JP2007140319A - Positive photosensitive resin composition and semiconductor device using the positive photosensitive resin composition - Google Patents

Positive photosensitive resin composition and semiconductor device using the positive photosensitive resin composition Download PDF

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JP2007140319A
JP2007140319A JP2005336598A JP2005336598A JP2007140319A JP 2007140319 A JP2007140319 A JP 2007140319A JP 2005336598 A JP2005336598 A JP 2005336598A JP 2005336598 A JP2005336598 A JP 2005336598A JP 2007140319 A JP2007140319 A JP 2007140319A
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resin composition
photosensitive resin
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JP4548318B2 (en
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Masatoshi Hasegawa
匡俊 長谷川
Shiyuusaku Okaaki
周作 岡明
Taisuke Takahashi
泰典 高橋
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Sumitomo Bakelite Co Ltd
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Abstract

<P>PROBLEM TO BE SOLVED: To provide a positive photosensitive resin composition having a high modulus of elasticity, capable of achieving a relatively high yield, and capable of being developed with an alkali developer, and a semiconductor device using the same. <P>SOLUTION: The positive photosensitive resin composition contains a polyamide resin having a structure represented by formula (1), wherein Y contains an ester structure or a structure represented by aromatic ring-containing two or more esters. <P>COPYRIGHT: (C)2007,JPO&INPIT

Description

本発明は、ポジ型感光性樹脂組成物、該ポジ型感光性樹脂組成物を用いた半導体装置に関する。   The present invention relates to a positive photosensitive resin composition and a semiconductor device using the positive photosensitive resin composition.

従来、半導体素子の表面保護膜、層間絶縁膜には、耐熱性に優れ又卓越した電気特性、機械特性等を有するポリベンゾオキサゾール樹脂やポリイミド樹脂が用いられてきた。   Conventionally, polybenzoxazole resins and polyimide resins having excellent heat resistance and excellent electrical and mechanical properties have been used for surface protective films and interlayer insulating films of semiconductor elements.

ここでポリベンゾオキサゾール樹脂やポリイミド樹脂を用いた場合のプロセスを簡略化するために、感光材のジアゾキノン化合物をこれらの樹脂と組み合わせたポジ型感光性樹脂組成物も使用されている(特許文献1)。
特開平1−46862号公報
Here, in order to simplify the process when a polybenzoxazole resin or a polyimide resin is used, a positive photosensitive resin composition in which a diazoquinone compound of a photosensitive material is combined with these resins is also used (Patent Document 1). ).
JP-A-1-46862

上記文献記載の従来技術は、以下の点で改善の余地を有していた。   The prior art described in the above literature has room for improvement in the following points.

従来の半導体素子の表面保護膜及び層間絶縁膜は、膜の弾性率が充分に高くなかったために、半導体封止樹脂によって半導体パッケージを作製する際に、半導体封止樹脂に含まれるフィラーなどが表面保護膜及び層間絶縁膜の表面を突き破ることや、リフロープロセスにより膜表面に皺やクラックなどが発生して半導体パッケージの歩留まりを低下させるという課題があった。また、高弾性率を保持していても溶剤への溶解性が低いためにアルカリ現像液で良好に現像できないという課題があった。   The surface protective film and the interlayer insulating film of the conventional semiconductor element have a sufficiently high elastic modulus. Therefore, when a semiconductor package is manufactured with the semiconductor sealing resin, the filler contained in the semiconductor sealing resin has a surface. There has been a problem that the surface of the protective film and the interlayer insulating film is pierced, and wrinkles and cracks are generated on the film surface by the reflow process, thereby reducing the yield of the semiconductor package. In addition, there is a problem that even if a high elastic modulus is maintained, the solubility in a solvent is low, so that development with an alkaline developer cannot be performed satisfactorily.

本発明は上記事情に鑑みてなされたものであり、その目的とするところは、高弾性率で比較的高い歩留まりを実現でき、アルカリ現像性が可能なポジ型感光性樹脂組成物を提供することにある。   The present invention has been made in view of the above circumstances, and an object thereof is to provide a positive photosensitive resin composition capable of realizing a relatively high yield with a high elastic modulus and capable of alkali developability. It is in.

このような目的は、下記[1]〜[9]に記載の本発明により達成される。
[1]
(A)一般式(1)で示されるポリアミド樹脂、及び、
(B)感光性ジアゾキノン化合物、
を含むポジ型感光性樹脂組成物。
Such an object is achieved by the present invention described in the following [1] to [9].
[1]
(A) a polyamide resin represented by the general formula (1), and
(B) a photosensitive diazoquinone compound,
A positive photosensitive resin composition comprising:

Figure 2007140319
Figure 2007140319

(式中、nは1以上の整数。X、Yは有機基であり、ポリアミド樹脂中に含まれるYのうち、Y1が少なくとも一つ以上含まれる。) (In the formula, n is an integer of 1 or more. X and Y are organic groups, and at least one Y 1 is included in Y included in the polyamide resin.)

Figure 2007140319
Figure 2007140319

(式中、R1、R2は有機基であり、同一であっても異なっていてもよい。m、nは1以上の整数。同一であっても異なっていてもよい。)
[2]
前記Y1が下記式で示される[1]記載のポジ型感光性樹脂組成物。
(In the formula, R 1 and R 2 are organic groups and may be the same or different. M and n are integers of 1 or more. They may be the same or different.)
[2]
The positive photosensitive resin composition according to [1], wherein Y 1 is represented by the following formula.

