WO2020175037A1 - Resin composition, electronic component, and method for producing resin film - Google Patents

Abstract

A resin composition containing a polymer (A) having a protic polar group and a crosslinking agent (B) represented by formula (1). Here, the polymer (A) having a protic polar group includes a cyclic olefin polymer having a protic polar group and/or a polyamide imide resin having a protic polar group. In formula (1), the multiple R each independently represent a C1-6 alkyl group or a C1-6 alkoxy group, m, n, and p represent integers of 0-4, and q represents an integer of 0-5.

Description

Specification

Title of invention: Resin composition, electronic component, and method for producing resin film Technical Field

The present invention relates to a resin composition, an electronic component, and a method for producing a resin film. In particular, the present invention relates to a resin composition that can be suitably used for forming an insulating film or the like used in an electronic component, an electronic component including a resin film made of the resin composition, and a manufacturing process for producing such a resin film. It is about the method.

Background technology

Electronic components such as liquid crystal display devices, organic EL display devices, integrated circuit devices, and solid-state image pickup devices are provided with various resin films as a flattening film, a protective film, an insulating film, and the like.

[0003]Specifically, for example, in Patent Document 1, a resin composition capable of forming an insulating film having excellent transparency is used, and a TO (Indium T in Oxide) film is formed on the surface of the insulating film. There is disclosed a resin composition capable of lowering the resistance value of the ITO electrode obtained when forming a to TO electrode. The resin composition described in Patent Document 1 is a resin composition containing a cyclic olefin polymer having a protic polar group, a cross-linking agent, and an organic solvent. More specifically, in such a resin composition, the organic solvent contains diethylene glycol ethyl methyl ether, and the content of diethylene glycol dimethyl ether in the organic solvent is within a predetermined range.

[0004] Further, for example, Patent Document 2 discloses a resin composition which is excellent in warp suppressing property and smear removability, and at the same time obtains a cured product capable of forming a conductor layer having high peel strength on the surface. There is. The resin composition described in Patent Document 2 is a resin containing an epoxy resin satisfying a predetermined structure and one or more selected from a phenol-based curing agent, a cyanate ester-based curing agent, and an active ester-based curing agent. It is a composition.

Prior art documents \¥0 2020/175037 2 (: 17 2020/004163 Patent Document

[0005] Patent Document 1: International Publication No. 2 0 1 7/1 6 3 9 8 1

Patent Document 2: JP 20 16-7 9 3 6 6 Publication

Summary of the invention

Problems to be Solved by the Invention

[0006] In recent years, in the process of forming a special-purpose film when forming a special-purpose electrode, in order to obtain a special-purpose film that can exhibit excellent performance, the I-special film is subjected to high temperature conditions, Film formation and heating have been studied. However, there is room for improvement in the resin film formed using the above conventional resin composition in terms of suppressing weight loss under high temperature conditions, that is, in terms of heat resistance.

[0007] Further, in order to improve the performance of the special electrode, it is preferable that the special film provided on the special electrode has no wrinkles or few wrinkles. If the film is wrinkled, the light transmittance of the laminated body may be deteriorated and the performance of the electrode may be deteriorated. However, the resin film formed by using the conventional resin composition described above also has the performance of suppressing wrinkling on the surface of the obtained film when the film is formed on the surface. There was room for improvement. Hereinafter, in the present specification, the performance of "controlling the generation of wrinkles on the surface of the film" is referred to as "performance of suppressing wrinkles".

[0008]Therefore, an object of the present invention is to provide a resin composition capable of forming a resin film having excellent heat resistance and excellent anti-wrinkle property.

Another object of the present invention is to provide a high-performance electronic component including a resin film formed by using the resin composition of the present invention.

Still another object of the present invention is to provide a method for producing a resin film, which can efficiently produce the resin film of the present invention using the resin composition of the present invention.

Means for solving the problem

[0009] The present inventor has conducted earnest studies for the purpose of solving the above problems. Then, the present inventor has established that a polymer () having a protic polar group and 〇 2020/175037

The inventors have found that a resin composition containing an agent (Mitsumi) makes it possible to form a resin film having excellent heat resistance and excellent crease suppression performance, and completed the present invention.

[001 0] That is, the present invention is intended to advantageously solve the above problems, and a resin composition of the present invention is a polymer having a protic polar group () 1) A cross-linking agent represented by 1), and a resin composition containing, wherein the polymer having a protic polar group is a cyclic olefin polymer having a protic polar group, and a protic polar group. It is characterized in that it contains at least one of a polyamidoimide resin having a group.

[Chemical 1]

(1)

[In the formula (1), a plurality of 8 each independently represents an alkyl group having 1 to 6 carbon atoms or an alkoxy group having 1 to 6 carbon atoms;

And are integers from 0 to 4, and 9 are integers from 0 to 5, respectively. ]

Thus, in the resin composition, a polymer () having a protic polar group containing at least one of a cyclic olefin polymer having a protic polar group and a polyamide imide resin having a protic polar group, and By including a cross-linking agent (Mitsumi) that satisfies the structure, it becomes possible to form a resin film having excellent heat resistance and I-wrinkle suppressing performance.

[001 1] Here, in the resin composition of the present invention, the polymer () having a protic polar group is preferably a cyclic olefin polymer having a carboxyl group. The resin composition contains a cyclic olefin polymer having a carboxyl group. 〇 2020/175037 4 卩 (: 170? 2020 /004163

The presence of the resin can further improve the anti-wrinkle control performance of the obtained resin film.

[0012] In the resin composition of the present invention, the content of the cross-linking agent (M) is 5 parts by mass or more based on 100 parts by mass of the polymer having a protic polar group (). It is preferably less than or equal to parts by mass. When the content of the cross-linking agent (Mitsumi) is within the above-specified range, it is possible to further improve the anti-wrinkle suppressing performance of the obtained resin film.

Further, the resin composition of the present invention preferably further contains at least one of a compound having two or more alkoxymethyl groups and a compound having two or more methylol groups. If the resin composition further contains at least one of a compound having two or more alkoxymethyl groups and a compound having two or more methylol groups, the performance of suppressing the wrinkles of the obtained resin film can be further enhanced. Can

Further, the present invention has an object to advantageously solve the above problems, and an electronic component of the present invention is provided with a resin film made of any one of the above resin compositions. Characterize. Since the resin film formed by using the above-mentioned resin composition has excellent heat resistance and the ability to suppress wrinkles, the electronic component equipped with the resin film can sufficiently exhibit the intended function. , High performance.

[0015] Further, the present invention has an object to advantageously solve the above problems, and a method for producing a resin film of the present invention provides a coating film formed by using a resin composition. The method is characterized by including a step of heating at a temperature of at least °. By efficiently heating a coating film formed using any of the resin compositions described above at 200°C or higher, a resin film with excellent heat resistance and excellent crease suppression performance can be produced. You can Effect of the invention

According to the present invention, it is possible to provide a resin composition capable of forming a resin film having excellent heat resistance and I-wrinkle suppressing performance.

Further, according to the present invention, it is possible to provide a high-performance electronic component including a resin film formed by using the resin composition of the present invention. 〇 2020/175037 5 卩 (: 170? 2020 /004163

Furthermore, according to the present invention, it is possible to provide a method for producing a resin film, which can efficiently produce the resin film of the present invention using the resin composition of the present invention.

MODE FOR CARRYING OUT THE INVENTION

[0017] Hereinafter, embodiments of the present invention will be described in detail. The resin composition of the present invention can be used for forming a resin film. Then, such a resin film can be suitably provided in an electronic component including a customary electrode. The electronic component of the present invention includes a resin film obtained by using the resin composition of the present invention. Moreover, such a resin film can be efficiently produced by the method for producing a resin film of the present invention using the resin composition of the present invention.

[0018] (Resin composition)

The resin composition of the present invention is characterized by containing a polymer (eighth) having a predetermined protonic polar group described later and a cross-linking agent represented by the following formula (1). ..

[Chemical 2]

(1)

[In the formula (1), a plurality of 8 each independently represents an alkyl group having 1 to 6 carbon atoms, or an alkoxy group having 1 to 6 carbon atoms;

And are integers from 0 to 4, and 9 are integers from 0 to 5, respectively. ]

Furthermore, the resin composition of the present invention may optionally further contain at least one of a compound having two or more alkoxymethyl groups and a compound having two or more methylol groups, and other additives.

[001 9] Note that the resin composition of the present invention is a polymer having a predetermined protonic polar group ( 〇 2020/175037 6 卩 (: 170? 2020 /004163

8) and, and since it contains a cross-linking agent (Mimi) satisfying the above-mentioned predetermined structure, it is excellent in heat resistance and the ability to suppress wrinkles. It is speculated that this is because the protic polar group of the polymer () is cross-linked by the cross-linking agent (Mitsumi), which makes it possible to form a resin film capable of exhibiting desired performance. ..

<Polymer having protic polar group ()>

The polymer () having a protic polar group is a polymer in which a protonic polar group is bonded to a structure serving as a skeleton. Here, the “protic polar group” refers to a group including an atom in which hydrogen is directly bonded to an atom belonging to Group 15 or Group 16 of the periodic table. The atom to which hydrogen is directly bonded is preferably an atom belonging to the second or third period of Group 15 or Group 16 of the periodic table, more preferably an oxygen atom, a nitrogen atom or a sulfur atom. , Particularly preferably oxygen atom.

