbon atoms containing a heterocyclic ring represented by R ^{2 to} R ⁴ , R ^{6 to} R ⁸ , and R ^{10 to} R ¹⁸ in the general formulas (Iα), (Iβ), (Iγ) and (Iδ). Carbon containing a heterocyclic ring which may substitute a hydrogen atom of a group represented by R ^{2 to} R ⁴ , R ^{6 to} R ⁸ , R ^{10 to} R ¹⁸ and Y ^{1 to} Y ⁴ , The group having 2 to 30 atoms is not particularly limited, but may be aromatic or aliphatic. Further, the heterocyclic ring may be a single ring or a condensed ring. One or more hydrogen atoms of the heterocyclic group may be substituted with an alkyl group having 1 to 6 carbon atoms.
Examples of the aromatic heterocyclic group include, for example, a monocyclic aromatic heterocyclic ring containing nitrogen and carbon in a ring such as pyrrolyl, pyridyl, pyridylethyl, pyrimidyl, pyridazyl, pyrazolyl, triazyl, triazylmethyl, imidazolyl and triazolyl. A monocyclic aromatic heterocyclic group containing sulfur and carbon in a ring such as thienyl and thiophenyl; a monocyclic aromatic heterocyclic ring containing nitrogen and carbon in a ring such as pyranyl, furyl, furanyl and isothiazolyl A monocyclic aromatic heterocyclic group containing nitrogen, sulfur and carbon such as thiadiazolyl and thiazolyl; a monocyclic aromatic heterocyclic group containing nitrogen, oxygen and carbon such as oxazolyl and isoxazolyl; quinolyl, isoquinolyl, Aromatic heterocyclic groups of condensed rings containing nitrogen and carbon in the ring such as benzoimidazolyl and indolyl; benzofuranyl A condensed ring aromatic heterocyclic group containing nitrogen and oxygen therein; a condensed ring aromatic heterocyclic group containing sulfur and carbon in a ring such as benzothiophenyl; nitrogen and sulfur in a ring such as benzothiazolyl A fused-ring aromatic heterocyclic group containing carbon; and a fused-ring heterocyclic group containing nitrogen, sulfur and oxygen in the ring such as benzoxazolyl.
Examples of the aliphatic heterocyclic group include piperazyl, piperidyl, pyranylethyl, pyrrolidyl, 2-pyrrolidinone-1-yl, 2-piperidone-1-yl, 2,4-dioxyimidazolidin-3-yl and 2,4-diyl A monocyclic aliphatic heterocyclic group containing nitrogen and carbon in a ring such as oxyoxazolidin-3-yl; a monocyclic aliphatic heterocyclic group containing nitrogen, oxygen and carbon in a ring such as morpholinyl; Monocyclic aliphatic heterocyclic groups containing nitrogen, sulfur and carbon in the ring such as morpholinyl; and condensed aliphatic heterocyclic groups containing nitrogen and carbon in the ring such as uroridyl . To be more specific, including a substituent, a group having the following structure may be mentioned.

（上記式中、Ｒはそれぞれ独立して、水素原子又は炭素原子数１〜６のアルキル基を表し、
Ｚは直接結合又は炭素原子数１〜６のアルキレン基を表し、
＊は結合手を表す。）

(In the above formula, each R independently represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms,
Z represents a direct bond or an alkylene group having 1 to 6 carbon atoms,
* Represents a bond. )

  Examples of the alkyl group having 1 to 6 carbon atoms include those having 1 to 6 carbon atoms among those exemplified above as the alkyl group having 1 to 30 carbon atoms.

  Examples of the alkylene group having 1 to 6 carbon atoms include methylene, ethylene, propylene, butylene, pentylene, hexylene and the like.

One or more of the methylene groups in the groups represented by R ² , R ³ , R ⁴ , R ⁶ , R ⁷ , R ⁸ , R ¹⁰ , R ¹¹ and R ¹² are each —O— or —S -, There are cases where these are replaced under non-adjacent conditions. For example, R ² , R ³ , R ⁴ , R ⁶ , R ⁷ , R ⁸ , R ¹⁰ , R ¹¹ and R ¹² represent a hydrocarbon group having 1 to 30 carbon atoms, and When one methylene group in the hydrocarbon group is substituted with —O—, R ² , R ³ , R ⁴ , R ⁶ , R ⁷ , R ⁸ , R ¹⁰ , R ¹¹ and R ¹² are each a carbon atom. It represents a group in which a methylene group in a group represented by the hydrocarbon group of Formulas 1 to 30 has been substituted with -O-. In the present invention, R ² , R ³ , R ⁴ , R ⁶ , R ⁷ , R ⁸ , R ¹⁰ , R ¹¹ or R ¹² is one in which one methylene group in an alkyl group having 2 to 30 carbon atoms is —. It is preferably a group substituted with O-.

In the above general formulas (Iα), (Iβ), (Iγ) and (Iδ), the groups having 2 to 30 carbon atoms containing the heterocyclic ring represented by Y ¹ to Y ⁴ are exemplified by R ^{2 and the} like. A divalent group obtained by removing one hydrogen atom from a heterocyclic ring-containing group having 2 to 30 carbon atoms is exemplified.

One or more of the methylene groups in the groups represented by Y ¹ , Y ² , Y ³ and Y ⁴ are each —O—, —S—, —NR ¹⁹ —, —CO—, and —CO—O —, —O—CO—, —O—CO—O—, —CH ＝ CH— or —C≡C— may be substituted under non-adjacent conditions. For example, Y ¹ , Y ² , Y ³ and Y ⁴ represent a hydrocarbon group having 1 to 30 carbon atoms, and one methylene group in the group represented by the hydrocarbon group having 1 to 30 carbon atoms is when an -O- by being ^{substituted, Y 1, Y 2, Y} 3 and ^{Y 4} is a methylene group in the group represented by a hydrocarbon group having 1 to 30 carbon atoms which is substituted by -O- Represents a group.

In the general formulas (Iα), (Iβ), (Iγ) and (Iδ), halogen atoms represented by R ^{2 to} R ⁴ , R ^{6 to} R ⁸ and R ^{10 to} R ¹⁸ , and R ^{2 to} R ⁴ , A halogen atom which may substitute a hydrogen atom in the groups represented by R ^{6 to} R ⁸ , R ^{10 to} R ¹⁸ and Y ^{1 to} Y ⁴ is any of fluorine, chlorine, bromine and iodine.

  The polymer of the present invention may have a structural unit represented by the above general formula (Iα), (Iβ), (Iγ) or (Iδ) in the main chain, and the molecular weight of the polymer can be efficiently increased by photolysis. Is preferred because it decreases. In the present invention, the main chain of the polymer refers to a portion corresponding to a trunk having the largest number of carbon atoms in the polymer.

^Y 1 in the general formula (I.alpha), the ^{Y 3} of (Iβ) ^{Y 2} or (Iγ), -O -, - O-CO -, - O-CO-O -, - (CH 2) n - _{O -, - O- (CH 2} ) n -O- or _{-O- (CH 2) n -,} - O- (CH2) n - and is, n is 1 to 12, are particularly 3-10 integer Polymers are preferred because they have high compound stability and excellent photodegradability by specific light.

  In the present invention, one or more structural units selected from the group consisting of structural units represented by the above general formulas (Iα), (Iβ), (Iγ) and (Iδ), and the following general formulas (IIα), A polymer having at least one structural unit selected from the group consisting of the structures represented by (IIβ), (IIγ) and (IIδ) is preferable because it has excellent storage stability at room temperature and in a visible light region.

  In the polymer of the present invention, the ratio of the total of the structural units represented by the general formulas (Iα), (Iβ), (Iγ), and (Iδ) is 10% by mass or more based on the polymer. It is preferable because the molecular weight of the polymer is efficiently reduced by decomposition, more preferably 20% by mass or more, and when it is 30 to 60% by mass, physical properties such as solvent solubility, melting point and mechanical strength and light It is particularly preferable because the decomposability is well balanced.

  When the polymer of the present invention has a weight-average molecular weight of 1,000 to 500,000, properties such as solvent solubility, melting point, and mechanical strength before and after photodecomposition change significantly. From the viewpoint, it is particularly preferably from 5,000 to 100,000.

  The polymer of the present invention preferably has a polydispersity [weight-average molecular weight (Mw) / number-average molecular weight (Mn)] of 1 to 2.5 because photodegradability is easily controlled, and particularly preferably 1 to 2.5. 2.0 is preferred.

The number average molecular weight and weight average molecular weight of the polymer can be determined as standard polystyrene equivalent values by gel permeation chromatography (GPC).
The number average molecular weight Mn and the weight average molecular weight Mw are, for example, GPC (LC-2000 plus series) manufactured by JASCO Corporation, the elution solvent is tetrahydrofuran, and the polystyrene standard for the calibration curve is Mw 110000, 707000, 397000, 189000. , 98900, 37200, 13700, 9490, 5430, 3120, 1010, 589 (TSKgel standard polystyrene manufactured by Tosoh Corporation), and the measurement columns were KF-804, KF-803, and KF-802 (manufactured by Showa Denko KK). )).
Also, the measurement temperature can be 40 ° C., and the flow rate can be 1.0 mL / min.