Figure 2007140319
Figure 2007140319

(R3、R4は水素又は炭化水素基であり、同一であっても異なっていてもよい。)
[3]
ポリアミド樹脂中に含まれるYのうち、前記Y1が占める割合が50〜100%である[1]又は[2]のポジ型感光性樹脂組成物。
[4]
更に、(C)フェノール性水酸基を有する化合物を含む[1]乃至[3]のいずれかに記載のポジ型感光性樹脂組成物。
[5]
前記(C)フェノール性水酸基を有する化合物が、下記式で示される構造である[4]に記載のポジ型感光性樹脂組成物。
(R 3 and R 4 are hydrogen or a hydrocarbon group and may be the same or different.)
[3]
The positive photosensitive resin composition according to [1] or [2], wherein a proportion of Y 1 contained in the polyamide resin is 50 to 100%.
[4]
Furthermore, the positive photosensitive resin composition in any one of [1] thru | or [3] containing the compound which has (C) phenolic hydroxyl group.
[5]
The positive photosensitive resin composition according to [4], wherein the compound (C) having a phenolic hydroxyl group has a structure represented by the following formula:

Figure 2007140319
Figure 2007140319

(式中、R5、R6はハロゲン原子、アルキル基、アルコキシ基、アルキルエステル基シクロアルキル基、シクロアルコキシ基のいずれかを表す。R5、R6は同一でも異なっていてもよい。m、nは0〜5の整数である。p、qは0〜3の整数であり、p+q≧2である。R7は単結合、メチレン基、アルキレン基、酸素原子、カルボニル基、カルボニルエーテル基、硫黄原子、スルホニル基、アゾ基のいずれかを表す。)
[6]
[1]乃至[5]のいずれかに記載のポジ型感光性樹脂組成物を基板上に塗布して組成物層を形成する工程、
該組成物層の所望の部分に活性エネルギー線を照射し、次いで現像液と接触させてパターンを形成する工程、及び、
該組成物層を加熱する工程、
を含むことを特徴とするパターン形成方法。
[7]
半導体基板と、該半導体基板に設けられた半導体素子と、該半導体素子の上部に設けられた絶縁膜とを備え、
前記絶縁膜は、[1]乃至[5]のいずれかに記載のポジ型感光性樹脂組成物より形成された膜であることを特徴とする半導体装置。
[8]
表示素子用基板と、その表面を覆う絶縁膜と、前記表示素子用基板の上部に設けられた表示素子とを備え、
前記絶縁膜は、[1]乃至[5]のいずれかに記載のポジ型感光性樹脂組成物より形成された膜であることを特徴とする発光装置。
[9]
半導体チップとその表面を覆う保護膜とを備える半導体装置の製造方法であって、
前記半導体チップ上にポジ型感光性樹脂組成物を塗布して樹脂層を形成する工程、
該樹脂層の所望の部分に活性エネルギー線を照射する工程、及び、
活性エネルギー線照射後の該樹脂層に現像液を接触させ、次いで該樹脂層を加熱することにより前記保護膜を形成する工程、
を含み、
前記ポジ型感光性樹脂組成物が[1]乃至[5]のいずれかに記載のポジ型感光性樹脂組成物であることを特徴とする半導体装置の製造方法。
(Wherein R 5 and R 6 each represent a halogen atom, an alkyl group, an alkoxy group, an alkyl ester group cycloalkyl group or a cycloalkoxy group. R 5 and R 6 may be the same or different. M , N is an integer of 0 to 5. p and q are integers of 0 to 3 and p + q ≧ 2.R 7 is a single bond, a methylene group, an alkylene group, an oxygen atom, a carbonyl group, a carbonyl ether group. , Represents a sulfur atom, a sulfonyl group, or an azo group.)
[6]
A step of applying the positive photosensitive resin composition according to any one of [1] to [5] onto a substrate to form a composition layer;
Irradiating active energy rays to a desired portion of the composition layer, and then contacting with a developer to form a pattern; and
Heating the composition layer;
A pattern forming method comprising:
[7]
A semiconductor substrate, a semiconductor element provided on the semiconductor substrate, and an insulating film provided on the semiconductor element;
The semiconductor device, wherein the insulating film is a film formed from the positive photosensitive resin composition according to any one of [1] to [5].
[8]
A display element substrate, an insulating film covering the surface, and a display element provided on the display element substrate;
The light-emitting device, wherein the insulating film is a film formed from the positive photosensitive resin composition according to any one of [1] to [5].
[9]
A method of manufacturing a semiconductor device comprising a semiconductor chip and a protective film covering the surface thereof,
Applying a positive photosensitive resin composition on the semiconductor chip to form a resin layer;
Irradiating an active energy ray to a desired portion of the resin layer; and
A step of bringing the developer into contact with the resin layer after irradiation with active energy rays, and then forming the protective film by heating the resin layer;
Including
The method of manufacturing a semiconductor device, wherein the positive photosensitive resin composition is the positive photosensitive resin composition according to any one of [1] to [5].

本発明のポジ型感光性樹脂組成物によれば、高弾性率で比較的高い歩留まりを実現できアルカリ現像液で現像可能なポジ型感光性樹脂組成物が提供される。   According to the positive photosensitive resin composition of the present invention, there is provided a positive photosensitive resin composition that can realize a relatively high yield with a high elastic modulus and can be developed with an alkali developer.

本発明は、(A)一般式(1)で示されるポリアミド樹脂、及び(B)感光性ジアゾキノン化合物を含むポジ型感光性樹脂組成物に関するものである。なお下記は例示であり、本発明は何ら下記に限定されるものではない。以下に本発明のポジ型感光性樹脂組成物の各成分について詳細に説明する。   The present invention relates to a positive photosensitive resin composition containing (A) a polyamide resin represented by the general formula (1) and (B) a photosensitive diazoquinone compound. The following is an example, and the present invention is not limited to the following. Hereinafter, each component of the positive photosensitive resin composition of the present invention will be described in detail.