[0021] Specific examples of such a protic polar group include a polar group having an oxygen atom such as a hydroxyl group, a carboxyl group (hydroxycarbonyl group), a sulfonic acid group, and a phosphoric acid group; a primary amino group, Examples thereof include a polar group having a nitrogen atom such as a secondary amino group, a primary amide group, and a secondary amide group (imid group); a polar group having a sulfur atom such as a thiol group; Among these, those having an oxygen atom are preferable, and a carboxyl group is more preferable.

In the present invention, the number of protic polar groups bound to the polymer () having a protic polar group is not particularly limited, and different types of protic polar groups may be contained.

[0022] The skeleton of the polymer having a protic polar group () is (1) a polymer having in its main chain a cyclic structure (alicyclic or aromatic ring) derived from a cyclic reffin monomer, and (2) It is one of the polyamides. Note that even a polymer that has an amid bond and an imido bond in a repeating unit and can be referred to as a so-called “polyamide imido resin” has a cyclic structure derived from a cyclic olefin monomer in the main chain. The polymer shall correspond to "a polymer having a cyclic structure (alicyclic or aromatic ring) derived from a cyclic olefin monomer in its main chain" described in (1) above. 〇 2020/175037 7 卩 (: 170? 2020 /004163

[0023] Further, from the viewpoint of further enhancing the property of suppressing wrinkles of the obtained resin film, the polymer having a protonic polar group () has a skeleton of (1) a main chain and a cyclic olefin monomer. It is preferable that at least a polymer having a cyclic structure (alicyclic or aromatic ring) derived from is used, in other words, the polymer (8) having a protic polar group contains at least a cyclic olefin polymer. Hereinafter, a cyclic olefin polymer as a polymer () having a protonic polar group is referred to as a "cyclic olefin polymer (1...!)", and a polyamidimide resin having a protic polar group is referred to as " Polyamide resin (81 2)" is sometimes called. As the polymer () having a protic polar group, one kind of polymer may be used alone, or a plurality of kinds of polymers may be used in combination. More specifically, as the polymer () having a protic polar group, one or more kinds of cyclic olefin polymers (_ 1) or one or more kinds of polyamidoimide resin (81 2) Each of them may be used, or one or more kinds of cyclic olefin polymers (1·!) and one or more kinds of polyamidimide resin (81 2) may be used in combination. Among them, as described above, it is preferable that the polymer () having a protonic polar group contains at least the cyclic olefin polymer (_1), and the polymer () having a protic polar group is a cyclic olefin polymer. It is more preferable that they are a combination (81).

[0024] «Cyclic olefin polymer (_ 1)»

The cyclic olefin polymer (_ 1) is a polymer of 1 or 2 or more cyclic olefin monomers, or 1 or 2 or more cyclic olefin monomers and a monomer copolymerizable therewith. In the present invention, as a monomer for forming the cyclic olefin polymer (8_1), at least a cyclic olefin monomer having a polar polar group (3) is used. It is preferable to use.

[0025] The cyclic olefin monomer (3) having a protic polar group (hereinafter sometimes simply referred to as "cyclic olefin monomer (3)") is not particularly limited. Specifics of cyclic olefin monomer (3) having a protic polar group without being treated with 2020/175037 8 (: 170? 2020/004163) (hereinafter appropriately referred to as “monomer (3)”). Examples include 2-hydroxycarbonylbicyclo[2.2.1]hept-5-ene, 2-methyl-2-hydroxycarbonylbicyclo[2.2.1]hept-5-ene, 2-carboxymethyl-2-hydroxycarbonyl. Bicyclo [2.2.1] Heptow

5-ene, 2,3-dihydroxycarbonylbicyclo[2.2.1]hept

—5-Ene, 2-hydroxycarbonyl-3-hydroxycarbonylmethylbicyclo[2.2.1]hept-5-ene, 3-methyl-2-hydroxycarbonylbicyclo[2.2.1]hept-5-ene,3 — Hydroxymethyl

— 2-Hydroxycarbonylbicyclo [2. 2. 1] hept-5-ene, 2

-Hydroxycarbonyltricyclo [5. 2. 1. ○ ^{2, 6} ] Deca 3, 8-diene, 4-hydroxycarbonyltetracyclo [6. 2. 1. 1 ^{3, 6} .○ ^{2, 7}

] Dodeca 9-ene, 4-methyl-4-hydroxycarbonyltetracyclo

[6. 2. 1. 1 ^{3, 6} · ○ ^{2, 7} ] Dodeca 9-ene, 4,5-dihydroxycarbonyl tetracyclo [6. 2. 1. 1 ^{3, 6} · ○ ^{2, 7} ] Dodeca 9 —Ene, 4-carboxymethyl-4-hydroxycarbonyltetracyclo [6. 2. 1 1 3, 6_ 〇 2, 7] dodeca-9-ene,

(Hydroxycarbonylmethyl)bicyclo[2.2.1]hept-5-ene-2,3-dicarboximide, 1\!— (Hydroxycarbonylethyl)bicyclo[2.2.1]hept-5-ene-2,3 —Dicarboximide, 1\1_ (hydroxycarbonylpentyl)bicyclo [2.2.1] Hept-5-ene-2,3-dicarboxyimide, 1\!_ (dihydroxycarbonylethyl)bicyclo [2. 2. 1] Heptow

5-en-2,3-dicarboximide, 1\1— (dihydroxycarbonylpropyl)bicyclo [2. 2. 1] Hept-5-ene-2,3-dicarboxyimide, 1\1— (hydroxycarbonyl (Phenethyl)bicyclo[2.2.1]hept-5-ene-2,3-dicarboxyimide, 1\1—(hydroxycarbonylphenylethyl)bicyclo[2.2.1]hept-5-ene-2,3— Dicarboximide,! \1— (2— (4-hydroxyphenyl) 1 1 — (hydroxy 〇 2020/175037 9 卩(: 170? 2020/004163

Cycarbonyl) Ethyl) Bicyclo [2. 2. 1] Hept-5-en-2, 3 — Dicarboximide, 1\1_ (Hydroxycarbonylphenyl) bicyclo [2.2.1] Hept-5-en-2, 3— Carboxyl group-containing cyclic olefin such as dicarboximide; 2--(4-hydroxyphenyl)bicyclo[2.2.1]hept-5-ene, 2-methyl-2_(4-hydroxyphenyl)bicyclo[2. 2.1] Heptone 5-ene, 4-(4-hydroxyphenyl) tetracyclo [6. 2. 1. 1 ³ _' ⁶ · ○ ² _' ⁷ ] Dodeca 9-ene, 4-methyl 4_ (4 —Hydroxyphenyl) tetracyclo [6. 2. 1. 1 ^{3, 6} ·

〇 ^{2, 7} ] Dodeca 9-ene, 2-hydroxybicyclo [2. 2. 1] heptoe 5-ene, 2-hydroxymethylbicyclo [2. 2. 1] heptoe 5-ene, 2-hydroxye Cylbicyclo [2. 2. 1] Hepto-5-ene, 2-methyl 2-hydroxymethylbicyclo [2. 2. 1] Hepto-5-ene, 2, 3-dihydroxymethylbicyclo [2. 2. 1 ] Heptone-5-ene, 2-(Hydroxyethoxycarbonyl)bicyclo[2.2.1] Heptone-5-ene, 2-Methyl-2-(hydroxyethoxycarbonyl)bicyclo[2.2.2]

.1] Heptone-5-ene, 2—(1—Hydroxy-1—trifluoromethyl-2,2,2-trifluoroethyl)bicyclo [2.2.1] Heptone-5-ene, 2-(2— hydroxy _ 2-trifluoromethyl-3, 3, 3-trifluoropropyl) bicyclo [2.2.1] Heputo 5 E emissions, 3- hydro Kishitorishikuro [5.2.2 1. 〇 ^{2, 6]} Deka 4, 8-Gen, 3-hydroxymethyltricyclo [5. 2. 1. ○ ^{2, 6} ] Deca 4, 8-gen, 4-hydroxytetracyclo [6. 2. 1. 13, 6. 02, 7 ] Dodeca- ₉ -ene, ₄ -hydroxymethyltetracyclo [6. 2. 1. 13, 6, 02, 7] Dodeca-9_ene, 4,5-dihydroxymethyltetracyclo [6. 2. 1. 1 ^{3, 6} .○ ₂ ^{, 7} ] Dodeca 9-ene, 4-(Hydroxyethoxycarbonyl) tetracyclo [6. 2. 1. 1 ³ _' ⁶ · ○ ² _' ⁷ ] Dodeca 9-en, 4— Methyl-4— (hydroxetoxycarbonyl) tetracyclo [6. 2. 1. 1 ^{3, 6} · ○ ^{2, 7} ] Dodeca 9-en,! \1-(Hydroxyethyl)bicyclo [2. 2. 1] hept 〇 2020/175037 10 boxes (: 170? 2020 /004163

— 5-Ene-2,3-dicarboximide, 1\1— (hydroxyphenyl)bicyclo [2. 2. 1] Hept-5-ene-2,3-dicarboximide, etc. Etc. can be mentioned. Among them, a carboxyl group-containing cyclic olefin is preferable, and 4-hydroxycarbonyltetracyclo [6. 2.

1.1 ^{3, 6} .0 ^{2, 7} ]dodeca 9-ene is particularly preferred. As the cyclic olefin monomer (3), one kind or plural kinds of monomers can be used.

[0026] In the cyclic olefin polymer (_ 1), the content ratio of the units derived from the cyclic olefin monomer (3) is such that all repeating units constituting the cyclic olefin polymer (_ 1) are 100 mol. %, 10 mol% or more is preferable, 20 mol% or more is more preferable, 30 mol% or more is further preferable, 90 mol% or less is preferable, 80 mol% or less is more preferable, and 70 mol% or less is further preferable. Good By setting the content ratio of the unit derived from the cyclic olefin monomer (3) within the above range, the performance of suppressing the wrinkles of the obtained resin film can be further improved.