  Among the structures represented by the general formulas (Iα), (Iβ), (Iγ) and (Iδ), a polymer having a structure represented by (Iα) to (Iγ) has excellent photodegradability. Is preferred. (Iα) and (Iβ) are particularly preferred because they are easy to produce and the polymer has excellent storage stability.

Compounds in which the groups represented by R ¹ , R ⁵ , R ⁹ , R ¹⁴ and R ¹⁵ in the above general formulas (Iα), (Iβ), (Iγ) and (Iδ) are hydrogen atoms are polymers. Is particularly preferred because of its excellent storage stability.

R ^{2 to} R ⁴ , R ^{6 to} R ⁸ , R ^{10 to} R ¹² , R ¹³ and R ^{15 to} R ¹⁸ in the general formulas (Iα), (Iβ), (Iγ) and (Iδ). At least one of the groups is a hydrogen atom; a group in which one of methylene groups in an alkyl group having 2 to 30 carbon atoms is substituted with -O-, particularly an alkoxy group; a halogen atom, particularly a fluoro group; a trifluoromethoxy group Or a perfluoroalkyl group such as a trifluoromethyl group; or a nitrile group is preferable because of its excellent photodegradability, and hydrogen is used because it is easy to produce and the polymer is excellent in storage stability. Atoms are particularly preferred.

Compounds in which the groups represented by R ¹ , R ⁵ and R ⁹ in the general formulas (Iα), (Iβ), (Iγ) and (Iδ) are methyl groups may be a photo-decomposed resin and It is preferable because the coloring of the composition is small.

Compounds in which the groups represented by X ^{1 to} X ³ in the above general formulas (Iα), (Iβ), (Iγ) and (Iδ) are single bonds may be hydrogenated because the polymer has excellent storage stability. Atoms are particularly preferred.

In the above general formulas (Iα), (Iβ), (Iγ) and (Iδ), the compound represented by X ^{1 to} X ³ is a methylene group, and the compound of the photodecomposition resin after photolysis and the composition It is preferable because coloring is small.

Hydrogen in a hydrocarbon group having 1 to 30 carbon atoms represented by R ²¹ in the above general formulas (IIα), (IIβ), (IIγ) and (IIδ) and hydrogen in a group represented by Z ^{1 to} Z ⁴ there hydrocarbon group having 1 to 30 carbon atoms in the case of replacing the atom is the same as the hydrocarbon having from 1 to 30 carbons exemplified above R ² or the like.

In the general formulas (IIα), (IIβ), (IIγ) and (IIδ), the hydrocarbon group having 1 to 30 carbon atoms represented by Z ^{1 to} Z ⁴ is a carbon atom exemplified as Y ¹ or the like. The same applies to hydrocarbons of formulas 1 to 30.

In the above general formulas (IIα), (IIβ), (IIγ) and (IIδ), the group represented by Z ^{1 to} Z ⁴ having a carbon atom containing a heterocyclic ring which may substitute for a hydrogen atom in the group having 2 to 2 carbon atoms has 2 to 2 carbon atoms. The group of 30 is the same as the heterocyclic group-containing group having 2 to 30 carbon atoms exemplified for R ² and the like.

The group having 2 to 30 carbon atoms containing a heterocyclic ring represented by Z ^{1 to} Z ⁴ in the general formulas (IIα), (IIβ), (IIγ) and (IIδ) is exemplified by the above Y ^{1 and the} like. This is the same as the above-mentioned heterocyclic group-containing group having 2 to 30 carbon atoms.

One or more of the methylene groups in the groups represented by Z ¹ , Z ² , Z ³ and Z ⁴ are —O—, —S—, —NR ¹⁹ —, —CO—, —CO—O —, —O—CO—, —O—CO—O—, —CH ＝ CH— or —C≡C— may be substituted under non-adjacent conditions. For example, Z ¹ , Z ² , Z ³ and Z ⁴ represent a hydrocarbon group having 1 to 30 carbon atoms, and one methylene group in the group represented by the hydrocarbon group having 1 to 30 carbon atoms is when an -O- by being ^{substituted, Z 1, Z 2, Z} 3 and ^{Z 4} is a methylene group in the group represented by a hydrocarbon group having 1 to 30 carbon atoms which is substituted by -O- Represents a group.

The halogen atom which may substitute a hydrogen atom in the group represented by Z ^{1 to} Z ⁴ in the above general formulas (IIα), (IIβ), (IIγ) and (IIδ) is exemplified by the above R ^{2 and the} like. This is the same as the halogen atom described above.

  Among the structures represented by the general formulas (IIα), (IIβ), (IIγ), and (IIδ), the structures represented by (IIα) and (IIβ) have a large change in physical properties such as molecular weight. preferable.

In the general formulas (IIα), (IIβ), (IIγ) and (IIδ), the groups represented by Z ^{1 to} Z ⁴ are an alkylene group having 2 to 12 carbon atoms and a single alkyl group having 6 to 10 carbon atoms. An arylene group having a ring structure or a condensed structure or an aromatic heterocyclic group having 2 to 30 carbon atoms is preferable. The arylene group having a monocyclic structure having 6 to 10 carbon atoms is preferably a phenylene group. The arylene group having a condensed structure having 6 to 10 carbon atoms is preferably a naphthylene group. The aromatic heterocyclic ring contained in the aromatic heterocyclic ring-containing group having 2 to 30 carbon atoms is preferably a monocyclic aromatic heterocyclic ring, and a monocyclic aromatic heterocyclic group containing nitrogen and carbon in the ring. Or a monocyclic aromatic heterocyclic group containing sulfur and carbon in the ring is more preferred. The group having 2 to 30 carbon atoms containing a monocyclic aromatic heterocyclic group containing nitrogen and carbon in the ring is preferably pyridylene. The group having 2 to 30 carbon atoms containing a monocyclic aromatic heterocyclic group containing sulfur and carbon in the ring is preferably a thiophene group. Examples of the alkylene group having 2 to 12 carbon atoms include linear alkylene groups such as ethylene, n-propylene, n-butylene, n-pentylene, n-hexylene, n-heptylene and n-octylene; and methyl Ethylene, 1-methylpropylene, 2-methylpropylene, 1,2-dimethylpropylene, 1,3-methylpropylene, 1-methylbutylene, 2-methylbutylene, 3-methylbutylene, 2,4-dimethylbutylene and 1, Examples include a branched alkylene group such as 3-dimethylbutylene.

The polymer of the present invention preferably has a structural unit represented by the general formula (Iα) and a structural unit represented by the general formula (IIα). It is also preferable to have a structural unit represented by the general formula (Iβ) and a structural unit represented by the general formula (IIα). It is also preferable to have a structural unit represented by the general formula (Iγ) and a structural unit represented by the general formula (IIα). Further, it is also preferable that the composition has a structural unit represented by the general formula (Iδ) and a structural unit represented by the general formula (IIα).
The polymer of the present invention preferably contains the structural unit represented by the general formula (IIα).

  The polymer of the present invention is suitably copolymerized with a compound having a photodegradable group such as a diol compound having an o-nitrobenzyl structure, a diol compound having a coumarin structure, and a dichloride compound, a dicarboxylic acid compound, or the like as a monomer. It is obtained by doing. The reaction proceeds quickly. A dichloride compound is preferable to a dicarboxylic acid compound because a high molecular weight compound is easily obtained.

  Examples of the diol compound having the o-nitrobenzyl structure include 4-hydroxy-2-nitrobenzenemethanol, 3-chloro-4-hydroxy-2-nitrobenzenemethanol, and 4- (3-hydroxy-2-methylpropoxy). -5-methoxy-2-nitrobenzenemethanol, 4- (3-hydroxy-2-methylpropoxy) -5-methoxy-α-methyl-2-nitrobenzenemethanol, (2-nitro-1,3-phenylene) dimethanol, 2,2 ′-(2-nitro-1,4-phenylene) bis (ethane-1-ol) and the like, and because of excellent photodegradability, (2-nitro-1,3-phenylene) dimethanol and 2,2 ′-(2-Nitro-1,4-phenylene) bis (ethane-1-ol) and the like are preferable.

  Examples of the diol compound having the coumarin structure include 4- (hydroxymethyl) -7- (3-hydroxypropoxy) -2H-chromen-2-one.

Examples of the dichloride compound include thiophene-2,5-dicarbonyl dichloride, naphthalene-2,6-dicarbonyl dichloride, 1,8-octane dicarbonyl dichloride, 1,6-hexane dicarbonyl dichloride, 1,4- Butane dicarbonyl dichloride and the like, a polymer of high molecular weight is obtained, the stability of the polymer, because of excellent photodegradability, 1,8-octane dicarbonyl dichloride, 1,6-hexane dicarbonyl dichloride, 1,4-butanedicarbonyl dichloride and the like are particularly preferred.

  Examples of the dicarboxylic acid compound include thiophene-2,5-dicarboxylic acid, naphthalene-2,6-dicarbonyldicarboxylic acid, 1,6-hexanedicarboxylic acid, 1,4-butanedicarboxylic acid, and 1,8-octane. Examples thereof include dicarboxylic acids and the like, and a polymer having a high molecular weight is obtained. Since the polymer has excellent stability and photodegradability, 1,8-octanedicarboxylic acid, 1,6-hexanedicarboxylic acid, 1,4-hexanedicarboxylic acid, Butanedicarboxylic acid and the like are particularly preferred.