本発明における(A)一般式(1)で示されるポリアミド樹脂は、ポリアミド樹脂中に含まれるYのうち、少なくとも一つ以上のY1を含んでいることを特徴としている。Y1は芳香族環に挟まれたエステル構造を取っており、この構造が本発明のポリアミド中に存在することで、ポリアミド樹脂の結晶性が向上し、これを用いたポジ型感光性樹脂組成物より作製した表面保護膜及び層間絶縁膜の膜表面弾性率を向上させることができる。 The polyamide resin represented by the general formula (1) in the present invention is characterized in that it contains at least one Y 1 out of Y contained in the polyamide resin. Y 1 has an ester structure sandwiched between aromatic rings, and the presence of this structure in the polyamide of the present invention improves the crystallinity of the polyamide resin, and a positive photosensitive resin composition using the same It is possible to improve the film surface elastic modulus of the surface protective film and the interlayer insulating film manufactured from the product.

一般式(1)におけるYは、Y1以外にも以下のような有機基を取ることができる。
例えば、下記式のものが挙げられる。
Y in the general formula (1) can take the following organic groups in addition to Y 1 .
For example, the following formula is exemplified.

Figure 2007140319
Figure 2007140319

(式中A:−CH2−、−C(CH3)2−、−O−、−S−、−SO 2−、−CO−、−NHCO−、−C(CF3)2−、又は単結合である。R10はアルキル基、ハロゲン原子の内から選ばれた1つを表し、それぞれ同じでも異なっていてもよい。r=0〜2の正数である。) (Wherein A: —CH 2 —, —C (CH 3 ) 2 —, —O—, —S—, —SO 2 —, —CO—, —NHCO—, —C (CF 3 ) 2 —, or R 10 represents one selected from an alkyl group and a halogen atom, and may be the same or different, and is a positive number r = 0 to 2.)

Figure 2007140319
Figure 2007140319

等であるが、これらに限定されるものではない。この中でより好ましいものとしては、 However, it is not limited to these. Among these, more preferable are:

Figure 2007140319
Figure 2007140319

(R11はアルキル基、ハロゲン原子の内から選ばれた1つを表し、それぞれ同じでも異なっていてもよい。r=0〜2の整数である。) (R 11 represents one selected from an alkyl group and a halogen atom, and may be the same or different. R is an integer of 0 to 2.)

Figure 2007140319
Figure 2007140319

より選ばれるものであり、また2種類以上用いても良い。 Two or more types may be used.

本発明においては、一般式(1)のポリアミド樹脂中に含まれるYのうち、前記Y1が占める割合が50〜100%であることが好ましい。更に好ましくは、70〜100%である。当該割合が下限値以上だと高弾性率と溶剤溶解性を維持できるというメリットがある。 In the present invention, among the Y included in the polyamide resin of the general formula (1), the ratio of the Y 1 is occupied by is preferably 50-100%. More preferably, it is 70 to 100%. When the said ratio is more than a lower limit, there exists a merit that a high elasticity modulus and solvent solubility can be maintained.

本発明における(A)一般式(1)で示されるポリアミド樹脂は、ポリアミド樹脂中に含まれるXは、以下のような有機基を取ることができる。
例えば、下記式のものが挙げられる。
In the polyamide resin represented by the general formula (1) in the present invention, X contained in the polyamide resin can have the following organic groups.
For example, the thing of a following formula is mentioned.

Figure 2007140319
Figure 2007140319

(式中Aは、−CH2−、−C(CH3)2−、−O−、−S−、−SO 2−、−CO−、−NHCO−、−C(CF3)2−、−COO−又は単結合である。R12はアルキル基、アルキルエステル基、ハロゲン原子の内から選ばれた1つを表し、それぞれ同じでも異なっていてもよい。r=0〜2の正数である。また、R13は水素原子、アルキル基、アルキルエステル基、ハロゲン原子から選ばれた1つを表す。)
これらの中で好ましいものとしては、下記式で表されるものが挙げられる。これらは1種類又は2種類以上組み合わせて用いても良い。
(In the formula, A represents —CH 2 —, —C (CH 3 ) 2 —, —O—, —S—, —SO 2 —, —CO—, —NHCO—, —C (CF 3 ) 2 —, —COO— or a single bond, R 12 represents one selected from an alkyl group, an alkyl ester group, and a halogen atom, and may be the same or different, and is a positive number of r = 0 to 2. R 13 represents one selected from a hydrogen atom, an alkyl group, an alkyl ester group, and a halogen atom.)
Among these, preferred are those represented by the following formula. These may be used alone or in combination of two or more.