[0027] Further, the cyclic olefin polymer (1...!) used in the present invention comprises a cyclic olefin monomer (3) having a protic polar group, and a monomer (13) copolymerizable therewith. It may be a copolymer obtained by copolymerizing. Such copolymerizable monomers include cyclic olefin monomers having polar groups other than protic polar groups (1), cyclic olefin monomers having no polar groups (2), and cyclic monomers. Examples of the monomer other than the olefin (stain 3) (hereinafter, appropriately referred to as “monomer (131)”, “monomer (sl 2)”, and “monomer (sl 3) ”). .. Here, the monomers (distance 1) to (distance 3) can be used as long as the characteristics are not affected. Then, the cyclic olefin polymer (_!!) is preferably composed of the monomer ( ₃ ) and the monomer (deposit 1). Furthermore, among the monomers listed below (1), 1^1—(2-ethylhexyl)-bicyclo[2.2.1]hept-5-ene-2, which is a cyclic olefin having a mono-substituted imido group. Preference is given to using 3,3-dicarboximide. 〇 2020/175037 11 卩(: 170? 2020/004163

[0028] Specific examples of the polar group other than the protic polar group contained in the cyclic olefin monomer (1) having a polar group other than the protic polar group include ester groups (alkoxycarbonyl groups and aryloxycarbonyl groups). ), 1\]_ substituted imide group, epoxy group, halogen atom, cyano group, carbonyloxycarbonyl group (an acid anhydride residue of dicarboxylic acid), alkoxy group, carbonyl group, Examples thereof include tertiary amino group, sulfone group and acryloyl group. Among them, as the polar group other than the protic polar group, an ester group, a 1\1_ substituted imido group and a cyano group are preferable, and an ester group and a 1\1_ substituted imido group are more preferable. The \1_ substituted imide group is particularly preferred.

[0029] Specific examples of the monomer (distance 1) include the following cyclic olefins.

Examples of the cyclic olefin having an ester group include 5-acetoxybicyclo[2.2.1]hept-2-en, 5-methoxycarbonylbicyclo[2.2.1]hept-2-ene, 5-methyl-5-. Metoxycarbonylbicyclo [2. 2. 1] Hept-2-en, 9-acetoxytetracyclo [6. 2. 1. 1 ^{3, 6} .○ ^{2, 7} ] Dodeca 4-ene, 9- Metoxycarbonyl tet Lacyclo[6. 2. 1. 1 ^{3, 6} · ○ ^{2, 7} ] Dodeca 4-ene, 9-Ethoxycarbonyl tetracyclo [6. 2. 1. 1 ^{3, 6} · ○ ^{2, 7} ] Dodeca 4-ene , 9-n-propoxycarbonyltetracyclo [6. 2. 1. 1 ^{3, 6} .○ ^{2, 7} ] Dodeca 4-ene, 9-isopropoxycarbonyl tetracyclo [6. 2. 1. 13, 6_ 〇 2, 7] Dodeca- ₄ -ene, 9-Butoxycarbonyltetracyclo [6. 2. 1. 13, 6_ ○ 2, 7] Dodeca-4-ene, 9-Methyl-9-methoxycarbonyltetracyclo [6. 2. 1. 13, 6. 02, 7] Dodeca-4-ene, 9-methyl-9-ethoxycarbonyltetracyclo [6. 2. 1. 13

, ⁶ .0 ² , ⁷ ] Dodeca 4-en,

Propoxycarbonyl tetracyclo [6. 2. 1. 13, 6. 02, 7] Dodeca-4-ene, 9-methyl

_ 9-Isopropoxycarbonyltetracyclo [6. 2. 1. 1 ^{3, 6} .〇 ^{2, 7} ] Dodeca 4-ene, 9-Methyl-9-door Butoxycarbonyltetracyclyl 〇 2020/175037 12 卩 (: 170? 2020 /004163

Mouth [6. 2. 1. 1 ³ · ⁶ .〇 ² _' ⁷ ] Dodeca 4-ene, 9— (2, 2, 2--rifluoroethoxycarbonyl) tetracyclo [6. 2. 1. 13 ^, 6. 02 ^, 7

] Dodeca 4-ene, 9-methyl-9-(2,2,2-trifluoroethoxycarbonyl)tetracyclo [6. 2. 1. 13, 6. 02, 7] Dodeca- ₄ -en ..

Examples of the cyclic olefin having a substituted imido group include 1\1—phenylbicyclo[2.2.1]hept-5-ene-2,3-dicarboximide, 1\1_(2-ethylhexyl)_ 1 — Isopropyl-4-methylbicyclo[2.2.2]oct-5-ene-2,3-dicarboximide, 1\1-(2-ethylhexyl)-bicyclo[2.2.1]hept-5-ene-2,3 —Dicarboximide, 1\!_ [(2-Ethylbutoxy)ethoxypropyl] — Bicyclo [2. 2. 1] Hept-5-ene-2,3-dicarboxyimide, — (Endobicyclo [2. 2.1 ]hept-5-ene-2,3-diyldicarbonyl) dimethyl aspartate and the like.

Examples of the cyclic olefin having a cyano group include 9-cyanotetracyclo [6. 2. 1. 13, 6_ ○ 2, 7] dodeca-4-ene and 9-methyl-9-cyanotetracyclo [6. 2. 1. 1 ^{3, 6} · ○ ^{2, 7} ] Dodeca 4-ene, 5-cyanobicyclo [2. 2. 1] heptose 2-ene and the like.

Examples of the cyclic olefin having a halogen atom include 9-chlorotetracyclo [6. 2. 1. 13, 6. 02, 7] dodeca-4-ene, 9-methyl-9-chlorotetracyclo [6. 2. 1 . 13, 6. ○ 2, 7] Dodeca-4-en, etc.

These cyclic olefin monomers having a polar group other than the protic polar group (distance 1) may be used alone or in combination of two or more kinds.

[0030] Specific examples of the cyclic olefin monomer having no polar group (chew 2) include bicyclo [2.2.1] hept-2-ene (also referred to as "norbornene") and 5-ethyl-bicyclo. [2. 2. 1] Heptone 2-ene, 5-butyl bisic 〇 2020/175037 13 卩 (: 170? 2020 /004163

Mouth [2. 2. 1] Heptone 2-en, 5-ethylidene bicyclo [2. 2.

1] Heptone 2-en, 5-methylidene bicyclo [2. 2. 1] hept_

2-en, 5-vinyl-bicyclo [2. 2. 1] heptoe 2-en, tricyclo [5. 2. 1. 〇 ^{2, 6} ] Deca 3, 8-gen (common name: dicyclopentagen) , Tetracyclo [1 0. 2. 1. 0 ^{2, 1 1} ○ ^{4, 9} ] pentadeca-4, 6, 8, 1 3 -tetraene, tetracyclo [6. 2. 1. 1 3, 6· ○ _2, 7 ] de Deka 4 - (also referred to as "tetracyclododecene".) E down, 9 - Mechirute Torashikuro [6.2.3 1.1 ^{3 _{'6-〇 2'} 7]} Dodeka 4 - E emissions, 9 - Echiru tetracyclo [6. 2. 1. 1 ³ _' ⁶ · ○ ² _' ⁷ ] Dodeca 4-en, 9-methylidene-tetracyclo [6. 2. 1. 1 ^{3, 6} · ○ ^{2, 7} ] Dodeca 4- En, 9-ethylidene-tetracyclo [6. 2. 1. 1 ³ _' ⁶ · ○ ² _' ⁷ ] Dodeca 4-en, 9-vinyl-tetracyclo [6. 2. 1. 1 ^{3, 6-〇 2, 7]} Dodeka 4 - E emissions, 9 - Purobe sulfonyl over tetracyclo [6.2.3 1.1 ^{3, 6-〇 2, 7]} dodeca _ 4 - E down, pentacyclo [9.2. 1. 13, 9 02, ₁ 〇] Pentadeca- ₅ ,

1 2 -Gen, Cyclopentene, Cyclopentadiene, 9-Phenyl-tetracyclo [6. 2. 1. 1 ³ _' ⁶ · 〇 ² _' ⁷ ] Dodeca 4-en, Tetracyclo [9 2. 1. 〇 ² _' ¹ Examples include ⁰ · 〇 ³ _' ⁸ ] tetradeca 3, 5, 7, 1 2 -tetraene, pentacyclo [9. 2. 1. 1 ^{3, 9} · 〇 ^{2, 10} ] pentadeca 12-ene.

These polar olefin monomers having no polar group (distance 2) may be used alone or in combination of two or more kinds.

[0031] As a specific example of the monomer other than the cyclic olefin (the well 3), a chain olefin is mentioned. Examples of chain olefins include ethylene, propylene,

1-butene, 1-pentene, 1-hexene, 3-methyl-1-butene, 3-methyl-1-pentene, 3-ethyl-1-pentene, 4-methyl-1-pentene, 4-methyl-1-hexene, 4, 4-dimethyl-1-hexene, 4,

4-dimethyl-1-pentene, 4-ethyl-1-hexene, 3-ethyl-1-hexene, 1-octene, 1-decene, 1-dodecene, 1-tetradecene 〇 2020/175037 14 卩 (: 170? 2020 /004163

, 1-hexadecene, 1-octadecene, 1-eicosene, etc. <<2 olefins having 2 to 20 carbon atoms; 1,4-hexadiene, 4-methyl-1,4-hexagen, 5-methyl-1,4 — Hexagen, and non-conjugated gens such as 1, 7-octagen.