  The method for producing the polymer of the present invention is not particularly limited.For example, a diol compound having an o-nitrobenzyl structure or a diol compound having a coumarin structure and a dichloride compound are mixed in the presence of triethylamine and 4-methylaminopyridine. The polymer of the present invention can be obtained by a known method of reacting the above.

<Photolysis resin>
The polymer of the present invention is useful as a photolytic resin because of its excellent photodegradability. The photodecomposable resin means a polymer which is easily decomposed by an active energy ray such as visible light, ultraviolet light, X-ray, electron beam or high frequency. A polymer that decomposes only with visible light is not preferable because of poor storage stability, and a photodecomposition resin that decomposes with ultraviolet light is preferable because of easy handling.

When the photodecomposable resin is decomposed by ultraviolet rays, the preferred dose is 0.1 to 100 J / cm ² , and more preferably 0.5 to 10 J / cm ² . The photodegradable resin that decomposes at the above irradiation dose has a good balance between storage stability and photodegradability, and can be used in a wide range of applications.

<Composition>
The composition of the present invention may contain the above photodecomposable resin, and is not particularly limited. The photodecomposable resin is 50% by mass in 100 parts by mass of a component having a weight average molecular weight of 1,000 or more contained in the composition. The composition contained above is preferable because of its excellent decomposability.

  Further, the composition of the present invention, if necessary, a polymerizable compound, a polymerization initiator, a coloring agent, an inorganic compound, a latent additive, an organic polymer, a chain transfer agent, a sensitizer, a surfactant, Silane coupling agents, melamine compounds, thermal polymerization inhibitors; plasticizers; adhesion promoters; fillers; defoamers; leveling agents; surface conditioners; antioxidants; ultraviolet absorbers; Conventional additives such as effect promoters, crosslinking agents, and thickeners can be added.

  The composition of the present invention can be used in a wide variety of applications such as easily dismantling adhesives, pattern forming agents, photolatent catalysts, recording media, liquid crystal displays, wiring boards, ink compositions, and dust-proof films. As a use of the product, a photolabile adhesive, a pattern forming agent, and a photolatent catalyst are particularly preferable.

<Easily dismantling adhesive>
The easily dismantled adhesive is not particularly limited as long as it is an adhesive containing a photolytic resin. By using the easily dismantled adhesive, the two kinds of members are bonded together by irradiating a specific active energy ray to the easily dismantleable adhesive layers of the two members once adhered. Can be separated. From the viewpoint of easy operation, a photo-disassembly adhesive which is decomposed by ultraviolet rays is preferable. Further, it is particularly preferable that at least one of the two members is transparent because it transmits light.
The same additives as those of the composition of the present invention can be added to the easily disintegratable adhesive at appropriate times.

<Pattern forming agent>
The pattern forming agent of the present invention contains the photolytic resin of the present invention. The pattern forming agent of the present invention has photolithographic properties. Specifically, after irradiating light through a mask, the pattern forming agent is developed using a developing solution so that a pattern of 1,000 μm or less can be formed by ± 10%. It can be formed with good precision and within reproducibility. By using the pattern forming agent of the present invention, there is an advantage that the acid or the acid generator does not remain in the pattern portion as compared with the conventional method using an acid generator. From the viewpoint of easy operation, a pattern forming agent that is decomposed by ultraviolet rays is preferable. The same additives as those of the composition of the present invention can be appropriately added to the pattern forming agent.

<Photolatent catalyst>
The photolatent catalyst is a catalyst that can provide an active species by irradiating a specific active energy ray. The photolatent catalyst of the present invention includes an active species in the photodecomposable resin of the present invention or the composition of the present invention, and by irradiating a specific active energy ray, the photodecomposable resin is decomposed and encapsulated. Elution of the active species into the system can cause a polymerization reaction or the like. Compared to conventional photopolymerization initiators, etc., it is possible to enclose active species with higher activity, so the photolytic resin has the ability to polymerize instantaneously after decomposition, but has excellent stability during storage There is an advantage that a composition can be formed.

  As the photodecomposition resin used for the photolatent catalyst, those having a weight-average molecular weight of 3,000 to 500,000, which are solid at ordinary temperature and pressure, have low solubility in the active species contained therein, From the viewpoint of workability, 5,000 to 100,000 is particularly preferable.

  The method for producing the photodegradable catalyst is not particularly limited, and examples thereof include a method of kneading the photodegradable resin and the active species, and a method of forming a capsule in which the active species is coated with the photodegradable resin.

<Method of decomposing photodecomposition resin or composition>
The method for decomposing the photodecomposable resin of the present invention or the composition of the present invention will be described. It can be decomposed by irradiating the photodecomposable resin of the present invention or the composition of the present invention with active energy rays. In the step of irradiating the active energy ray, the photolytic resin of the present invention or the composition of the present invention may be directly irradiated, or may be irradiated via a transparent material such as a base material. As the active energy ray, an ultraviolet ray is preferable because of easy handling. Known light sources can be used without particular limitation. It is preferable to use a light emitting diode light source (hereinafter, referred to as “LED light source”) for ease of handling. When an LED light source is used, the wavelength is preferably from 365 to 405 nm, and more preferably from 365 to 395 nm.

  Hereinafter, the present invention will be described with reference to examples, but the present invention is not limited to these examples.

<Production Example 1: Synthesis of 2,2 ′-(2-nitro-1,4-phenylene) bis (ethane-1-ol)>
In a reaction flask equipped with a reflux tube, 4.3 g of 2,2 ′-(2-nitro-1,4-phenylene) diacetate and 26 g of THF were weighed. The mixture was cooled to 5 ° C. with stirring, and 100 mL (90 mmol) of 0.9 mol / L borane-THF complex was slowly dropped. After completion of the dropwise addition, the temperature was returned to room temperature, and the mixture was stirred for 17 hours. After 100 g of methanol cooled to 5 ° C. was added dropwise to the reaction solution, 30 g of water was further added dropwise, followed by stirring. The residue obtained by evaporating the solvent under reduced pressure was added with 35 g of ethyl acetate, and the precipitate was filtered and then separated and purified by silica gel column chromatography (ethyl acetate: hexane = 84: 16) to give a pale yellow powder as described below. 2.5 g (yield 65%) of the desired product was obtained.
1H-NMR of the obtained target product was measured. The spectrum is shown below.
¹ H-NMR (DMSO-d ₆ ) δ / ppm: 7.75 (s, 1H), 7.49 (d, 1H), 7.41 (d, 1H), 4.72 (dt, 2H) , 3.5-3.7 (m, 4H), 2.95 (t, 2H), 2.79 (t, 2H).

<Example 1: Synthesis of polymer N-1>
1.2 g (4.7 mmol) of 3- (4- (hydroxymethyl) -2-methoxy-5-nitrophenoxy) propan-1-ol and triethylamine were placed in a reaction flask equipped with a reflux tube, which was dried and replaced with nitrogen gas. 1.4 g (14 mmol), 0.057 g (0.47 mmol) of 4-dimethylaminopyridine and 24 g of THF were weighed. After cooling to 5 ° C., 1.2 g (4.9 mmol) of sebacoyl chloride dissolved in 5.7 g of THF was slowly added dropwise. After completion of the dropwise addition, the mixture was returned to room temperature, stirred for 3 hours, heated, and reacted under reflux for 4 hours. After cooling the reaction solution to room temperature, the precipitate was filtered, 30 g of methanol was added to the filtrate, and the mixture was stirred for 30 minutes, and then the solvent was removed. After dissolving the residue with 6.0 g of acetone, the residue was added dropwise to 40 g of methanol to collect a precipitate. The precipitate was again dissolved in 4.0 g of acetone, and then added dropwise to 40 g of methanol. The precipitate was recovered in the same manner and dried to obtain 1.0 g of a yellow viscous liquid. When the molecular weight was calculated by GPC measurement, the weight average molecular weight (Mw) was 9,300 and the polydispersity was (Mw / Mn = 1.39). The obtained polymer N-1 had the following structural units in the main chain. The proportion of the structural unit represented by the general formula (Iβ) in the polymer N-1 was 60% by mass, and the proportion of the structural unit having the structure represented by the general formula (IIα) was 40% by mass. Was.
The ratio of the constituent units in the polymer N-1 was calculated from 1H-NMR of the polymer N-1. The following examples were calculated in the same manner.

<Example 2: Synthesis of polymer N-2>
1.3 g (4.9 mmol) of 3- (4- (hydroxymethyl) -2-methoxy-5-nitrophenoxy) propan-1-ol and triethylamine were placed in a reaction flask with a reflux tube which was dried and replaced with nitrogen gas. 5 g (15 mmol), 0.060 g (0.49 mmol) of 4-dimethylaminopyridine and 25 g of THF were weighed out. After cooling to 5 ° C., 0.9 g (4.9 mmol) of adipoyl chloride dissolved in 4.5 g of THF was slowly added dropwise. After completion of the dropwise addition, the mixture was returned to room temperature, stirred for 2 hours, heated, and reacted under reflux for 4 hours. After cooling the reaction solution to room temperature, the precipitate was filtered, 30 g of methanol was added to the filtrate, and the mixture was stirred for 30 minutes, and then the solvent was removed. After dissolving the residue in 6.0 g of acetone, the residue was added dropwise to 30 g of methanol to collect a precipitate. The precipitate was again dissolved in 4.0 g of acetone, and added dropwise to 40 g of methanol cooled to -10 ° C or lower, and the precipitate was recovered in the same manner. Then, it was dried to obtain 0.8 g of a yellow viscous liquid. When the molecular weight was calculated by GPC measurement, it was Mw = 2400 and the polydispersity (Mw / Mn = 1.38). The obtained polymer N-2 had the following structural units in the main chain. The proportion of the structural unit represented by the general formula (Iβ) in the polymer N-2 was 69% by mass, and the proportion of the structural unit having the structure represented by the general formula (IIα) was 31% by mass. Was.