Figure 2007140319
Figure 2007140319

(R9はアルキル基、アルキルエステル基、ハロゲン原子の内から選ばれた1つを表し、それぞれ同じでも異なっていても良い。r=0〜2の整数である。)
又本発明においては、保存性という観点から、末端を封止する事が望ましい。封止にはアルケニル基又はアルキニル基を少なくとも1個有する脂肪族基又は環式化合物基を有する誘導体を一般式(1)で示されるポリアミドの末端に酸誘導体やアミン誘導体として導入することができる。具体的には、例えば、Xの構造を有するジアミン或いはビス(アミノフェノール)、2,4−ジアミノフェノール等から選ばれる化合物とYの構造を有するテトラカルボン酸無水物、トリメリット酸無水物、ジカルボン酸或いはジカルボン酸ジクロライド、ジカルボン酸誘導体、ヒドロキシジカルボン酸、ヒドロキシジカルボン酸誘導体等から選ばれる化合物とを反応させて得られた一般式(1)で示される構造を含むポリアミド樹脂を合成した後、該ポリアミド樹脂中に含まれる末端のアミノ基をアルケニル基又はアルキニル基を少なくとも1個有する脂肪族基又は環式化合物基を含む酸無水物又は酸誘導体を用いてアミドとしてキャップすることが好ましい。アミノ基と反応した後のアルケニル基又はアルキニル基を少なくとも1個有する脂肪族基又は環式化合物基を含む酸無水物又は酸誘導体に起因する基としては、例えば、
(R 9 represents one selected from an alkyl group, an alkyl ester group, and a halogen atom, and each may be the same or different. R is an integer of 0 to 2.)
In the present invention, it is desirable to seal the end from the viewpoint of storage stability. For sealing, a derivative having an aliphatic group or a cyclic compound group having at least one alkenyl group or alkynyl group can be introduced as an acid derivative or an amine derivative at the end of the polyamide represented by the general formula (1). Specifically, for example, a compound selected from diamine or bis (aminophenol) having a structure of X, 2,4-diaminophenol, and the like, and a tetracarboxylic acid anhydride, trimellitic acid anhydride, dicarboxylic acid having a structure of Y After synthesizing a polyamide resin having a structure represented by the general formula (1) obtained by reacting with a compound selected from acid or dicarboxylic acid dichloride, dicarboxylic acid derivative, hydroxydicarboxylic acid, hydroxydicarboxylic acid derivative, etc. It is preferable to cap the terminal amino group contained in the polyamide resin as an amide using an acid anhydride or acid derivative containing an aliphatic group or cyclic compound group having at least one alkenyl group or alkynyl group. Examples of the group derived from an acid anhydride or acid derivative containing an aliphatic group or cyclic compound group having at least one alkenyl group or alkynyl group after reacting with an amino group include:

Figure 2007140319
Figure 2007140319

Figure 2007140319
Figure 2007140319

等が挙げられるが、これらに限定されるものではない。
これらの中で特に好ましいものとしては、
However, it is not limited to these.
Among these, particularly preferred are:

Figure 2007140319
Figure 2007140319

より選ばれるものであり、又2種類以上用いても良い。またこの方法に限定される事はなく、該ポリアミド樹脂中に含まれる末端の酸をアルケニル基又はアルキニル基を少なくとも1個有する脂肪族基又は環式化合物基を含むアミン誘導体を用いてアミドとしてキャップすることもできる。   Two or more types may be used. The method is not limited to this method, and the terminal acid contained in the polyamide resin is capped as an amide using an amine derivative containing an aliphatic group or cyclic compound group having at least one alkenyl group or alkynyl group. You can also

このポリアミド樹脂を約250〜400℃で加熱すると脱水閉環し、ポリイミド樹脂、又はポリベンゾオキサゾール樹脂、或いは両者の共重合という形で耐熱性樹脂が得られる。   When this polyamide resin is heated at about 250 to 400 ° C., it is dehydrated and closed, and a heat-resistant resin is obtained in the form of polyimide resin, polybenzoxazole resin, or copolymerization of both.

本発明で用いる(B)感光性ジアゾキノン化合物は、1,2−ベンゾキノンジアジド或いは1,2−ナフトキノンジアジド構造を有する化合物であり、米国特許明細書第2772975号、第2797213号、第3669658号により公知の物質である。例えば、下記のものが挙げられる。   The photosensitive diazoquinone compound (B) used in the present invention is a compound having a 1,2-benzoquinonediazide or 1,2-naphthoquinonediazide structure, and is known from US Pat. It is a substance. For example, the following are mentioned.

Figure 2007140319
Figure 2007140319

Figure 2007140319
Figure 2007140319

式中Qは、水素原子、式(5)、式(6)のいずれかから選ばれるものである。ここで各化合物のQのうち、少なくとも1つは式(5)、式(6)である。 In the formula, Q is selected from a hydrogen atom, formula (5), and formula (6). Here, at least one of Q of each compound is represented by formula (5) or formula (6).

これらの内で、特に好ましいのは、フェノール化合物と1,2−ナフトキノン−2−ジアジド−5−スルホン酸又は1,2−ナフトキノン−2−ジアジド−4−スルホン酸とのエステルである。この具体例として、下記式のものが挙げられる。これらは単独で用いても良いし、2種類以上組み合わせて用いても良い。   Among these, an ester of a phenol compound and 1,2-naphthoquinone-2-diazide-5-sulfonic acid or 1,2-naphthoquinone-2-diazide-4-sulfonic acid is particularly preferable. Specific examples thereof include the following formula. These may be used alone or in combination of two or more.

Figure 2007140319
Figure 2007140319

Figure 2007140319
Figure 2007140319

Figure 2007140319
Figure 2007140319

Figure 2007140319
Figure 2007140319

Figure 2007140319
Figure 2007140319

Figure 2007140319
Figure 2007140319

式中Qは、水素原子、式(5)、式(6)のいずれかから選ばれるものである。ここで各化合物のQのうち、少なくとも1つは式(5)、式(6)である。 In the formula, Q is selected from a hydrogen atom, formula (5), and formula (6). Here, at least one of Q of each compound is represented by formula (5) or formula (6).

本発明で用いる(B)感光性ジアゾキノン化合物の好ましい添加量は、樹脂100重量部に対して1〜50重量部である。1重量部を下回ると良好なパターンが得られず、50重量部を越えると感度が大幅に低下する。   A preferred addition amount of the photosensitive diazoquinone compound (B) used in the present invention is 1 to 50 parts by weight with respect to 100 parts by weight of the resin. If the amount is less than 1 part by weight, a good pattern cannot be obtained, and if it exceeds 50 parts by weight, the sensitivity is greatly reduced.