These monomers other than the cyclic olefin (the well 3) can be used alone or in combination of two or more kinds.

[0032] The cyclic olefin polymer (_ 1) is obtained by combining the cyclic olefin monomer (3) with one or more kinds of monomers selected from the monomers (1^1) to (distance 3) if desired. It is obtained by overlapping. The polymer obtained by the polymerization may be further hydrogenated. In the present invention, a hydrogenated polymer is also included in the cyclic olefin resin having a protic polar group.

[0033] The cyclic olefin polymer (_ 1) is a cyclic olefin polymer having no protic polar group, in which a protic polar group is introduced using a known modifier, and hydrogenation is carried out as desired. It can also be obtained by the method. Here, hydrogenation may be performed on the polymer before the introduction of the protic polar group.

The cyclic olefin polymer (1...!) may be obtained by a method of further introducing a protic polar group into the cyclic olefin polymer having a protic polar group.

[0034] «Polyamide imid resin (8-2)»

As a polymer () having a protic polar group, "polyamidimide resin (_ 2)" is a polymer having an amid bond and an imido bond in a repeating unit (that is, a polyamide resin). It is a polymer having a protic polar group. The polyamide imide resin (_ 2) can also be obtained by a method of introducing a protic polar group into a polyamide imide having no protic polar group using a known modifier. The polyamide imide resin (81 2) may be obtained by a method in which a protonic polar group is further introduced into a polyamide imide having a protic polar group. Therefore, among the various polyamidoimides listed below, those having a protic polar group are 〇 2020/175037 15 卩(: 170? 2020/004163

Alternatively, it can be used by further modifying it to introduce a protonic polar group. For those not having a protonic polar group, it is modified by using a known modifier to introduce a protonic polar group. It can then be used.

[0035] Examples of the polyamidimide resin (12) include a polyamidimide having a branched structure and a polyamidimide having a linear structure. Among them, polyamidimide having a branched structure is preferable as the polyamidimide. When the polyamidimide resin (81 2) is a polyamidimide having a branched structure, the chemical resistance of the resin composition can be improved.

Examples of the polyamidimide having a branched structure include a structural unit represented by the following formula (2) and a structural unit represented by the following formula (3), and 〇, compounds having at least one of the terminal structures represented by (13) and (a), compounds represented by the following formula (4), polyamidimide resin having a branched structure (mouth I <3 Co., Ltd., Unidick 1\/1 〇-7 9 3), Polyamidimide resin with a branched structure (Mouth 〇 Co., Ltd.: Unidick 1 1//1 〇-10 15), And so on.

[0037] [Chemical Formula 3]

[However, in the above formula (2), 1 represents an organic group having a cycloaliphatic structure having an ash atom number of 6 to 13. ]

[0038] \\02020/175037 16 卩(: 17 2020/004163

[Chemical 4]

[However, in the above formula (3),

Represents an organic group having a cycloaliphatic structure having 6 to 13 carbon atoms,

₂ represents a linear hydrocarbon structure with a number average molecular weight of 700-4500. ]

[0039] [Chemical 5]

[0040] [Chemical 6]

3

[0041] [Chemical 7]

[0042] 〇 2020/175037 卩 (: 170? 2020 /004163

[Chemical 8]

[However, in the formula (4), n is an integer of 2 or more and 200 or less. ]

[0043] A cyclic reffin polymer having a protic polar group and having a structure represented by the above formula (4) is, for example, an isophorone diisocyanate-isoisocyanurate body represented by the following formula (5): , And trimetic anhydride.

[Chemical 9]

In such a reaction, a polyfunctional polyol containing two or more hydroxyl groups may be added as a chain transfer agent to introduce a moiety having a urethane structure into the partial structure of the above formula (4). By introducing a part having a urethane structure into the partial structure of the above formula (4), the physical properties of the polyamide imide having a branched structure can be controlled. Examples of the site having a urethane structure include the site represented by the following formula (6).

[0045] \¥0 2020/175037 18 卩 (: 17 2020 /004163

[Chemical 10]

[However, in the above formula (6),

Represents an organic group having a cycloaliphatic structure having 6 to 13 carbon atoms,

₂ represents a linear hydrocarbon structure having a number average molecular weight of 700 to 450. ]

[0046] Further, examples of the polyamide imide having a linear structure include a compound represented by the following formula (7):

[0047] [Chemical 1 1]

[However, in the above formula (7), n is an integer of 2 or more and 400 or less. ]

The compound represented by the above formula (7) can be obtained by reacting trimetic anhydride with isophorone diisocyanate.

<Crosslinking agent (Mimi)>

The cross-linking agent (Mimi) is a compound that acts to enhance the heat resistance and the special wrinkle suppressing performance of the resin film by forming a cross-linking structure in the resin film. The cross-linking agent (B) is a compound represented by the following formula (1). 〇 2020/175037 19 卩(: 170? 2020/004163

[Chemical 12]

(1)

[In the formula (1), a plurality of 8 each independently represents an alkyl group having 1 to 6 carbon atoms or an alkoxy group having 1 to 6 carbon atoms;

And are integers from 0 to 4, and 9 are integers from 0 to 5, respectively. ]

[0050] Here, the alkyl group having 1 to 6 carbon atoms that may be contained in is not particularly limited, and examples thereof include direct groups such as a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, and a hexyl group. Examples thereof include alkyl groups having a chain, branched chain or cyclic structure. Among these, as the alkyl group having 1 to 6 carbon atoms, a methyl group and an ethyl group are preferable, and a methyl group is more preferable.

Also,

The alkoxy group having 1 to 6 carbon atoms which may be contained in is not particularly limited, and examples thereof include a straight chain, a branched chain or a methoxy group, an ethoxy group, a propoxy group, a butoxy group, a pentoxy group, a hexoxy group or the like. Examples thereof include an alkoxy group having a cyclic structure. Among these, as the alkoxy group having 1 to 6 carbon atoms, a methoxy group, an ethoxy group and a propoxy group are preferable, and a methoxy group is more preferable.

Here, from the viewpoint of further enhancing the heat resistance of the obtained resin film, 111,

,, and are all “0”. When reduced, the compound represented by the formula (1) preferably has no substituent. In this case, in the above formula (1), all hydrogen atoms are bonded to positions where “[¾” can bond.

[0051] Furthermore, a cross-linking agent (Mitsumi) satisfying the formula (1) has no substituent, and has two glycidyl ether groups bonded at a predetermined position. 〇 2020/175037 20 boxes (: 170? 2020/004163

It is preferably a compound. Such compounds are manufactured by Nippon Kayaku Co.,

-9 9 1 3" is commercially available.

[Chemical 13]

[0052] «Crosslinking Agent (Minami) Content»

And, in the resin composition, the content of the cross-linking agent (Mi) is preferably 5 parts by mass or more, and 10 parts by mass or more based on 100 parts by mass of the polymer () having a protic polar group. More preferably, it is more preferably 20 parts by mass or more, further preferably 200 parts by mass or less, more preferably 150 parts by mass or less, and 90 parts by mass or less. Is more preferable, it is particularly preferably 60 parts by mass or less, and particularly preferably 40 parts by mass or less. When the content of the cross-linking agent (Mitsumi) in the polymer () having a protic polar group is within the above range, the heat resistance and the performance of suppressing wrinkles of the obtained resin film can be further enhanced.

<Compound Having Two or More Alkoxymethyl Groups and Compound Having Two or More Methylol Groups>

The compound having two or more alkoxymethyl groups and the compound having two or more methylol groups are components that can act so as to further enhance the proper wrinkle suppressing performance of the obtained resin film. Furthermore, the chemical resistance of the resin film can be enhanced by blending the resin composition with a compound having two or more alkoxymethyl groups and a compound having two or more methylol groups. From the viewpoint of exhibiting such effects more satisfactorily, it is preferable that the resin composition contains a compound having at least two alkoxymethyl groups. 〇 2020/175037 21 卩(: 170? 2020/004163

[0054] «Compound having two or more alkoxymethyl groups»

Examples of the compound having two or more alkoxymethyl groups include a phenol compound in which two or more alkoxymethyl groups are directly bonded to an aromatic ring, and a melamine in which an amino group is substituted with two or more alkoxymethyl groups. Examples thereof include compounds and urea compounds substituted with two or more alkoxymethyl groups.

[0055] Examples of a phenol compound in which two or more alkoxymethyl groups are directly bonded to an aromatic ring include, for example, 2,6-dimethoxymethyl-4-I-butylphenol and 2,6-dimethoxymethyl-cresol. Dimethoxymethyl-substituted phenol compounds such as 3,3',5,5'-tetramethoxymethyl-4,

4,-dihydroxybiphenyl (eg, trade name "Ding 1\/1〇IV!-Mimi", Honshu Chemical Industry Co., Ltd.), 1, 1-bis [3, 5-di (methoxymethyl)-1 4-hydr Roxyphenyl] — 1 — Tetramethoxymethyl-substituted biphenyl compounds such as phenylethane; 4, 4, 4′, 4” one (ethylidene) trisphenol (eg, trade name “1 ^~ 1 1\/1〇1\/1-c? ^~ 18-8?10", manufactured by Honshu Kagaku Kogyo Co., Ltd.) and the like.