<Example 3: Synthesis of polymer N-3>
1.3 g (6.4 mmol) of 4- (hydroxymethyl) -2-methoxy-5-nitrophenol, 2.0 g (20 mmol) of triethylamine, 4-dimethylamino 0.079 g (0.65 mmol) of pyridine was weighed out and dissolved in 26 g of THF. After cooling to 5 ° C., 1.2 g (6.6 mmol) of adipoyl chloride dissolved in 5.9 g of THF was slowly added dropwise. After completion of the dropwise addition, the mixture was returned to room temperature, stirred for 2 hours, heated, and reacted under reflux for 4 hours. After cooling the reaction solution to room temperature, the precipitate was filtered, 30 g of methanol was added to the filtrate, and the mixture was stirred for 30 minutes, and then the solvent was removed. 10 g of acetone was added to the residue, and the mixture was cooled to −10 ° C. or lower, and the generated precipitate was collected. To the precipitate, 15 g of acetone was added again, and the mixture was cooled at -10 ° C or lower, and the generated precipitate was removed. The solution was desolvated and dried to obtain 0.8 g of yellow crystals. When the molecular weight was calculated by GPC measurement, it was Mw = 2400 polydispersity (Mw / Mn = 1.69). The obtained polymer N-3 had the following structural units in the main chain. The proportion of the structural unit represented by the general formula (Iβ) in the polymer N-3 was 64% by mass, and the proportion of the structural unit having the structure represented by the general formula (IIα) was 36% by mass. Was.

<Example 4: Synthesis of polymer N-4>
In a reaction flask equipped with a reflux tube that was dried and replaced with nitrogen gas, 1.1 g (5.8 mmol) of (2-nitro-1,3-phenylene) dimethanol, 1.8 g (17 mmol) of triethylamine, and 4-dimethylaminopyridine were added. 0.070 g (0.57 mmol) was weighed and dissolved in 20 g of THF. After cooling to 5 ° C., 1.4 g (5.8 mmol) of sebacoyl chloride dissolved in 7.0 g of THF was slowly added dropwise. After completion of the dropwise addition, the temperature was returned to room temperature, stirred for 1 hour, and then the temperature was raised and the reaction was carried out under reflux for 5 hours. After the reaction solution was cooled to room temperature, the precipitate was collected by filtration, 30 g of methanol was added, and the mixture was stirred for 30 minutes, and then the solvent was removed. 6 g of acetone was added to the residue, the mixture was cooled to 5 ° C., and the resulting precipitate was collected. After repeating the same operation once again, drying was performed to obtain 1.0 g of a pale yellow viscous liquid. When the molecular weight was calculated by GPC measurement, Mw was 11,500 and the polydispersity (Mw / Mn = 1.40). The obtained polymer N-4 had the following structural units in the main chain. The ratio of the structural unit represented by the general formula (Iα) in the polymer N-4 was 52% by mass, and the ratio of the structural unit having the structure represented by the general formula (IIα) was 48% by mass. Was.

<Example 5: Synthesis of polymer N-5>
1.2 g (4.7 mmol) of 3- (4- (hydroxymethyl) -2-methoxy-5-nitrophenoxy) propan-1-ol and triethylamine were placed in a reaction flask equipped with a reflux tube that was dried and purged with nitrogen gas. 4 g (14 mmol), 0.058 g (0.47 mmol) of 4-dimethylaminopyridine and 24 g of THF were weighed out. After cooling to 5 ° C., 1.0 g (4.7 mmol) of terephthaloyl chloride dissolved in 4.7 g of THF was slowly added dropwise. After completion of the dropwise addition, the mixture was returned to room temperature, stirred for 1 hour, heated, and reacted under reflux for 6 hours. After the reaction solution was cooled to room temperature, the precipitate was collected by filtration, 30 g of methanol was added, and the mixture was stirred for 30 minutes, and then the solvent was removed. The residue was filtered again while washing the residue with water, and the residue was dried to obtain 1.0 g of a pale yellow powder. This polymer was insoluble in THF and chloroform, and the molecular weight could not be measured by GPC. The structure of the obtained polymer N-5 had the following structural units in the main chain. The ratio of the structural unit represented by the general formula (Iβ) in the polymer N-5 was 66% by mass, and the ratio of the structural unit having the structure represented by the general formula (IIα) was 34% by mass. Was.

<Example 6: Synthesis of polymer N-6>
In a reaction flask equipped with a reflux tube which was dried and replaced with nitrogen gas, 1.2 g (6.4 mmol) of (2-nitro-1,3-phenylene) dimethanol, 2.0 g (19 mmol) of triethylamine, and 4-dimethylaminopyridine 0 0.079 g (0.65 mmol) was weighed and dissolved in 23 g of THF. After cooling to 5 ° C., 1.3 g (6.4 mmol) of terephthaloyl chloride dissolved in 6.5 g of THF was slowly added dropwise. After completion of the dropwise addition, the temperature was returned to room temperature, and the reaction was carried out for 7 hours. The precipitate was recovered by filtration of the reaction solution, 30 g of methanol was added, the mixture was stirred for 30 minutes, and the solvent was removed. The residue was filtered again while washing the residue with water and acetone in this order, and the residue was dried to obtain 1.4 g of a white powder. This polymer was insoluble in THF and chloroform, and the molecular weight could not be measured by GPC. The obtained polymer N-6 had the following structural units in the main chain. The ratio of the structural unit represented by the general formula (Iα) in the polymer N-6 was 58% by mass, and the ratio of the structural unit having the structure represented by the general formula (IIα) was 42% by mass. Was.

<Example 7: Synthesis of polymer N-7>
5.0 g (27 mmol) of (2-nitro-1,3-phenylene) dimethanol, 8.3 g (82 mmol) of triethylamine, 0.33 g of 4-dimethylaminopyridine were placed in a reaction flask equipped with a reflux tube that had been dried and replaced with nitrogen gas. (2.7 mmol) was weighed and dissolved in 100 g of THF. After cooling to 5 ° C, 2.7 g (13 mmol) of terephthaloyl chloride and 3.3 g (14 mmol) of sebacoyl chloride dissolved in 30 g of THF were slowly added dropwise. After completion of the dropwise addition, the mixture was returned to room temperature, stirred for 1 hour, heated, and reacted under reflux for 6 hours. After cooling the reaction solution to room temperature, the precipitate was filtered, 50 g of methanol was added to the filtrate, and the mixture was stirred for 30 minutes and then the solvent was removed. After adding 20 g of acetone to the residue, the solid was recovered by filtration and dried to obtain 4.9 g of a pale yellow powder. When the molecular weight was calculated by GPC measurement, it was Mw = 23200 polydispersity (Mw / Mn = 1.40). The polymer N-7 had the following structural units in the main chain. The proportion of the structural unit represented by the general formula (Iα) in the polymer N-7 was 55% by mass, and the proportion of the structural unit having the structure represented by the general formula (IIα) was 45% by mass. Was.

<Example 8: Synthesis of polymer N-8>
In a reaction flask equipped with a reflux tube, which was dried and replaced with nitrogen gas, 0.55 g (3.0 mmol) of (2-nitro-1,3-phenylene) dimethanol, 0.91 g (9.0 mmol) of triethylamine, and 4-dimethylamino 0.038 g (0.3 mmol) of pyridine was dissolved in 12 g of THF. After cooling to 5 ° C., 0.65 g (3.0 mmol) of thiophene-2,5-dicarbonyl dichloride dissolved in 4 g of THF was slowly added dropwise. After completion of the dropwise addition, the mixture was returned to room temperature, stirred for 1 hour, heated, and reacted under reflux for 7 hours. After cooling the reaction solution to room temperature, the precipitate was filtered, 20 g of methanol was added to the filtrate, and the mixture was stirred for 30 minutes and then the solvent was removed. 20 g of methanol was added to the residue, the precipitate was filtered, and the residue was washed with 10 g of water and 10 g of methanol in that order and dried to obtain 0.80 g of pale yellow crystals. When the molecular weight was calculated by GPC measurement, it was Mw = 3300 and the polydispersity (Mw / Mn = 1.87). The obtained polymer N-8 had the following structural units in the main chain. The ratio of the structural unit represented by the general formula (Iα) in the polymer N-8 was 57% by mass, and the ratio of the structural unit having the structure represented by the general formula (IIα) was 43% by mass. Was.