更に本発明では、高感度で更に、現像時に現像残り(スカム)無く高解像度でパターニングできるように(C)フェノール性水酸基を有する化合物を併用することが好ましい。フェノール性水酸基を有する化合物の配合量は、樹脂100重量部に対して1〜30重量部が好ましい。フェノール性水酸基を有する化合物としては一般式(4)で示されるものである。一般式(4)の具体的な構造としては下記のもの等を挙げることができるがこれらに限定されない。   Furthermore, in the present invention, it is preferable to use (C) a compound having a phenolic hydroxyl group in combination so that high-sensitivity and patterning can be performed with high resolution without developing residue (scum) during development. As for the compounding quantity of the compound which has a phenolic hydroxyl group, 1-30 weight part is preferable with respect to 100 weight part of resin. The compound having a phenolic hydroxyl group is represented by the general formula (4). Specific examples of the general formula (4) include the following, but are not limited thereto.

Figure 2007140319
Figure 2007140319

Figure 2007140319
Figure 2007140319

Figure 2007140319
Figure 2007140319

Figure 2007140319
Figure 2007140319

Figure 2007140319
Figure 2007140319

Figure 2007140319
Figure 2007140319

Figure 2007140319
Figure 2007140319

これらの中で好ましくは Of these, preferably

Figure 2007140319
Figure 2007140319

から選ばれるものである。 It is chosen from.

本発明における樹脂組成物およびポジ型感光性樹脂組成物には、必要によりレベリング剤、シランカップリング剤等の添加剤を含んでも良い。   The resin composition and the positive photosensitive resin composition in the present invention may contain additives such as a leveling agent and a silane coupling agent as necessary.

本発明においては、これらの成分を溶剤に溶解し、ワニス状にして使用する。溶剤としては、N−メチル−2−ピロリドン、γ−ブチロラクトン、N,N−ジメチルアセトアミド、ジメチルスルホキシド、ジエチレングリコールジメチルエーテル、ジエチレングリコールジエチルエーテル、ジエチレングリコールジブチルエーテル、プロピレングリコールモノメチルエーテル、ジプロピレングリコールモノメチルエーテル、プロピレングリコールモノメチルエーテルアセテート、乳酸メチル、乳酸エチル、乳酸ブチル、メチル−1,3−ブチレングリコールアセテート、1,3−ブチレングリコール−3−モノメチルエーテル、ピルビン酸メチル、ピルビン酸エチル、メチル−3−メトキシプロピオネート等が挙げられ、単独でも混合して用いても良い。ただし、上記の中で、アミン系の溶剤(例えば、N−メチル−2−ピロリドンなど)に関しては、その半導体プロセスの使用環境においては使用割合などが制限される。   In the present invention, these components are dissolved in a solvent and used in the form of a varnish. Solvents include N-methyl-2-pyrrolidone, γ-butyrolactone, N, N-dimethylacetamide, dimethyl sulfoxide, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dibutyl ether, propylene glycol monomethyl ether, dipropylene glycol monomethyl ether, propylene glycol Monomethyl ether acetate, methyl lactate, ethyl lactate, butyl lactate, methyl-1,3-butylene glycol acetate, 1,3-butylene glycol-3-monomethyl ether, methyl pyruvate, ethyl pyruvate, methyl-3-methoxypropio And the like, and may be used alone or in combination. However, among the above, regarding the amine-based solvent (for example, N-methyl-2-pyrrolidone), the usage ratio and the like are limited in the usage environment of the semiconductor process.

本発明のポジ型感光性樹脂組成物の使用方法は、まず該組成物を適当な支持体、例えば、シリコンウエハー、セラミック基板、アルミ基板等に塗布する。塗布量は、半導体装置の場合、硬化後の最終膜厚が0.1〜50μmになるように塗布する。膜厚が下限値を下回ると、半導体素子の表面保護膜としての機能を十分に発揮することが困難となり、上限値を越えると、微細な加工パターンを得ることが困難となる。塗布方法としては、スピンナーを用いた回転塗布、スプレーコーターを用いた噴霧塗布、浸漬、印刷、ロールコーティング等がある。次に、60〜130℃でプリベークして塗膜を乾燥後、所望のパターン形状に化学線を照射する。化学線としては、X線、電子線、紫外線、可視光線等が使用できるが、200〜500nmの波長のものが好ましい。   In the method of using the positive photosensitive resin composition of the present invention, first, the composition is applied to a suitable support such as a silicon wafer, a ceramic substrate, an aluminum substrate and the like. In the case of a semiconductor device, the coating amount is applied so that the final film thickness after curing is 0.1 to 50 μm. When the film thickness is less than the lower limit, it is difficult to sufficiently exert the function as a surface protective film of the semiconductor element, and when the film thickness exceeds the upper limit, it is difficult to obtain a fine processed pattern. Examples of the coating method include spin coating using a spinner, spray coating using a spray coater, dipping, printing, roll coating, and the like. Next, after prebaking at 60 to 130 ° C. to dry the coating film, actinic radiation is applied to the desired pattern shape. As the actinic radiation, X-rays, electron beams, ultraviolet rays, visible rays and the like can be used, but those having a wavelength of 200 to 500 nm are preferable.