[0056] Examples of the melamine compound in which the amino group is substituted with two or more alkoxymethyl groups include, for example, 1\1, 1\1, and dimethoxymethylmelamine, 1\1, 1\1, ," Trimethoxymethylmelamine, 1\1 ,1\1 ,1\1, ,, 1\!"-Tetramethoxymethyl melamine, 1\1, 1\1 ,1\1', 1\1', 1\1" pentamethoxy Methyl melamine, 1\1, 1\1, 1\1, ,, 1\1, ", 1\1", 1\1"-hexamethoxymethyl melamine (For example, trade name "Nicarac

Product name "Nikarak

0, all manufactured by Sanwa Chemical Co., Ltd.), or polymers thereof.

[0057] Examples of the urea compound substituted with two or more alkoxymethyl groups include, for example, the trade name "Nicarac 1\/1乂270" and the trade name "Nicarac 1\/1丂280". The product name is "Nicarac 1\/1乂290" (both manufactured by Sanwa Chemical Co., Ltd.).

[0058] «Compound having two or more methylol groups» 〇 2020/175037 22 卩 (: 170? 2020 /004163

Examples of the compound having two or more methylol groups include a phenol compound in which two or more methylol groups are directly bonded to an aromatic ring.

And, as a phenol compound in which two or more methylol groups are directly bonded to an aromatic ring, 2,4-dihydroxymethyl-6-methylphenol, 2,6-bis(hydroxymethyl)-cresol, 4-evenishary 2, 6-bis(hydroxymethyl)phenol, bis(2-hydroxy-3-hydroxymethyl-5-methylphenyl) methane (Product name "0 1\/1 _Mimi PC-F", manufactured by Asahi Organic Materials Co., Ltd.), bis (4-hydroxy-3-hydroxymethyl-5-methylphenyl) methane (trade name "0 1\/1-M I I○○", manufactured by Asahi Organic Materials Co., Ltd.)

, 2,2-bis(4-hydroxy-3,5-dihydroxymethylphenyl)propan (trade name "Cho 1\/1-Mimi Ichihachi", manufactured by Asahi Organic Materials Co., Ltd.) and the like.

[0059] A compound having two or more alkoxymethyl groups as described above and a methylol group

Among the compounds having two or more, it is one of the compounds having two or more alkoxymethyl groups from the viewpoint of high reactivity, 1\1, 1\1, 1\1', 1\1', 1 \1”,

|\1”-Hexamethoxymethylmelamine is preferred.

[Contents of Compound Having Two or More Alkoxymethyl Groups and Compound Having Two or More Methylol Groups]

In the case where the resin composition contains both or one of the compound having two or more alkoxymethyl groups and the compound having two or more methylol groups, the total content of these is a polymer having a protic polar group ( ) It is preferable that the amount is 1 part by mass or more and 1 part by mass or more and 100 parts by mass or less. If the total content of the compound having two or more alkoxymethyl groups and the compound having two or more methylol groups is within the above range, the performance of suppressing the wrinkles of the resin film can be further enhanced. In particular, if the total content of the compound having two or more alkoxymethyl groups and the compound having two or more methylol groups is less than or equal to the above upper limit, the reduction in the curing step under high temperature conditions of 200°C or more is performed. The film can be suppressed, and the heat resistance of the resin film can be further enhanced.

[0061] <Other additives> 〇 2020/175037 23 卩 (: 170? 2020 /004163

The resin composition of the present invention may optionally contain other additives than the above. Examples of such other additives include a polyfunctional epoxy compound having a structure different from that of the above-mentioned crosslinking agent (Mitsumi), a silane coupling agent, a surfactant, an antioxidant, and a radiation-sensitive compound.

[0062] «Polyfunctional epoxy compound having a structure different from that of the crosslinking agent (Mitsumi)»

Specific examples of the polyfunctional epoxy compound having a structure different from that of the cross-linking agent (Mitsumi) include, for example, an epoxy compound having dicyclopentadiene as a skeleton (trade name “1 ^to 1 ?-7200”, manufactured by 0I 〇 Company), 1,2-Epoxy 4-(2-oxiranyl) cyclohexane adduct of 2,2-bis(hydroxymethyl) 1-butanol (15-functional alicyclic epoxy resin having cyclohexane skeleton and terminal epoxy group) , Trade name "Mimi! ^~ 1? Mimi 3 1 50", manufactured by Daicel), epoxidized 3-cyclohexene-1,2-dicarboxylic acid bis(3-cyclohexenylmethyl) modified caprolactone (aliphatic cyclic trifunctional) Epoxy resin, trade name "Epolide ◦ Ding 301", manufactured by Daicel), butanetetracarboxylic acid tetra (3,4-epoxycyclohexylmethyl) modified caprolactone (aliphatic cyclic tetrafunctional epoxy resin, trade name " Evolead 〇Cho 401”, manufactured by Daicel), 3, 4-Epoxycyclohexenylmethyl-3', 4'-Epoxycyclohexenecarboxylate (Product name “Celoxide 2021”, “Ceroxide 2021”, manufactured by Daicel) ),

Caprolactone-modified 3', 4'-epoxycyclohexylmethyl-3, 4-epoxycyclohexancarboxylate (trade name "Celoxide 2081", manufactured by Daicel),

1,2:8,9-diepoxy limonene (trade name "CELOXIDE 3000", manufactured by Daicel) and other epoxy compounds having an alicyclic structure; and bisphenol 8-type epoxy compounds (trade name)

"" Momi [¾ 827], "" Momi [¾828], "" Momi [¾丫!_ 980], Mitsubishi Chemical Co., Ltd., trade name "Mimi I 〇!_ 〇 840", "Mimi? 1 〇 !_" 〇 850”, 0 I 〇 company, bisphenol type epoxy compound (trade name “”Mimi [¾806”, “”Mami [¾807”, “” Mimi

Made by Mitsubishi Chemical Co., Ltd., product name “Mimi? 1 〇!_〇 830”, ”Mimi 〇 2020/175037 24 卩 (: 170? 2020 /004163

1 1 _ 0 835", 0 I 〇 company, hydrogenated bisphenol 8 type epoxy compound (trade name "" 跳 [¾丫乂8000], "" 跳 [¾丫乂 8034] Mitsubishi Chemical Corporation Made, product name "3 Chome 1 3000", manufactured by Nippon Steel & Sumikin Co., Ltd., product name "Rikaresin 1-1 ^~ Mitsumi — 100", manufactured by Nippon Nippon Kaika Co., Ltd., product name "Eporite 4000" manufactured by Kyoei Chemical Co., Ltd.

Long-chain bisphenol 8-type epoxy resin (Product name "Mimihachi 481 6", "Mimihachi-4850-1 50", "Mimihachi-4850-1 000" mouth I 〇 company), Mi 〇 Modified Bisphenol Epoxy Epoxy Compound (Product name "Adeka Resin Minichi 4000 !_", "Adeka Resin Minichi 401 0 !_", manufactured by 880 Mihasha)

, Phenol novolac type polyfunctional epoxy compound (Product name ""Mimi [¾ 1 52"

, Mitsubishi Chemical Co., Ltd., 1, 6-bis (2, 3-epoxypropane-1-yloxy) polyfunctional epoxy compound having naphthalene skeleton such as naphthalene (trade name "1 ^~ 1 ?-40320", 〇 Dicyclopentadiene dimethano-rudiglycidyl ether (trade name "Adeka Resin Minichi 4000 !_", "Adeka Resin Minichi 4088 !_", Made by 80 Mihasha Co., Ltd., glycidyl amine type Epoxy resin (Brand name "Brand name""Minami [¾ 630", manufactured by Mitsubishi Chemical Co., Ltd., trade name "Chomi Bing [¾8 0-〇", "Chomi Bing [¾8 0-乂], Mitsubishi Gas Chemical Co., Ltd. Chain alkyl polyfunctional epoxy compound (trade name "3[¾-D!!/1/1", manufactured by Sakamoto Yakuhin Kogyo Co., Ltd.), polyfunctional epoxy polybutadiene (trade name "Evolead Mitsu 3600") , Manufactured by Daicel Co., Ltd., (trade name "Evolead Minami 4700", manufactured by Daicel Co., Ltd.), glycidyl polyether compound of glycerin (trade name "3

, Sakamoto Yakuhin Kogyo Co., Ltd., diglycerin polyglycidyl ether compound (trade name "

, Manufactured by Sakamoto Yakuhin Kogyo Co., Ltd., polyglycerin polyglycidyl ether compound (trade name “3[¾_4〇!_”, manufactured by Sakamoto Yakuhin Kogyo Co., Ltd.); You can In addition, these can be used individually by 1 type or in combination of 2 or more types.

Among them, an epoxy compound having an alicyclic structure, that is, an alicyclic epoxy compound is preferable. By adding an alicyclic epoxy compound to the resin composition, the transparency of the obtained resin film can be increased. 〇 2020/175037 25 卩 (: 170? 2020 /004163

[0063] In the resin composition, the content of the polyfunctional epoxide compound having a structure different from that of the cross-linking agent (Mitsumi) is 1 part by mass of the polymer having a protic polar group () 1 part by mass. It is preferable that the content is 000 parts by mass or less. When the content of the polyfunctional epoxy-containing compound having a different structure from that of the cross-linking agent (Mitsumi) is 100 parts by mass or less, the chemical resistance of the resin film can be efficiently increased. When the resin composition contains a polyfunctional epoxy compound having a structure different from that of the cross-linking agent (Mimi) in addition to the above-mentioned predetermined cross-linking agent (Mimi), the cross-linking agent (Mimi) and the cross-linking agent The total content of polyfunctional epoxy compounds having a different structure from that of (Minami) is the polymer having a protic polar group (8) in the resin composition described above in the section of <<Content of Crosslinking Agent (Minami)>>. ) It is preferable to satisfy the preferable range of the content of the cross-linking agent (Minami) with respect to 100 parts by mass.