<Example 9: Synthesis of polymer N-9>
In a reaction flask equipped with a reflux tube, which was dried and replaced with nitrogen gas, 0.55 g (3.0 mmol) of (2-nitro-1,3-phenylene) dimethanol, 0.91 g (9.0 mmol) of triethylamine, and 4-dimethylamino 0.038 g (0.3 mmol) of pyridine was dissolved in 12 g of THF. After cooling to 5 ° C, a mixture of 0.25 g (1.0 mmol) of naphthalene-2,6-dicarbonyl dichloride and 0.48 g (2.0 mmol) of sebacoyl chloride dissolved in 4 g of THF was slowly added dropwise. After completion of the dropwise addition, the mixture was returned to room temperature, stirred for 1 hour, heated, and reacted under reflux for 7 hours. After cooling the reaction solution to room temperature, the precipitate was filtered, 20 g of methanol was added to the filtrate, and the mixture was stirred for 30 minutes and then the solvent was removed. When 20 g of methanol was added to the residue, a yellow viscous body was formed. After removing the supernatant solvent, the solvent was removed under reduced pressure and dried to obtain 0.80 g of a pale yellow amorphous solid. When the molecular weight was calculated by GPC measurement, Mw was 12,400 and the polydispersity was (Mw / Mn = 1.55). Polymer N-9 had the following structural units in the main chain. The ratio of the structural unit represented by the general formula (Iα) in the polymer N-9 was 51% by mass, and the ratio of the structural unit having the structure represented by the general formula (IIα) was 49% by mass. Was.

<Example 10: Synthesis of polymer N-10>
0.37 g (2.0 mmol) of (2-nitro-1,3-phenylene) dimethanol and 0.14 g (1.0 mmol) of 2,6-pyridinedimethanol were placed in a reaction flask equipped with a reflux tube that had been dried and replaced with nitrogen gas. ), Triethylamine 0.91 g (9.0 mmol) and 4-dimethylaminopyridine 0.038 g (0.3 mmol) were dissolved in THF 18 g. After cooling to 5 ° C., a mixture of 0.30 g (1.5 mmol) of terephthaloyl dichloride and 0.36 g (1.5 mmol) of sebacoyl chloride dissolved in 4 g of THF was slowly added dropwise. After completion of the dropwise addition, the mixture was returned to room temperature, stirred for 1 hour, heated, and reacted under reflux for 7 hours. After cooling the reaction solution to room temperature, the precipitate was filtered, 20 g of methanol was added to the filtrate, and the mixture was stirred for 30 minutes and then the solvent was removed. When 20 g of methanol was added to the residue, a yellow viscous body was formed. After removing the solvent in the supernatant, 0.77 g of a pale yellow highly viscous liquid was obtained by removing the solvent under reduced pressure and drying. The molecular weight was calculated by GPC and found to be Mw = 6,000 and polydispersity (Mw / Mn = 1.44). Polymer N-10 had the following structural units in the main chain. The ratio of the structural unit represented by the general formula (Iα) in the polymer N-10 is 35% by mass, and the total ratio of the structural units having the structures represented by the general formulas (IIα) and (IIβ) is , 65% by mass.

<Example 11: Synthesis of polymer N-11>
1.2 g (5.6 mmol) of 2,2 ′-(2-nitro-1,4-phenylene) bis (ethane-1-ol) and triethylamine were placed in a reaction flask equipped with a reflux tube that had been dried and replaced with nitrogen gas. 7 g (17 mmol) and 0.070 g (0.57 mmol) of 4-dimethylaminopyridine were weighed and dissolved in 24 g of THF. After cooling to 5 ° C., 0.57 g (2.8 mmol) of terephthaloyl chloride and 0.68 g (2.8 mmol) of sebacoyl chloride dissolved in 6.2 g of THF were slowly added dropwise. After completion of the dropwise addition, the mixture was returned to room temperature, stirred for 1 hour, heated, and reacted under reflux for 7 hours. After cooling the reaction solution to room temperature, the precipitate was filtered, 30 g of methanol was added to the filtrate, and the mixture was stirred for 30 minutes, and then the solvent was removed. 10 g of acetone was added to the residue, and the mixture was cooled to −10 ° C. or lower, and the generated precipitate was collected. After repeating the same operation twice more, drying was performed to obtain 0.52 g of a pale yellow viscous liquid. When the molecular weight was calculated by GPC measurement, it was Mw = 8900 and the polydispersity (Mw / Mn = 1.33). Polymer N-11 had the following structural units in the main chain. The proportion of the structural unit represented by the general formula (Iβ) in the polymer N-11 was 58% by mass, and the proportion of the structural unit having the structure represented by the general formula (IIα) was 42% by mass. Was.

<Example 12: Synthesis of polymer N-12>
1.2 g (5.6 mmol) of 2,2 ′-(2-nitro-1,4-phenylene) bis (ethane-1-ol) and triethylamine were placed in a reaction flask equipped with a reflux tube that had been dried and replaced with nitrogen gas. 8 g (17 mmol) and 0.070 g (0.56 mmol) of 4-dimethylaminopyridine were weighed and dissolved in 24 g of THF. After cooling to 5 ° C., 1.1 g (5.6 mmol) of terephthaloyl chloride dissolved in 5.7 g of THF was slowly added dropwise. After completion of the dropwise addition, the mixture was returned to room temperature, stirred for 1 hour, heated, and reacted under reflux for 6 hours. The precipitate was recovered by filtration of the reaction solution, 30 g of methanol was added, the mixture was stirred for 30 minutes, and the solvent was removed. The residue was filtered again while washing with water and methanol in this order, and the residue was dried to obtain 0.47 g of a white powder. When the molecular weight was calculated by GPC measurement, it was Mw = 1100 polydispersity (Mw / Mn = 1.72). The obtained polymer N-12 had the following structural units in the main chain. The proportion of the structural unit represented by the general formula (Iβ) in the polymer N-12 was 61% by mass, and the proportion of the structural unit having the structure represented by the general formula (IIα) was 39% by mass. Was.

<Example 13: Synthesis of polymer C-1>
1.1 g (5.6 mmol) of 7-hydroxy-4- (hydroxymethyl) -2H-chromen-2-one, 1.8 g (18 mmol) of triethylamine, and 0.068 g (0.56 mmol) of dimethylaminopyridine and 22 g of THF were weighed out. After cooling to 5 ° C., 1.3 g (5.6 mmol) of sebacoyl chloride dissolved in 6.7 g of THF was slowly added dropwise. After completion of the dropwise addition, the mixture was returned to room temperature, stirred for 1 hour, heated, and reacted under reflux for 7 hours. After the reaction solution was cooled to room temperature, the precipitate was collected by filtration, 30 g of methanol was added, and the mixture was stirred for 30 minutes, and then the solvent was removed. The residue was filtered again while washing with water and acetone in this order, and the residue was dried to obtain 1.2 g of a white powder. This polymer was insoluble in THF and chloroform, and the molecular weight could not be measured by GPC. The obtained polymer C-1 had the following structural units in the main chain. The proportion of the structural unit represented by the general formula (Iδ) in the polymer C-1 was 53% by mass, and the proportion of the structural unit having the structure represented by the general formula (IIα) was 47% by mass. Was.

<Example 14: Synthesis of polymer C-2>
1.5 g (6.0 mmol) of 4- (hydroxymethyl) -7- (3-hydroxypropoxy) -2H-chromen-2-one and 1.8 g of triethylamine were placed in a reaction flask with a reflux tube that had been dried and replaced with nitrogen gas. (18 mmol), 0.076 g (0.62 mmol) of 4-dimethylaminopyridine and 31 g of THF were weighed out. After cooling to 5 ° C, THF
1.5 g (6.2 mmol) of sebacoyl chloride dissolved in 7.5 g was slowly added dropwise. After completion of the dropwise addition, the mixture was returned to room temperature, stirred for 1 hour, heated, and reacted under reflux for 6 hours. After cooling the reaction solution to room temperature, the precipitate was filtered, 30 g of methanol was added to the filtrate, and the mixture was stirred for 30 minutes, and then the solvent was removed. The residue was dissolved in 10 g of methylene chloride, and a precipitate formed by adding 20 g of acetone was recovered. After the precipitate was dried and solidified, the precipitate was filtered while washing with acetone and water in this order. The residue was dried to obtain 1.7 g of a polymer as a pale yellow powder. When the molecular weight was calculated by GPC measurement, it was Mw = 12800 and polydispersity (Mw / Mn = 1.62). The obtained polymer C-2 had the following structural units in the main chain. The proportion of the structural unit represented by the general formula (Iδ) in the polymer C-2 was 60% by mass, and the proportion of the structural unit having the structure represented by the general formula (IIα) was 40% by mass. Was.

<Example 15: Synthesis of polymer C-3>
0.58 g (3.0 mmol) of 7-hydroxy-4- (hydroxymethyl) -2H-chromen-2-one, 0.91 g (9.0 mmol) of triethylamine, and a reaction flask equipped with a reflux tube purged with nitrogen gas and purged with nitrogen gas, 0.038 g (0.3 mmol) of 4-dimethylaminopyridine was dissolved in 18 g of THF. After cooling to 5 ° C., a mixture of 0.31 g (1.5 mmol) of thiophene-2,5-dicarbonyl dichloride and 0.36 g (1.5 mmol) of sebacoyl chloride dissolved in 4 g of THF was slowly added dropwise. After completion of the dropwise addition, the mixture was returned to room temperature, stirred for 1 hour, heated, and reacted under reflux for 7 hours. After cooling the reaction solution to room temperature, the precipitate was filtered, 20 g of methanol was added to the filtrate, and the mixture was stirred for 30 minutes and then filtered. The residue was washed with 10 g of water and 10 g of methanol in that order, and then dried to obtain 0.74 g of a light brown solid polymer. This polymer was insoluble in THF and chloroform, and the molecular weight could not be measured by GPC. The polymer C-3 had the following structural units in the main chain. The proportion of the structural unit represented by the general formula (Iδ) in the polymer C-3 was 55% by mass, and the proportion of the structural unit having the structure represented by the general formula (IIα) was 45% by mass. Was.