次に照射部を現像液で溶解除去することによりレリーフパターンを得る。現像液としては、水酸化ナトリウム、水酸化カリウム、炭酸ナトリウム、ケイ酸ナトリウム、メタケイ酸ナトリウム、アンモニア水等の無機アルカリ類、エチルアミン、n−プロピルアミン等の第1アミン類、ジエチルアミン、ジ−n−プロピルアミン等の第2アミン類、トリエチルアミン、メチルジエチルアミン等の第3アミン類、ジメチルエタノールアミン、トリエタノールアミン等のアルコールアミン類、テトラメチルアンモニウムヒドロキシド、テトラエチルアンモニウムヒドロキシド等の第4級アンモニウム塩等のアルカリ類の水溶液、及びこれにメタノール、エタノールのごときアルコール類等の水溶性有機溶媒や界面活性剤を適当量添加した水溶液を好適に使用することができる。現像方法としては、スプレー、パドル、浸漬、超音波等の方式が可能である。   Next, a relief pattern is obtained by dissolving and removing the irradiated portion with a developer. As the developer, inorganic alkalis such as sodium hydroxide, potassium hydroxide, sodium carbonate, sodium silicate, sodium metasilicate, and aqueous ammonia, primary amines such as ethylamine and n-propylamine, diethylamine, di-n Secondary amines such as propylamine, tertiary amines such as triethylamine and methyldiethylamine, alcohol amines such as dimethylethanolamine and triethanolamine, quaternary ammonium such as tetramethylammonium hydroxide and tetraethylammonium hydroxide An aqueous solution of an alkali such as a salt, and an aqueous solution to which an appropriate amount of a water-soluble organic solvent such as methanol or ethanol or a surfactant is added can be preferably used. As a developing method, methods such as spraying, paddle, dipping, and ultrasonic waves are possible.

次に、現像によって形成したレリーフパターンをリンスする。リンス液としては、蒸留水を使用する。次に加熱処理を行い、オキサゾール環及び/又はイミド環を形成し、耐熱性に富む最終パターンを得る。   Next, the relief pattern formed by development is rinsed. Distilled water is used as the rinse liquid. Next, heat treatment is performed to form an oxazole ring and / or an imide ring, thereby obtaining a final pattern rich in heat resistance.

本発明による感光性樹脂組成物は、半導体用途のみならず、多層回路の層間絶縁やフレキシブル銅張板のカバーコート、ソルダーレジスト膜や液晶配向膜、表示素子における素子の層間絶縁膜等としても有用である。   The photosensitive resin composition according to the present invention is useful not only for semiconductor applications but also as interlayer insulation for multilayer circuits, cover coats for flexible copper-clad plates, solder resist films and liquid crystal alignment films, interlayer insulation films for elements in display elements, etc. It is.

半導体用としての具体的用途の例としては、半導体素子上に上述の感光性樹脂組成物膜を形成することによるパッシベーション膜、また半導体素子上に形成されたパッシベーション膜上に上述の感光性樹脂組成物膜を形成することによるバッファコート膜、半導体素子上に形成された回路上に上述の感光性樹脂組成物膜を形成することによる層間絶縁膜などを挙げることができる。   Examples of specific uses for semiconductors include a passivation film obtained by forming the above-described photosensitive resin composition film on a semiconductor element, and a photosensitive resin composition described above on a passivation film formed on a semiconductor element. Examples thereof include a buffer coat film formed by forming a physical film, and an interlayer insulating film formed by forming the above-described photosensitive resin composition film on a circuit formed on a semiconductor element.

その中で、本発明の感光性樹脂組成物を半導体装置に用いた応用例の1つとして、バンプを有する半導体装置への応用について図面を用いて説明する。図1は、本発明のバンプを有する半導体装置のパット部分の拡大断面図である。図1に示すように、シリコンウェハー1には入出力用のAlパッド2上にパッシベーション膜3が形成され、そのパッシベーション膜3にビアホールが形成されている。更に、この上にポジ型感光性樹脂(バッファコート膜)4が形成され、更に、金属(Cr、Ti等)膜5がAlパッド2と接続されるように形成され、その金属膜5はハンダバンプ9の周辺をエッチングして、各パッド間を絶縁する。絶縁されたパッドにはバリアメタル8とハンダバンプ9が形成されている。   Among them, as one application example in which the photosensitive resin composition of the present invention is used in a semiconductor device, application to a semiconductor device having bumps will be described with reference to the drawings. FIG. 1 is an enlarged cross-sectional view of a pad portion of a semiconductor device having a bump according to the present invention. As shown in FIG. 1, a passivation film 3 is formed on an input / output Al pad 2 in a silicon wafer 1, and a via hole is formed in the passivation film 3. Further, a positive photosensitive resin (buffer coat film) 4 is formed thereon, and a metal (Cr, Ti, etc.) film 5 is formed so as to be connected to the Al pad 2, and the metal film 5 is formed of solder bumps. 9 is etched to insulate between the pads. A barrier metal 8 and a solder bump 9 are formed on the insulated pad.

表示体装置用途としての例は、TFT用層間絶縁膜、TFT素子平坦化膜、カラーフィルター平坦化膜、MVA型液晶表示装置用突起、有機EL素子用陰極隔壁がある。その使用方法は、半導体用途に順じ、表示体素子やカラーフィルターを形成した基板上にパターン化された感光性樹脂組成物層を、上記の方法で形成することによる。表示体装置用途、特に層間絶縁膜や平坦化膜には、高い透明性が要求されるが、この感光性樹脂組成物層の硬化前に、後露光工程を導入することにより、透明性に優れた樹脂層が得られることもでき、実用上更に好ましい。   Examples of display device applications include TFT interlayer insulating films, TFT element flattening films, color filter flattening films, protrusions for MVA liquid crystal display devices, and cathode partitions for organic EL elements. The usage method is based on forming the photosensitive resin composition layer patterned on the board | substrate which formed the display body element and the color filter by said method according to a semiconductor use. High transparency is required for display device applications, especially interlayer insulation films and planarization films, but by introducing a post-exposure process before curing the photosensitive resin composition layer, it is excellent in transparency. A resin layer can be obtained, which is more preferable in practical use.