[0064] «Silane coupling agent, surfactant, and antioxidant»

The silane coupling agent functions to enhance the adhesion between the resin film obtained by using the resin composition of the present invention and the base material on which the resin film is formed. The silane coupling agent is not particularly limited, and known ones can be used (see, for example, Japanese Patent Laid-Open No. 20515-94910). More specifically, alkoxysilanes such as glycidoxypropyltrimethoxysilane can be preferably used as the silane coupling agent. In addition, the content of the silane coupling agent is usually 0.01 part by mass or more and 5 parts by mass or less per 100 parts by mass of the polymer () having a protic polar group.

The surfactant is a component that can improve the coatability of the resin composition of the present invention.

The surfactant is not particularly limited, and known silicone-based surfactants, fluorine-based surfactants, polyoxyalkylene-based surfactants, methacrylic acid copolymer-based surfactants, and acrylic acid surfactants are known. Polymeric surfactants and the like can be used (see, for example, International Publication No. WO 201/1763981). Among them, as the surfactant, a silicone-based surfactant such as an organosiloxane polymer can be preferably used. 〇 2020/175037 26 卩(: 170? 2020/004163

Further, the content of the surfactant is usually 0.01 part by mass or more and 1 part by mass or less per 100 parts by mass of the polymer (8) having a protic polar group.

[0066] The antioxidant is a component that can enhance the stability of the resin composition of the present invention. The antioxidant is not particularly limited, and known antioxidants such as phenol-based antioxidants, phosphorus-based antioxidants, amine-based antioxidants, lactone-based antioxidants can be used. (See, for example, Japanese Patent Laid-Open No. 20 1 4-1 4 9 4 7 7).

[0067] The silane coupling agent, the surfactant, and the antioxidant may be used alone or in combination of two or more. Moreover, the amounts of the silane coupling agent, the surfactant, and the antioxidant to be blended in the resin composition can be adjusted arbitrarily.

[0068] «Radiation-sensitive compound»

A radiation sensitive compound is a compound capable of causing a chemical reaction when exposed to radiation. Here, the radiation is not particularly limited, and includes, for example, visible light; ultraviolet light; X-ray; light having a single wavelength such as 9-rays, rays, and gamma rays; <“excimer laser light, 8” excimer laser Examples of the radiation-sensitive compound include acetophenone compounds, triarylsulfonium salts, and azide compounds, and laser beams such as light, particle beams such as electron beams, etc. are not particularly limited. Azide compounds such as quinonediazide compounds can be preferably used.The radiation-sensitive compounds can be used alone or in combination of two or more. The amount can be adjusted arbitrarily.

[0069] <Solvent>

The solvent that the resin composition of the present invention can optionally contain is not particularly limited, and known solvents for the resin composition can be used. Examples of such solvents include linear ketones, alcohols, alcohol ethers, esters, cellosolve esters, propylene glycols, and diethylene glycols such as diethylene glycol ethyl methyl ether. 〇 2020/175037 27 卩 (: 170? 2020 /004163

, Saturated lactones, halogenated hydrocarbons, aromatic hydrocarbons, and polar solvents such as dimethylacetamide, dimethylformamide and 1\1_methylacetamide (for example, international See Publication No. 2015/0333901).

In addition, these solvents may be used alone or in combination of two or more.

The amount of the solvent in the resin composition is not particularly limited, and is preferably 10 parts by mass or more, and preferably 10 parts by mass with respect to 100 parts by mass of the polymer () having a protic polar group. It is at most 0,000 parts by mass, more preferably at most 500 parts by mass, still more preferably at most 100 parts by mass.

(Method for producing resin composition)

The resin composition of the present invention can be prepared by mixing the above components by a known method and optionally filtering. Here, a known mixer such as a stirrer, a ball mill, a sand mill, a bead mill, a pigment disperser, a crusher, an ultrasonic disperser, a homogenizer, a planetary mixer or a fill mix can be used for the mixing. For filtering the mixture, a general filtering method using a filter medium such as a filter can be adopted.

<Method for producing resin film>

The resin film comprising the resin composition of the present invention comprises the resin of the present invention, which comprises a step (curing step) of heating the coating film formed by using the above-mentioned resin composition of the present invention at 200°C or higher. It can be produced by the method for producing a membrane. The method for producing a resin film of the present invention may further include a step of forming a coating film using the resin composition of the present invention on a substrate for forming a resin film (coating film forming step).

Further, the disposition of the coating film on the substrate for forming the resin film is not particularly limited, and it can be performed according to a known method such as a coating method or a film laminating method. However, the coating film may be optionally patterned when the resin film is formed. As the patterning method, a known patterning method involving an operation of exposing a coating film and developing it can be applied. In this case, used to form the resin film 〇 2020/175037 28 卩 (: 170? 2020 /004163

The resin composition according to the present invention may contain a radiation-sensitive compound.

[0072] «Coating film forming step»

Here, the coating film can be formed by the coating method by coating the resin composition on the substrate and then heating and drying (pre-baking). Examples of the method for applying the resin composition include spray coating method, spin coating method, mouth coating method, die coating method, doctor blade method, spin coating method, bar coating method, screen printing method, ink jet method, etc. Various methods of can be adopted. The heating and drying conditions vary depending on the type and blending ratio of the components contained in the resin composition, but the heating temperature is usually 30 to 150 ^° 〇, preferably 60 to 120 ^° The heating time is usually 0.5 to 90 minutes, preferably 1 to 60 minutes, and more preferably 1 to 30 minutes.

[0073] In addition, the coating film is formed by the film laminating method by coating the resin composition on a substrate for forming a stage film such as a resin film or a metal film, and heating and drying (prebaking) the stage film. After obtaining the above, this can be performed by laminating this stage film on a substrate. The application of the resin composition onto the substrate for forming the stage film and the heat-drying of the resin composition can be performed in the same manner as the application and the heat-drying of the resin composition in the above-mentioned application method. The lamination can be performed using a pressure laminator, a press, a vacuum laminator, a vacuum press, a mouth laminator, or other crimping machine.

[0074] «Curing step»

In the curing process, the coating film is heated (post-baked) at a temperature of 200 ^° C or higher to be hardened.

[0075] The heating of the coating film is not particularly limited, and can be performed using, for example, a hot plate or a talented one. The heating may be carried out in an inert gas atmosphere if necessary. Examples of the inert gas include nitrogen, argon, helium, neon, xenon, krypton and the like. Of these, nitrogen and argon are preferable, and nitrogen is particularly preferable. 〇 2020/175037 29 卩 (: 170? 2020 /004163

[0076] Here, the temperature at which the coating film is heated in the curing step is 200 ^° C or higher,

In is preferably 2 5 0 ^° ● As. When the resin composition of the present invention is used, good film formation can be achieved even when the temperature at which the coating film is heated is as high as 200°C or higher. Furthermore, the upper limit of the temperature for heating the coating film in the curing step is not particularly limited, but it is preferably 400° C. or less.

The time for heating the coating film in the curing step can be appropriately selected depending on the area and thickness of the coating film, the equipment used for heating, etc., but is, for example, 10 to 120 minutes. can do.

[0077] The resin film that has undergone such a curing step has a transmittance of light of a wavelength of 400 _n.

It is preferably 97% or more. The "transmittance" can be measured according to the method described in Examples.

[0078] (Electronic parts)

The electronic component of the present invention includes the resin film made of the resin composition of the present invention described above. The electronic component of the present invention has a high performance because it is provided with the resin film formed from the resin composition of the present invention and having excellent heat resistance and I-wrinkle suppressing performance.

[0079] <Type of electronic component>

The type of electronic component of the present invention is not particularly limited. For example, since the resin film made of the resin composition of the present invention is excellent in heat resistance and the ability to suppress wrinkles, the electronic component of the present invention has a resin film made of the resin composition of the present invention. It may be an electronic component having an I-electrode, in which a film is arranged on the surface of the. Further, for example, the resin film of the present invention may be an interlayer insulating film of a rewiring layer provided in a semiconductor device.

Example

Hereinafter, the present invention will be specifically described based on Examples, but the present invention is not limited to these Examples. In the following description, "%" and "parts" representing amounts are based on mass unless otherwise specified.

In the examples and the comparative examples, the resin film's performance of suppressing wrinkles, heat loss, and 〇 2020/175037 30 卩 (: 170? 2020 /004163

And the transmittance were evaluated using the following methods, respectively.

[0081] <I wrinkle suppression performance>

The resin compositions obtained in Examples and Comparative Examples were applied onto a glass substrate (Corning 1737 manufactured by Corning Co., Ltd.) by a spin coating method, and dried by heating at 120°° C. for 2 minutes using a hot plate (pre-baked). To form a coating film. Then, using a heating oven, under a nitrogen atmosphere, increase the temperature from 30 ^° 〇 to 10 ^° 〇/min to 300 ^° 〇, and then perform post bake by heating at 300° 〇 for 60 minutes. A resin film of 2 was formed. On this resin film, a transparent electrode with a transparent electrode (Shibaura Eletech Co., Ltd.,

* 3-4? 1_1_",

— A film having a film thickness of 40 n was formed at a temperature of 30°. The obtained glass substrate of the laminated body with a transparent electrode was cut into 1.50 squares to prepare a test piece. The glass substrate side of the prepared test piece was placed on a hot plate heated at 270°○ or 300°○ for 5 minutes, and then cooled to room temperature. Next, the surface of the test piece on the transparent electrode side is observed with an optical microscope (100 times), and the ratio of the area of the wrinkle part to the total area of the resin film surface (1.5001X 1.500) is calculated. The area of the wrinkle portion was extracted by binarizing the image obtained by an optical microscope.