<Example 16: Synthesis of polymer C-4>
In a reaction flask equipped with a reflux tube which was dried and replaced with nitrogen gas, 0.58 g (3.0 mmol) of 7-hydroxy-4- (hydroxymethyl) -2H-chromen-2-one, 0.91 g (9.0 mmol) of triethylamine, 0.038 g (0.3 mmol) of 4-dimethylaminopyridine was dissolved in 18 g of THF. After cooling to 5 ° C., a mixture of 0.25 g (1.0 mmol) of naphthalene-2,6-dicarbonyl dichloride and 0.37 g (2.0 mmol) of adipic dichloride dissolved in 4 g of THF was slowly added dropwise. After completion of the dropwise addition, the mixture was returned to room temperature, stirred for 1 hour, heated, and reacted under reflux for 7 hours. After cooling the reaction solution to room temperature, the precipitate was filtered, 20 g of methanol was added to the filtrate, and the mixture was stirred for 30 minutes and then filtered. The residue was washed with 10 g of water, 20 g of methanol, and 20 g of acetone in that order, and then dried to obtain 0.60 g of a polymer as a pale yellow solid. This polymer was insoluble in THF and chloroform, and the molecular weight could not be measured by GPC. Polymer C-4 had the following structural units in the main chain. The ratio of the structural unit represented by the general formula (Iδ) in the polymer C-4 was 58% by mass, and the ratio of the structural unit having the structure represented by the general formula (IIα) was 42% by mass. Was.

<Example 17: Synthesis of polymer C-5>
0.38 g (2.0 mmol) of 7-hydroxy-4- (hydroxymethyl) -2H-chromen-2-one and 0.14 g of 2,6-pyridinedimethanol were placed in a reaction flask equipped with a reflux tube that had been dried and replaced with nitrogen gas. (1.0 mmol), 0.91 g (9.0 mmol) of triethylamine, and 0.038 g (0.3 mmol) of 4-dimethylaminopyridine were dissolved in 18 g of THF. After cooling to 5 ° C., 0.72 g (3.0 mmol) of sebacoyl chloride dissolved in 4 g of THF was slowly added dropwise. After completion of the dropwise addition, the mixture was returned to room temperature, stirred for 1 hour, heated, and reacted under reflux for 7 hours. After the reaction solution was cooled to room temperature, the precipitate was filtered, 20 g of methanol was added to the residue after the solvent was removed, and the precipitate formed under ice-water cooling was filtered and dried to remove the light yellow solid polymer. .27 g were obtained. When the molecular weight was calculated by GPC measurement, it was Mw = 3400 and the polydispersity (Mw / Mn = 1.37). The polymer C-5 had the following structural units in the main chain. The proportion of the structural unit represented by the general formula (Iδ) in the polymer C-5 is 20% by mass, and the total proportion of the structural units having the structures represented by the general formulas (IIα) and (IIβ) is , 80% by mass.

<Comparative Example 1: Synthesis of Comparative Polymer R-1>
0.41 g (3.0 mmol) of 1,4-benzenedimethanol, 0.91 g (9.0 mmol) of triethylamine, 0.04 g (0.04 g) of 4-dimethylaminopyridine were placed in a reaction flask equipped with a reflux tube that had been dried and replaced with nitrogen gas. 0.3 mmol) and 18 g of THF were weighed out. After cooling to 5 ° C., a mixed solution of 0.36 g (1.5 mmol) of sebacoyl chloride and 0.30 g (1.5 mmol) of terephthaloyl dichloride dissolved in 4.0 g of THF was slowly added dropwise. After completion of the dropwise addition, the mixture was returned to room temperature, stirred for 1 hour, heated, and reacted under reflux for 7 hours. After cooling the reaction solution to room temperature, the precipitate was filtered, 20 g of methanol was added to the filtrate, and the mixture was stirred for 30 minutes, and then the solvent was removed. 20 g of methanol was added to the residue, and after stirring, the precipitate was separated by filtration and dried to obtain 0.49 g of a pale yellow powder. When the molecular weight was calculated by GPC measurement, the weight average molecular weight (Mw) was 3,200, and the polydispersity (Mw / Mn = 1.38) The comparative polymer R-1 has the following structural units.

  With respect to the obtained polymer, reduction in molecular weight due to photolysis, change in adhesiveness, pattern formation, and photolatent catalytic activity were evaluated by the following procedures. The details of the evaluation are shown below.

(Decrease in molecular weight due to photolysis)
A chloroform solution (concentration: 1.0 × 10 ⁻² mol / L) of each of the polymers N-7, C-2, and R-1 was prepared. The prepared solution was irradiated with ultraviolet rays at 10 J / cm ² using a high pressure mercury lamp (20 mW / cm ² (＠ 365 nm)). Then, the weight average molecular weight (Mw) of the polymer after irradiation was calculated by GPC measurement, and the molecular weight change rate (%) was obtained by the following formula. The results are shown in [Table 1].

Molecular weight change rate (%) = Mw after light irradiation / Mw before light irradiation × 100

  From Table 1, although the molecular weight of each of the polymers N-7 and C-2 of the present invention was reduced by light irradiation, they did not have the structural units represented by the general formulas (Iα) to (Iδ). R-1 had almost no change in molecular weight. Therefore, it is clear that the polymer of the present invention is excellent as a photolytic resin.

(Change in adhesion due to photolysis)
Preparation of substrate: Polymer N-9 or comparative polymer R-1 was placed on a glass substrate (Eagle XG manufactured by Corning) heated to 100 ° C. and melted, and sandwiched between another glass substrate for evaluation. A substrate was used. Thereafter, a high-pressure mercury lamp (20 mW / cm ² (＠ 365 nm)) was used to irradiate the evaluation substrate with ultraviolet rays at 10 J / cm ² .
As a result, the polymer sandwiched between the glass substrates adhered to the substrate using the polymer N-9 before light irradiation, but partly peeled off after light irradiation. On the other hand, the substrate using the comparative polymer R-1 did not change in adhesive strength before and after light irradiation.
From this, it was found that the polymer of the present invention is a material whose adhesive strength is reduced by light irradiation, and is useful as a photo-disassembly adhesive.

(Pattern formation)
A chloroform solution (concentration: 10%) of the polymer of the polymer N-7 or the comparative polymer R-1 was prepared. The prepared solution was applied onto a glass substrate (Eagle XG manufactured by Corning) while adjusting the rotation speed of a spin coater so that the film thickness became about 1 μm. The glass substrate coated with the solution was heated and dried at 100 ° C. for 1 minute to prepare an evaluation sample.
The evaluation sample was cooled to room temperature, and irradiated with 10 J / cm ^{2 of} ultraviolet light through a photomask (LINE / SPACE = 50 μm / 50 μm) using a high-pressure mercury lamp (20 mW / cm ² (＠ 365 nm)) at 23 ° C. Was immersed in acetone for 1 minute, the solvent adhered was removed with an air gun, and the substrate was dried at 100 ° C. for 1 minute.
When the pattern after drying was confirmed with a laser microscope, the evaluation sample using the polymer N-7 had a film in an exposed portion developed and a pattern in an unexposed portion as it was. On the other hand, the evaluation sample using the comparative polymer R-1 was uniform over the entire surface and no pattern was formed.
This indicates that the polymer of the present invention is useful as a positive pattern forming material for forming a pattern in a step of removing an exposed portion with a developer.

(Photolatent catalytic ability)
1) 1.0 g of polymer N-7 and 1.0 g of m-xylylenediamine were dissolved in 5.0 mL of dichloromethane. After stirring at room temperature for 10 minutes, the mixture was evaporated under reduced pressure to obtain a pale yellow amorphous solid.
2) Preparation of composition A: An epoxy resin composition (EP-4100E (bisphenol A type epoxy resin manufactured by ADEKA Corporation) and ED-523T (neopentyl glycol manufactured by ADEKA Corporation) were added to the composition prepared in 1). 5.0 g of a 60/40 (mass ratio) mixture of diglycidyl ether).
3) Preparation of Comparative Composition B (Comparative Example): 1.0 g of m-xylylenediamine was mixed with 5.0 g of the epoxy resin composition used in 2).
4) Preparation of Comparative Composition C (Comparative Example) A light yellow amorphous solid was obtained in the same manner as above, except that the polymer N-7 of the composition A was changed to the comparative polymer R-1.
5) Result: Composition A, Comparative Composition B and Comparative Composition C were allowed to stand at room temperature, and the state after 24 hours was confirmed. As a result, Composition B was solidified and the fluidity was lost. The composition A and the comparative composition C had the same fluidity as after the preparation, and no change could be confirmed. Composition A was applied onto a glass substrate (Eagle XG manufactured by Corning) and irradiated with 5 J / cm ^{2 of} ultraviolet light using a high-pressure mercury lamp (20 mW / cm ² (＠ 365 nm)). The tack disappeared on the surface, but the comparative composition C remained tack on the surface.
From the above, it was confirmed that the function (reactivity) can be made latent by coating the reactive substance (catalyst) with the polymer of the present invention, and the function of the reactive substance can be expressed by light irradiation. Was. It is clear that the composition coated with the active species by the polymer of the present invention is useful as a photolatent catalyst.