以下、実施例により本発明を具体的に説明する。
《実施例1》
[ポリアミド樹脂の合成]
1,3−ジヒドロ−1,3−ジオキソ−5−イソベンゾフランカルボン酸−1,4−フェニレンエステル7.33g(0.016モル)と1,3−フェニレンジアミン1.30g(0.012モル)と1,4−フェニレンジアミン0.87g(0.008モル)を温度計、攪拌機、原料投入口、乾燥窒素ガス導入管を備えた4つ口のセパラブルフラスコに入れ、N−メチル−2−ピロリドン57.0gを加えて溶解させた。その後オイルバスを用いて75℃にて12時間反応させた。次にN−メチル−2−ピロリドン7gに溶解させた5−ノルボルネン−2,3−ジカルボン酸無水物1.31g(0.008モル)を加え、更に12時間攪拌して反応を終了した。反応混合物を濾過した後、反応混合物を水/メタノール=3/1(容積比)の溶液に投入、沈殿物を濾集し水で充分洗浄した後、真空下で乾燥し、目的のポリアミド樹脂(A−1)を得た。
[樹脂組成物の作製]
合成したポリアミド樹脂(A−1)10g、下記式(B−1)で示される感光性ジアゾキノン2g、下記式(C−1)で示されるフェノール性水酸基を有する化合物1g、γ―ブチロラクトン70gに溶解した後、0.2μmのフッ素樹脂製フィルターで濾過し、ポジ型感光性樹脂組成物を得た。
[現像性評価]
このポジ型感光性樹脂組成物をシリコンウエハー上にスピンコーターを用いて塗布した後、ホットプレートにて120℃で4分乾燥し、膜厚約5μmの塗膜を得た。この塗膜に凸版印刷(株)製マスク(テストチャートNo.1:幅0.88〜50μmの残しパターン及び抜きパターンが描かれている)を通して、(株)ニコン製i線ステッパNSR―4425iを用いて、露光量を200mJ/cm2から20mJ/cm2ステップで増やして露光を行った。次に2.38%のテトラメチルアンモニウムヒドロキシド水溶液に80秒浸漬することによって露光部を溶解除去した後、純水で30秒間リンスした。パターンを観察したところ、10umのパターンが良好に開口していることが確認できた。
[物性評価]
このポジ型感光性樹脂組成物を硬化後5μmになるように6インチシリコンウエハー上にスピンコーターを用いて塗布した後、ホットプレートにて120℃で4分乾燥し、次にクリーンオーブンを用いて酸素濃度1000ppm以下で、150℃/30分+320℃/30分で硬化を行った。
Hereinafter, the present invention will be described specifically by way of examples.
Example 1
[Synthesis of polyamide resin]
1,3-dihydro-1,3-dioxo-5-isobenzofurancarboxylic acid-1,4-phenylene ester 7.33 g (0.016 mol) and 1,3-phenylenediamine 1.30 g (0.012 mol) And 1,4-phenylenediamine (0.87 g, 0.008 mol) were placed in a four-necked separable flask equipped with a thermometer, stirrer, raw material inlet, and dry nitrogen gas inlet tube, and N-methyl-2- 57.0 g of pyrrolidone was added and dissolved. Thereafter, the mixture was reacted at 75 ° C. for 12 hours using an oil bath. Next, 1.31 g (0.008 mol) of 5-norbornene-2,3-dicarboxylic anhydride dissolved in 7 g of N-methyl-2-pyrrolidone was added, and the mixture was further stirred for 12 hours to complete the reaction. After filtering the reaction mixture, the reaction mixture was poured into a solution of water / methanol = 3/1 (volume ratio), the precipitate was collected by filtration, washed thoroughly with water, dried under vacuum, and the desired polyamide resin ( A-1) was obtained.
[Preparation of resin composition]
Soluble in 10 g of synthesized polyamide resin (A-1), 2 g of photosensitive diazoquinone represented by the following formula (B-1), 1 g of a compound having a phenolic hydroxyl group represented by the following formula (C-1), and 70 g of γ-butyrolactone Then, the mixture was filtered through a 0.2 μm fluororesin filter to obtain a positive photosensitive resin composition.
[Developability evaluation]
This positive photosensitive resin composition was applied onto a silicon wafer using a spin coater and then dried on a hot plate at 120 ° C. for 4 minutes to obtain a coating film having a thickness of about 5 μm. Through this coating film, a mask made by Toppan Printing Co., Ltd. (test chart No. 1: remaining pattern and blank pattern with a width of 0.88 to 50 μm are drawn), Nikon Corporation i-line stepper NSR-4425i The exposure amount was increased by 200 mJ / cm 2 to 20 mJ / cm 2 steps. Next, the exposed portion was dissolved and removed by immersing in a 2.38% tetramethylammonium hydroxide aqueous solution for 80 seconds, and then rinsed with pure water for 30 seconds. When the pattern was observed, it was confirmed that the 10 μm pattern was well opened.
[Evaluation of the physical properties]
This positive photosensitive resin composition was applied on a 6-inch silicon wafer using a spin coater so as to have a thickness of 5 μm after curing, and then dried on a hot plate at 120 ° C. for 4 minutes, and then using a clean oven. Curing was performed at an oxygen concentration of 1000 ppm or less at 150 ° C./30 minutes + 320 ° C./30 minutes.

次に得られた硬化膜の耐リフロー性試験を行った。硬化膜上にフラックスとしてBF−30(荒川化学製)を塗布し、260℃リフローに2回通した。その後、キシレンとイソプロパノールで洗浄してフラックス除去し、硬化膜の表面を光学顕微鏡で観察したが、クラックや皺は観察されなかった。   Next, the obtained cured film was subjected to a reflow resistance test. BF-30 (manufactured by Arakawa Chemical) was applied as a flux on the cured film and passed through 260 ° C. reflow twice. Thereafter, the flux was removed by washing with xylene and isopropanol, and the surface of the cured film was observed with an optical microscope, but no cracks or wrinkles were observed.