Eight: No wrinkles were formed on the surface of the resin film.

Mimi: There are wrinkles on the surface of the resin film, but the area of the wrinkles is less than 1/4 of the total area of the resin film surface.

◯: There is wrinkling on the surface of the resin film, but the area of the wrinkled part is 1/4 or more and less than 1/2 of the total area of the resin film surface.

○: The surface of the resin film has wrinkles, and the wrinkled area is 1/2 or more of the total area of the resin film surface.

<Heating loss>

An aluminum thin film was formed with a thickness of 100 nm using a sputtering device ("Shibaura Eletech Co., Ltd.," 丨ichi 1\/1 丨 丨 丨 6 "○ 3-4 Minichi !_ !_"). On the silicon wafer, spin coating the resin composition obtained in the examples and comparative examples. 〇 2020/175037 31 卩 (: 170? 2020 /004163

After that, the silicon wafer was heated with a hot plate ^at 120 ^° for 2 minutes (coating film forming step). Then, under a nitrogen atmosphere, the resin film is obtained by heating it from 30 ^° C to 10 ^° C/min to 300 ^° C ^° and then heat treating it at 300°C for 60 minutes. A laminate having a resin film of 10 on one side was obtained (curing step).

The resin film was removed from the silicon wafer by immersing the obtained laminate in a hydrochloric acid solution of 0.5 I/!_ and dissolving the aluminum thin film located between the silicon wafer and the resin film with the hydrochloric acid solution. Peeled off. Next, the peeled resin film was washed with water and dried. The dried resin film was measured with a differential thermogravimetric simultaneous measurement device (Seiko Instruments Co., Ltd., 0/00/620) under a nitrogen atmosphere at a heating rate of 10°/min. The mass of the sample at the time of reaching 300 °C and the mass of the sample at the end of the holding at 300 °1 when the temperature is reached to 300 °C and held at 300 °C for 1 hour. Each value was measured, and the value of heat loss: (○ — 〇 / 〇 X 1 〇 〇 (%)) was calculated and evaluated based on the following criteria: The smaller the heat loss, the more heat resistant the resin film becomes. Means superior.

Eight: The heating loss at 300° is less than 1%.

Min: The heating loss at 300° 〇 is 1% or more and less than 3%.

0: The heating weight loss at 300 °C is 3% or more.

<Light transmittance>

The resin compositions obtained in Examples and Comparative Examples were applied onto a glass substrate (Corning 177 3 7 manufactured by Corning Co., Ltd.) by a spin coating method, and heat-dried for 2 minutes at 120°° using a hot plate. (Pre-baking) was performed to form a coating film having a film thickness of 2 (coating film forming step). Then, using an oven, under a nitrogen atmosphere, 3 0 ^° 〇 or al 1 0 ° 〇 / min at 3 0 0 ° was warmed up 〇, post base one click heating at 3 0 0 ° 〇 6 0 min By doing so, a laminate composed of the resin film and the glass substrate was obtained (curing step) The obtained laminate was measured with a spectrophotometer V-560 (manufactured by JASCO Corporation) at a wavelength of 400 n. The light transmittance (%) of the light was measured.

The light transmittance (%) of the resin film is based on the glass substrate without the resin film. 〇 2020/175037 32 卩 (: 170? 2020 /004163

As a blank, it was calculated by a conversion value when the thickness of the resin film was 2, and evaluated according to the following criteria.

Eight: Light transmittance of 97% or more.

Mami: Light transmittance is less than 97%.

(Synthesis Example 1: Synthesis of Cyclic Olefin Polymer (_ 1) Having Protic Polar Group)

1\]—(2-Ethylhexyl)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxyimide 40 mol% as a cyclic olefin having a substituted imido group, and a protic polar group 4-Hydroxycarbonyltetracyclo [6. 2. 1. 1 ^{3, 6} · ○ ^{2, 7} ] as a cyclic olefin having a monomer mixture consisting of 60 mol% of 9-ene 100 parts 100 parts, 1, 5—Hexadiene 2 parts, (1, 3-dimesityl imidazoline-2-ylidene) (tricyclohexylphosphine) benzylidene ruthenium dichloride (〇 “9.1_6 Vol. 1, p. 953, 1 999) Synthesized by the method described in ).

02 parts and 200 parts of diethylene glycol ethyl methyl ether were charged into a nitrogen pressure-resistant glass pressure-resistant reactor, and reacted with stirring at 80 ^{° for} 4 hours to obtain a polymerization reaction solution.

Then, the obtained polymerization reaction solution was put into an autoclave and stirred ^at 150 ^° C and hydrogen pressure of 4 IV! ₃ for 5 hours to carry out a hydrogenation reaction, and a cyclic olefin polymer having a protic polar group was added. A polymer solution containing a hydrogenated polymer as a unit (_ 1) was obtained. The polymerization conversion rate of the obtained cyclic olefin polymer (_ 1) was 99.7%.

The polystyrene reduced weight average molecular weight was 7, 150, the number average molecular weight was 4,690, the molecular weight distribution was 1.52, and the hydrogenation rate was 99.7%. The solid content concentration of the obtained polymer solution of cyclic olefin polymer (1...!) is 34.

It was 4% by mass.

(Synthesis Example 2: Synthesis of cyclic olefin polymer (_3) having no protic polar group)

Tetracyclo [6. 5. 〇 .1 ² _' ⁵ · 0 ¹³ ] Trideca- ₃ , 8, 1 0 〇 2020/175037 33 卩 (: 170? 2020 /004163

, 1 2 -Tetraene (1\/1) 80 moles 1 1\1- (4-phenyl) 1 (5-norbornene-2,3-dicarboxyimide) (Mimi) 20 moles, 1 — hexene 6 parts by mol, 590 parts by mass of anisole and 4-acetoxybenzylidene (dichloro) (4,5-dibromo- 1, as a ruthenium-based polymerization catalyst)

3-Dimesityl-4-imidazoline-2-ylidene) (Tricyclohexylphosphine) Ruthenium (〇 1063, manufactured by Wako Pure Chemical Industries, Ltd.) 0.015 5 parts by mol of a pressure-resistant glass reactor purged with nitrogen were charged, and the mixture was stirred at 80 ^° A polymerization reaction was carried out for 1 hour at ◯ to obtain a solution of a ring-opening polymer. Gas chromatography of this solution was measured, and it was confirmed that substantially no monomer remained, and the polymerization conversion rate was 99% or more.

Then, equipped with a stirrer autoclave purged with nitrogen was charged with a solution of the resulting ring-opened polymer, 1 50 ° 〇, at a hydrogen pressure of 71 \ / 1 _3, it was subjected to hydrogenation reaction allowed to stir 5 hours. The obtained hydrogenation reaction solution was concentrated to obtain a solution (solid content concentration 55.5%) of a cyclic olefin polymer (_3) having no protic polar group. The cyclic olefin polymer (8_3) having no protic polar group had a weight average molecular weight of 50,000, a number average molecular weight of 20,000 and a hydrogenation rate of 97%.

(Synthesis Example 3: Synthesis of cyclic olefin polymer (_4) having no protic polar group)

By the following procedure, a cyclic olefin polymer (_4) having a carboxylic acid anhydride group instead of the protic polar group was synthesized.

As the first stage of polymerization, 35-mol part of 5-ethylidene-bicyclo[2.2.1]hept-2-ene, 0.9-mol part of 1-hexene, 340 mol part of anisole and 4-acetoxybenzylidene (dichloro) as ruthenium-based polymerization catalyst ) (4,5-dibromo-1,3-dimesityl-4-imidazoline-2-ylidene) (tricyclohexylphosphine) ruthenium (〇 1 063, manufactured by Wako Pure Chemical Industries, Ltd.) 0.0005 mol part of the pressure resistant glass reactor was replaced with nitrogen. The resulting mixture was stirred and the polymerization reaction was carried out at 80 ^° for 30 minutes with stirring to obtain a solution of the norbornene ring-opening polymer. 〇 2020/175037 34 卩 (: 170? 2020 /004163

It was

Then, in the solution obtained in the first stage of polymerization as the second stage of polymerization, tetracyclo [9.

2.1.0

. 〇 ^{3, 8} ]Tetradeca 3, 5, 7, 1 2 -Tetraene (methanotetrahydrofluorene) 35 mol Tone 1 Bicyclo [2. 2. 1] Hep 2-one-5-dicarboxylic anhydride 30 mol Parts, anisole 250 mol parts, and (3 1 063 0. 0 1 mol parts) were added, and the polymerization reaction was carried out at 80° for 1.5 hours with stirring to obtain a norbornene ring-opening polymer solution. Gas chromatography measurement of this solution confirmed that substantially no monomer remained, and the polymerization conversion rate was 99% or more.