(LED light source)
A chloroform solution (concentration: 10%) of the polymer of the polymer N-7 or the comparative polymer R-1 was prepared. The prepared solution was applied onto a glass substrate (Eagle XG manufactured by Corning) while adjusting the rotation speed of a spin coater so that the film thickness became about 3 μm. The glass substrate coated with the solution was heated and dried at 100 ° C. for 1 minute to prepare a substrate for evaluation. Half of the prepared evaluation substrate was covered with aluminum foil, and the substrate was irradiated with light corresponding to 10 mJ / cm ² using an LED light source (365 nm, 50 mW / cm ² ). The surface of the substrate on which the coating film of the polymer N-7 was formed became brittle, and the surface of the irradiated portion became brittle. When the substrate was immersed in acetone at 23 ° C. for 1 minute, the glass surface of the irradiated portion was exposed. On the other hand, on the substrate on which the coating film of the polymer R-1 was formed, the surface of the irradiated portion did not change, and the polymer remained even when immersed in acetone at 23 ° C. for 1 minute. From this result, it was found that the decomposition of the polymer of the present invention proceeded even with an LED light source.

Claims (20)

A polymer having at least one structural unit selected from the group consisting of structures represented by the following general formulas (Iα), (Iβ), (Iγ) and (Iδ).

(Wherein, R ¹ represents a hydrogen atom or a methyl group;
R ² , R ³ and R ⁴ each independently represent a hydrogen atom, a nitrile group, a hydrocarbon group having 1 to 30 carbon atoms, a group having 2 to 30 carbon atoms containing a heterocyclic ring, or a halogen atom;
One or more of the hydrogen atoms in the groups represented by R ² , R ³ and R ⁴ is a hydrocarbon group having 1 to 30 carbon atoms or a group having 2 to 30 carbon atoms containing a heterocycle. May be substituted with a halogen atom, nitro group, cyano group, hydroxyl group, amino group, carboxyl group, methacryloyl group, acryloyl group, epoxy group, vinyl group, mercapto group, isocyanate group or carboxyl group,
One or more of the methylene groups in the groups represented by R ² , R ³ and R ⁴ may be substituted by -O- or -S- under the condition that these are not adjacent to each other;
X ¹ represents a single bond or a methylene group,
Y ¹ is a hydrocarbon group having 1 to 30 carbon atoms, a group having 2 to 30 carbon atoms containing a heterocyclic ring, -O-, -O-CO-, -O-CO-O-,-(CH _{2) n -O -, - O-} (CH 2) n -O- or -O- _{(CH 2) n} -, it represents, n represents an integer of 1 to 12,
One or more of the hydrogen atoms in the group represented by Y ¹ is a hydrocarbon group having 1 to 30 carbon atoms, a group having 2 to 30 carbon atoms containing a heterocycle, a halogen atom, or a nitro group. May be substituted with a cyano group, hydroxyl group, amino group, carboxyl group, methacryloyl group, acryloyl group, epoxy group, vinyl group, mercapto group, isocyanate group or carboxyl group,
Y ¹ by one or two or more are methylene groups in the group represented ^{is, -O -, - S -,} - NR 19 -, - CO -, - CO-O -, - O-CO -, - O-CO-O-, -CH = CH- or -C≡C- may be substituted under non-adjacent conditions;
R ¹⁹ represents a hydrogen atom or a hydrocarbon group having 1 to 30 carbon atoms,
When the polymer contains a plurality of structural units represented by (Iα), a plurality of R ¹ , R ² , R ³ , R ⁴ , X ¹ and Y ¹ may be the same or different,
* Represents a bond. )

(Wherein, R ⁵ represents a hydrogen atom or a methyl group,
R ⁶ , R ⁷ and R ⁸ each independently represent a hydrogen atom, a nitrile group, a hydrocarbon group having 1 to 30 carbon atoms, a group having 2 to 30 carbon atoms containing a heterocyclic ring, or a halogen atom;
One or more of the hydrogen atoms in the groups represented by R ⁶ , R ⁷ and R ⁸ is a hydrocarbon group having 1 to 30 carbon atoms or a group having 2 to 30 carbon atoms containing a heterocycle. May be substituted with a halogen atom, nitro group, cyano group, hydroxyl group, amino group, carboxyl group, methacryloyl group, acryloyl group, epoxy group, vinyl group, mercapto group, isocyanate group or carboxyl group,
One or more of the methylene groups in the groups represented by R ⁶ , R ⁷ and R ⁸ may be substituted with -O- or -S- under the condition that these are not adjacent to each other;
X ² represents a single bond or a methylene group;
Y ² is a hydrocarbon group having 1 to 30 carbon atoms, a group having 2 to 30 carbon atoms containing a heterocyclic ring, —O—, —O—CO—, —O—CO—O—, — (CH _{2) n -O -, - O-} (CH 2) n -O- or -O- _{(CH 2) n} -, it represents, n represents an integer of 1 to 12,
One or more hydrogen atoms in the group represented by Y ² are a hydrocarbon group having 1 to 30 carbon atoms, a group having 2 to 30 carbon atoms containing a heterocycle, a halogen atom, and a nitro group. May be substituted with a cyano group, hydroxyl group, amino group, carboxyl group, methacryloyl group, acryloyl group, epoxy group, vinyl group, mercapto group, isocyanate group or carboxyl group,
Y ² In one or more elements of the methylene groups in the group represented ^{is, -O -, - S -,} - NR 19 -, - CO -, - CO-O -, - O-CO -, - O-CO-O-, -CH = CH- or -C≡C- may be substituted under non-adjacent conditions;
R ¹⁹ represents a hydrogen atom or a hydrocarbon group having 1 to 30 carbon atoms,
When the polymer contains a plurality of structural units represented by (Iβ), a plurality of R ⁵ , R ⁶ , R ⁷ , R ⁸ , X ² and Y ² may be the same or different. ,
* Represents a bond. )

(Wherein, R ⁹ represents a hydrogen atom or a methyl group,
R ¹⁰ , R ¹¹ and R ¹² each independently represent a hydrogen atom, a nitrile group, a hydrocarbon group having 1 to 30 carbon atoms, a group having 2 to 30 carbon atoms containing a heterocyclic ring, or a halogen atom;
One or more of the hydrogen atoms in the groups represented by R ¹⁰ , R ¹¹ and R ¹² is a hydrocarbon group having 1 to 30 carbon atoms or a group having 2 to 30 carbon atoms containing a heterocycle. May be substituted with a halogen atom, nitro group, cyano group, hydroxyl group, amino group, carboxyl group, methacryloyl group, acryloyl group, epoxy group, vinyl group, mercapto group, isocyanate group or carboxyl group,
One or more of the methylene groups in the groups represented by R ¹⁰ , R ¹¹ and R ¹² may be substituted by -O- or -S- under the condition that these are not adjacent to each other;
X ³ represents a single bond or a methylene group,
Y ³ is a hydrocarbon group, carbon atoms containing heterocyclic 2-30 group having a carbon number of 1~30, -O -, - O- CO -, - O-CO-O -, - (CH _{2) n -O -, - O-} (CH 2) n -O- or -O- _{(CH 2) n} -, it represents, n represents an integer of 1 to 12,
One or more of the hydrogen atoms in the group represented by Y ³ is a hydrocarbon group having 1 to 30 carbon atoms, a group having 2 to 30 carbon atoms containing a heterocycle, a halogen atom, or a nitro group. May be substituted with a cyano group, hydroxyl group, amino group, carboxyl group, methacryloyl group, acryloyl group, epoxy group, vinyl group, mercapto group, isocyanate group or carboxyl group,
Y ³ in one or more elements of the methylene groups in the group represented ^{is, -O -, - S -,} - NR 19 -, - CO -, - CO-O -, - O-CO -, - O-CO-O-, -CH = CH- or -C≡C- may be substituted under non-adjacent conditions;
R ¹⁹ represents a hydrogen atom or a hydrocarbon group having 1 to 30 carbon atoms,
When the polymer contains a plurality of structural units represented by (Iγ), a plurality of R ⁹ , R ¹⁰ , R ¹¹ , R ¹² , X ³ and Y ³ may be the same or different. ,
* Represents a bond. )

(Wherein, R ¹³ , R ¹⁴ , R ¹⁵ , R ¹⁶ , R ¹⁷ and R ¹⁸ each independently represent a hydrogen atom, a nitrile group, a hydrocarbon group having 1 to 30 carbon atoms, or a carbon atom containing a heterocyclic ring. Represents a group having 2 to 30 atoms or a halogen atom,
One or more of the hydrogen atoms in the groups represented by R ¹³ , R ¹⁴ , R ¹⁵ , R ¹⁶ , R ¹⁷ and R ¹⁸ contain a hydrocarbon group having 1 to 30 carbon atoms and a heterocyclic ring. Substituted with a group having 2 to 30 carbon atoms, a halogen atom, a nitro group, a cyano group, a hydroxyl group, an amino group, a carboxyl group, a methacryloyl group, an acryloyl group, an epoxy group, a vinyl group, a mercapto group, an isocyanate group or a carboxyl group May be
One or more of the methylene groups in the groups represented by R ¹³ , R ¹⁴ , R ¹⁵ , R ¹⁶ , R ¹⁷ and R ¹⁸ are the condition that these are not adjacent to —O— or —S— May be replaced by
Y ⁴ is a hydrocarbon group having 1 to 30 carbon atoms, a group having 2 to 30 carbon atoms containing a heterocyclic ring, —O—, —O—CO—, —O—CO—O—, — (CH _{2) n -O -, - O-} (CH 2) n -O- or -O- _{(CH 2) n} -, it represents, n represents an integer of 1 to 12,
One or more of the hydrogen atoms in the group represented by Y ⁴ is a hydrocarbon group having 1 to 30 carbon atoms, a group having 2 to 30 carbon atoms containing a heterocyclic ring, a halogen atom, a nitro group, Group, cyano group, hydroxyl group, amino group, carboxyl group, methacryloyl group, acryloyl group, epoxy group, vinyl group, mercapto group, may be substituted with isocyanate group or carboxyl group,
Y ⁴ in one or more methylene groups in the group represented ^{is, -O -, - S -,} - NR 19 -, - CO -, - CO-O -, - O-CO -, - O-CO-O-, -CH = CH- or -C≡C- may be substituted under non-adjacent conditions;
R ¹⁹ represents a hydrogen atom or a hydrocarbon group having 1 to 30 carbon atoms,
When the polymer contains a plurality of structural units represented by (Iδ), a plurality of R ¹³ , R ¹⁴ , R ¹⁵ , R ¹⁶ , R ¹⁷ , R ¹⁸ and Y ⁴ may be the same or different. May be
* Represents a bond. )   The polymer according to claim 1, wherein the main chain of the polymer has a structural unit represented by the general formula (Iα), (Iβ), (Iγ) or (Iδ). ^Y 1 in the general formula (I.alpha), the ^{Y 3} of (Iβ) ^{Y 2} or (Iγ), -O -, - O-CO -, - O-CO-O -, - (CH 2) n - 3. The polymer according to claim 1, wherein the polymer is O—, —O— (CH ₂ ) _n —O—, or —O— (CH ₂ ) _n —, and n is an integer of 1 to 12. 4. One or more structural units selected from the group consisting of the structures represented by the general formulas (Iα), (Iβ), (Iγ) and (Iδ), and the following general formulas (IIα), (IIβ) and (IIγ) The polymer according to any one of claims 1 to 3, which has at least one structural unit selected from the group consisting of the structures represented by (II) and (IIδ).

(Wherein, Z ¹ represents a hydrocarbon group having 1 to 30 carbon atoms or a group having 2 to 30 carbon atoms containing a heterocyclic ring;
One or more hydrogen atoms in the group represented by Z ¹ are a hydrocarbon group having 1 to 30 carbon atoms, a group having 2 to 30 carbon atoms containing a heterocyclic ring, a halogen atom, and a nitro group. May be substituted with a cyano group, hydroxyl group, amino group, carboxyl group, methacryloyl group, acryloyl group, epoxy group, vinyl group, mercapto group, isocyanate group or carboxyl group,
One or two or more methylene groups in the group represented by Z ^{1 is, -O -, - S -,} - NR 21 -, - CO -, - CO-O -, - O-CO -, - O-CO-O-, -CH = CH- or -C≡C- may be substituted under non-adjacent conditions;
R ²¹ represents a hydrogen atom or a hydrocarbon group having 1 to 30 carbon atoms,
When the polymer contains a plurality of structural units represented by (IIα), a plurality of Z ¹ may be the same or different,
* Represents a bond. )

(Wherein, Z ² represents a hydrocarbon group having 1 to 30 carbon atoms or a group having 2 to 30 carbon atoms containing a heterocyclic ring;
One or more of the hydrogen atoms in the group represented by Z ² is a hydrocarbon group having 1 to 30 carbon atoms, a group having 2 to 30 carbon atoms containing a heterocycle, a halogen atom, or a nitro group. May be substituted with a cyano group, hydroxyl group, amino group, carboxyl group, methacryloyl group, acryloyl group, epoxy group, vinyl group, mercapto group, isocyanate group or carboxyl group,
One or two or more methylene groups in the group represented by Z ^{2 is, -O -, - S -,} - NR 21 -, - CO -, - CO-O -, - O-CO -, - O-CO-O-, -CH = CH- or -C≡C- may be substituted under non-adjacent conditions;
R ²¹ represents a hydrogen atom or a hydrocarbon group having 1 to 30 carbon atoms,
When the polymer contains a plurality of structural units represented by (IIβ), the plurality of Z ² may be the same or different,
* Represents a bond. )

(Wherein, Z ³ represents a hydrocarbon group having 1 to 30 carbon atoms or a group having 2 to 30 carbon atoms containing a heterocyclic ring;
One or more of the hydrogen atoms in the group represented by Z ³ is a hydrocarbon group having 1 to 30 carbon atoms, a group having 2 to 30 carbon atoms containing a heterocycle, a halogen atom, a nitro group. May be substituted with a cyano group, hydroxyl group, amino group, carboxyl group, methacryloyl group, acryloyl group, epoxy group, vinyl group, mercapto group, isocyanate group or carboxyl group,
Z ³ in one or more elements of the methylene groups in the group represented ^{is, -O -, - S -,} - NR 21 -, - CO -, - CO-O -, - O-CO -, - O-CO-O-, -CH = CH- or -C≡C- may be substituted under non-adjacent conditions;
R ²¹ represents a hydrogen atom or a hydrocarbon group having 1 to 30 carbon atoms,
When the polymer contains a plurality of structural units represented by (IIγ), a plurality of Z ³ may be the same or different,
* Represents a bond. )

(In the formula, each Z ⁴ independently represents a hydrocarbon group having 1 to 30 carbon atoms or a group having 2 to 30 carbon atoms containing a heterocyclic ring;
Z ⁴ with one or more hydrogen atoms in the group represented is a hydrocarbon group having 1 to 30 carbon atoms, groups of 2 to 30 carbon atoms containing heterocycle, a halogen atom, a nitro group May be substituted with a cyano group, hydroxyl group, amino group, carboxyl group, methacryloyl group, acryloyl group, epoxy group, vinyl group, mercapto group, isocyanate group or carboxyl group,
Z ⁴ with one or two or more methylene groups in the group represented ^{is, -O -, - S -,} - NR 21 -, - CO -, - CO-O -, - O-CO -, - O-CO-O-, -CH = CH- or -C≡C- may be substituted under non-adjacent conditions;
R ²¹ represents a hydrogen atom or a hydrocarbon group having 1 to 30 carbon atoms,
When the polymer includes a plurality of structural units represented by (IIδ), a plurality of Z ⁴ may be the same or different,
* Represents a bond. )   The polymer according to claim 4, comprising a structural unit represented by the general formula (Iα) and a structural unit represented by the general formula (IIα). R ² , R ³ and R ⁴ in the general formula (Iα) represent a hydrogen atom;
Z ¹ in the general formula (IIα) is an alkylene group having 2 to 12 carbon atoms, an arylene group having 6 to 10 carbon atoms or a group having 2 to 30 carbon atoms containing an aromatic heterocycle. The polymer according to the above.   The polymer according to claim 4, comprising a structural unit represented by the general formula (Iβ) and a structural unit represented by the general formula (IIα). R ⁷ in the general formula (Iβ) represents an alkoxy group having 1 to 30 carbon atoms,
Z ¹ in the above general formula (II alpha) represents an alkylene group or an arylene group having 6 to 10 carbon atoms of 2 to 12 carbon atoms, polymers of claim 7.   The polymer according to claim 4, comprising a structural unit represented by the general formula (Iδ) and a structural unit represented by the general formula (IIα). R ¹³ and R ^{15 to} R ¹⁸ in the general formula (Iδ) represent a hydrogen atom;
Z ¹ in the general formula (IIα) is an alkylene group having 2 to 12 carbon atoms, an arylene group having 6 to 10 carbon atoms or a group having 2 to 30 carbon atoms containing an aromatic heterocycle. 9. The polymer according to 9.   The composition according to any one of claims 1 to 10, wherein the ratio of the total of the structural units represented by the general formulas (Iα), (Iβ), (Iγ), and (Iδ) is 10% by mass or more based on the polymer. The polymer according to Item.   The polymer according to any one of claims 1 to 11, wherein the polymer has a weight average molecular weight of 1,000 to 500,000.   A photodecomposition resin containing the polymer according to claim 1.   A composition comprising the photolytic resin according to claim 13.   An easily dismantled adhesive containing the composition according to claim 14.   A pattern forming agent comprising the composition according to claim 14.   A photolatent catalyst comprising the composition of claim 14 and an active species.   A method for decomposing a photodecomposition resin, comprising a step of irradiating the photodecomposition resin according to claim 13 with an active energy ray.   A method for decomposing a photo-decomposition resin, comprising irradiating the photo-decomposition resin according to claim 13 with light-emitting diode light. A method for decomposing a composition, comprising irradiating the composition according to claim 14 with light emitting diode light.