Then, the autoclave equipped with a stirrer that had been replaced with nitrogen was charged with the solution of the obtained ring-opening polymer, 0 1 063 〇.03 parts by mol was added, and the mixture was heated at 150° 〇, hydrogen pressure 7 IV! The hydrogenation reaction was carried out with stirring. The hydrogenation reaction solution obtained as a result of the hydrogenation reaction was concentrated to obtain a solution (solid content concentration 55.5%) of a cyclic olefin polymer (_4) having no protic polar group. The cyclic olefin polymer (_ 4) having no protonic polar group had a weight average molecular weight of 60,000, a number average molecular weight of 30,000 and a molecular weight distribution of 2. The hydrogenation rate was 95%, and the content of repeating units having a carboxylic acid anhydride group was 30 mol%. Furthermore, the solid concentration of the solution of the cyclic olefin polymer (_4) having no protic polar group was 22%. [0085] (Example 1)

Solution of cyclic olefin polymer (8-1) having protonic polar group obtained in Synthesis Example 1 29 parts (100 parts as cyclic olefin polymer (_ 1 ))

, A compound as a cross-linking agent (Mimi) satisfying the following formula (manufactured by Nippon Kayaku Co.,

9 1 3) 10 parts, organosiloxane polymer as a surfactant (Shin-Etsu Chemical Co., Ltd., product name “<?34 1 ”) 0. 1 part, glycidoxypropyltrimethoxysilane (XI as a silane coupling agent 8 1\/1, manufactured by Mitomisha Co., Ltd., product name "〇3-6040") 1 part, as an antioxidant, pentaerythritol tolutrix [3— (3, (3,

Butyl 4-hydroxyphenyl) \¥02020/175037 35 卩 (: 17 2020 /004163

Propionate] (Product name “I “931^ 0 x 1 01 〇”, manufactured by Minahachi 3 Co., Ltd.) 2.1 and diethylene glycol ethyl methyl ether as a solvent (manufactured by Toho Chemical Co., Ltd. /1-3") 27 parts were mixed and dissolved, and then filtered through a filter made of polytetrafluoroethylene having a pore size of 0.451 to prepare a resin composition.

And, the wrinkle suppression performance of the coating film formed by using the obtained resin composition.

The heating loss, and the light transmittance were evaluated. The results are shown in Table 1.

[Chemical 14]

[0086] (Examples 2 to 7)

A resin composition was prepared in the same manner as in Example 1 except that the compounding amount of the cross-linking agent (Mitsumi) and the compounding amount of diethylene glycol ethyl methyl ether as the solvent were changed as shown in Table 1.

Then, the same evaluation as in Example 1 was performed using the obtained resin composition. The results are shown in Table 1.

[0087] (Example 8)

The compounding amount of cross-linking agent (Mitsumi) was 25 parts, the compounding amount of diethylene glycol ethyl methyl ether as a solvent was 53 parts, and the compound having two or more alkoxymethyl groups was 1\1, 1\1, 1\. 1, ,1\1, ,1\1", 1\1"-Hexamethoxymethylmelamine (Product name "Nicarac

A resin composition was prepared in the same manner as in Example 1 except that 10 parts by weight was blended.

Then, the same evaluation as in Example 1 was performed using the obtained resin composition. 〇 2020/175037 36 卩 (: 170? 2020 /004163

The results are shown in Table 1.

[0088] (Example 9)

The compounding amount of the cross-linking agent (Mitsumi) was 25 parts, and the compounding amount of diethylene glycol ethyl methyl ether as the solvent was 71 parts. Tetra (3,4-epoxycyclohexylmethyl) tetracarboxylate-modified caprolactone (manufactured by Daicel, product name "Evolead 0401") was added in the same manner as in Example 1 except that 20 parts were blended. The thing was prepared.

Then, the same evaluation as in Example 1 was performed using the obtained resin composition. The results are shown in Table 1.

(Example 10)

Instead of a solution of a cyclic olefin polymer (_ 1) having a protic polar group, a mixed solution of a propylene glycol methyl ether acetate of a polyamidimide resin having a branched structure and _butanol 2 2 9 parts (0 侨 (3 Unidick Min 1//1--7 93, a branched polyamidimide resin having a carboxyl group (100 parts as 1) and a cross-linking agent having a predetermined structure (M) A resin composition was prepared in the same manner as in Example 1 except that the compounding amount was changed to 30 parts and diethylene glycol ethyl methyl ether as a solvent was changed to 69 parts.

Then, the same evaluation as in Example 1 was performed using the obtained resin composition. The results are shown in Table 1.

[0090] (Comparative Example 1)

Instead of blending a cross-linking agent (Mimi), instead of this, a poly(functional epoxy compound) having a different structure from the cross-linking agent (Mimi), butane tetracarboxylic acid tetra (3,4-epoxycyclohexylmethyl)-modified caprolactone ( Daicel Co., Ltd., product name "Evolead 〇 401") 60 parts were blended, and the blending amount of diethyl glycol glycol ethyl methyl ether as a solvent was changed to 97 parts. A resin composition was prepared in the same manner. 〇 2020/175037 37 卩 (: 170? 2020 /004163

Then, the same evaluation as in Example 1 was performed using the obtained resin composition. The results are shown in Table 1.

[0091] (Comparative Example 2)

Instead of blending the cross-linking agent (Mitsumi), instead of this, a polyfunctional epoxy compound having a different structure from the cross-linking agent (Mitsumi), a bisphenol 8-type epoxy compound (Mitsubishi Chemical Corp. !_”) 60 parts, and a resin composition was prepared in the same manner as in Example 1 except that the compounding amount of diethylenglycol ethyl methyl ether as a solvent was changed to 97 parts.

Then, the same evaluation as in Example 1 was performed using the obtained resin composition. The results are shown in Table 1.

[0092] (Comparative Example 3)

Instead of blending a cross-linking agent (Mimi), instead of this, a polyfunctional epoxy compound having a different structure from the cross-linking agent (Mimi), a 6-functional liquid epoxy compound having an isocyanuric acid structure (manufactured by Nissan Chemical Industries, Dyeing method was carried out in the same manner as in Example 1 except that 60 parts were mixed and the amount of diethylene glycol ethyl methyl ether as a solvent was changed to 97 parts. Prepared. Then, the same evaluation as in Example 1 was performed using the obtained resin composition. The results are shown in Table 1.

(Comparative Example 4)

Instead of the solution of cyclic olefin polymer (_ 1) having a protic polar group, a solution of cyclic olefin polymer (_ 3) not having a protic polar group 180 parts ( The amount of the cross-linking agent (Mitsumi) having the specified structure was changed to 30 parts, and the solvent was changed to anisole 3 62 parts. A resin composition was prepared in the same manner as in Example 1 except that the resin composition was changed.

Then, the same evaluation as in Example 1 was performed using the obtained resin composition. The results are shown in Table 1.

(Comparative Example 5) 〇 2020/175037 38 卩 (: 170? 2020 /004163

Instead of the solution of the cyclic olefin polymer (_ 1) having a protic polar group, a solution of the cyclic olefin polymer (_ 4) having no protic polar group 1 800 parts (having a protic polar group The amount of the cross-linking agent (Mitsumi) having the specified structure was changed to 30 parts, and the solvent was changed to anisole 3 62 parts. A resin composition was prepared in the same manner as in Example 1 except that the resin composition was changed.

Then, the same evaluation as in Example 1 was performed using the obtained resin composition. The results are shown in Table 1.

[0095]

〇 2020/175037 40 卩 (: 170? 2020 /004163

[0096] From Table 1, according to the resin compositions of Examples 1 to 10 containing the polymer () having a predetermined protic polar group and the cross-linking agent (Mitsumi) satisfying the specific structure, It can be seen that it was possible to form a resin film with excellent heat resistance as well as a small amount of weight loss and excellent crease control performance. In addition, from Table 1, in the case of Comparative Examples 1 to 3 using a resin composition containing no cross-linking agent (Mitsumi) satisfying a specific structure, a resin that is excellent in both heat resistance and crease suppression performance It can be seen that the film could not be formed. Furthermore, from Table 1, in Comparative Example 4 using a cyclic olefin polymer having no protic polar group, the heat resistance of the obtained resin film was excellent, but the crease suppression performance was low. I understand that Further, from Table 1, even in Comparative Example 5 using a cyclic olefin polymer having no protic polar group, but having a carboxylic acid anhydride group, the heat resistance of the obtained resin film was excellent,丨 It can be seen that the wrinkle suppression performance was low.

Industrial availability

[0097] According to the resin composition of the present invention, it is possible to form a resin film having excellent heat resistance and excellent anti-wrinkle suppressing performance.

Further, according to the present invention, it is possible to provide a high-performance electronic component including a resin film formed by using the resin composition of the present invention.

Furthermore, according to the present invention, it is possible to provide a method for producing a resin film, which can efficiently produce the resin film of the present invention using the resin composition of the present invention.

Claims

〇 2020/175037 41 Scope (: 170? 2020/004163 Claims [Claim 1] A polymer having a protic polar group (), and a cross-linking agent (Mi) represented by the following formula (1), In the resin composition containing, the polymer having a protic polar group () contains at least one of a cyclic olefin polymer having a protic polar group and a polyamideimide resin having a protic polar group, Resin composition.

[Chemical 1]

[In the formula (1), a plurality of 8 each independently represents any of an alkyl group having 1 to 6 carbon atoms and an alkoxy group having 1 to 6 carbon atoms;

, And are integers from 0 to 4, and 9 is an integer from 0 to 5, respectively. ]

2. The resin composition according to claim 1, wherein the polymer () having a protic polar group is a cyclic olefin polymer having a carboxyl group.

[Claim 3] The content of the cross-linking agent (M) is 5 parts by mass or more and 200 parts by mass or less based on 100 parts by mass of the polymer () having a protic polar group. The resin composition according to 1 or 2.

[Claim 4] The resin composition according to any one of claims 1 to 3, further comprising at least one of a compound having two or more alkoxymethyl groups and a compound having two or more methylol groups.

[Claim 5] An electronic component, comprising a resin film comprising the resin composition according to any one of claims 1 to 4. \¥0 2020/1750 37 42 卩 (: 17 2020 /004163

[Claim 6] A coating film formed using the resin composition according to any one of claims 1 to 4.

A method for manufacturing a resin film, which includes the step of heating at 200 or more.