次に引張り試験を行った。10mm幅の硬化膜を引張り測定機にて5mm/分の速度にて引張り、測定を行った。引張り弾性率は、5.2GPaであった。
《実施例2》
[ポリアミド樹脂の合成]
実施例1のポリアミド樹脂の合成において、1,3−ジヒドロ−1,3−ジオキソ−5−イソベンゾフランカルボン酸−1,4−フェニレンエステルのところを1,3−ジヒドロ−1,3−ジオキソ−5−イソベンゾフランカルボン酸−1,4−フェニレンエステル5.50g(0.012モル)と4,4‘−ビフェニルテトラカルボン酸二無水物1.18g(0.004モル)に変えた以外は実施例1と同様にしてポリアミド樹脂の合成(A−2)を行った。
[樹脂組成物の作製、現像性及び物性評価]
得られたポリアミド樹脂(A−2)を用いて、実施例1と同様にしてポジ型感光性樹脂組成物を作製し評価を行った。
《実施例3》
[ポリアミド樹脂の合成]
実施例1のポリアミド樹脂の合成において、1,3−フェニレンジアミン1.30g(0.012モル)と1,4−フェニレンジアミン0.87g(0.008モル)を2,2‘−ビス(トリフルオロメチル)ベンジジン1.92g(0.006モル)と1,3−フェニレンジアミン1.30g(0.012モル)と1,4−フェニレンジアミン0.22g(0.002モル)(に変えた以外は実施例1と同様にしてポリアミド樹脂の合成(A−3)を行った。
[樹脂組成物の作製、現像性及び物性評価]
得られたポリアミド樹脂(A−3)を用いて、実施例1と同様にしてポジ型感光性樹脂組成物を作製し評価を行った。
《比較例1》
[ポリアミド樹脂の合成]
実施例1のポリアミド樹脂の合成において、4,4‘−ビフェニルテトラカルボン酸二無水物4.71g(0.016モル)と1,3−フェニレンジアミン1.30g(0.012モル)と1,4’−フェニレンジアミン0.87g(0.008モル)に変えた以外は実施例1と同様にしてポリアミド樹脂の合成(A−4)を行った。
[樹脂組成物の作製]
合成したポリアミド樹脂(A−4)10g、下記構造を有する感光性ジアゾキノン(B−1)2gをγ―ブチロラクトン70gに溶解させようとしたが、最終的にゲル上になった。そのため、N−メチル−ピロリドンにて溶解を行い、実施例1と同様な評価を行った。加工性評価については、10umのパターンが良好に開口しなかった。リフロー耐性は、良好であった。弾性率は、4.8GPaであった。
《比較例2》
[樹脂組成物の作製、現像性及び物性評価]
比較例1においてのポリアミド樹脂の合成において、1,3−フェニレンジアミン1.30g(0.012モル)と1,4’−フェニレンジアミン0.87g(0.008モル)を1,3−フェニレンジアミン0.87g(0.008モル)と1,4’−フェニレンジアミン1.30g(0.012モル)に変えた以外は比較例1と同様にしてポリアミド樹脂の合成(A−5)を行った
[樹脂組成物の作製、現像性及び物性評価]
得られたポリアミド樹脂(A−5)を用いて、実施例1と同様にしてポジ型感光性樹脂組成物を作製し評価を行おうとしたが、実施例2と同様にγ―ブチロラクトンに溶解せず、比較例1と同様にN−メチル−ピロリドンにて溶解を行い、比較例1と同様な評価を行った。
Next, a tensile test was performed. A cured film having a width of 10 mm was pulled at a rate of 5 mm / min with a tensile measuring machine and measured. The tensile elastic modulus was 5.2 GPa.
Example 2
[Synthesis of polyamide resin]
In the synthesis of the polyamide resin of Example 1, 1,3-dihydro-1,3-dioxo-5-isobenzofurancarboxylic acid-1,4-phenylene ester was replaced with 1,3-dihydro-1,3-dioxo- Except for changing to 5.50 g (0.012 mol) of 5-isobenzofurancarboxylic acid-1,4-phenylene ester and 1.18 g (0.004 mol) of 4,4′-biphenyltetracarboxylic dianhydride A polyamide resin was synthesized (A-2) in the same manner as in Example 1.
[Production of resin composition, developability and evaluation of physical properties]
Using the obtained polyamide resin (A-2), a positive photosensitive resin composition was produced and evaluated in the same manner as in Example 1.
Example 3
[Synthesis of polyamide resin]
In the synthesis of the polyamide resin of Example 1, 1.30 g (0.012 mol) of 1,3-phenylenediamine and 0.87 g (0.008 mol) of 1,4-phenylenediamine were combined with 2,2′-bis (tri (Fluoromethyl) benzidine 1.92 g (0.006 mol), 1,3-phenylenediamine 1.30 g (0.012 mol) and 1,4-phenylenediamine 0.22 g (0.002 mol) Were synthesized in the same manner as in Example 1 (A-3).
[Production of resin composition, developability and evaluation of physical properties]
Using the obtained polyamide resin (A-3), a positive photosensitive resin composition was produced and evaluated in the same manner as in Example 1.
<< Comparative Example 1 >>
[Synthesis of polyamide resin]
In the synthesis of the polyamide resin of Example 1, 4.71 g (0.016 mol) of 4,4′-biphenyltetracarboxylic dianhydride, 1.30 g (0.012 mol) of 1,3-phenylenediamine and 1,1 A polyamide resin was synthesized (A-4) in the same manner as in Example 1 except that the amount was changed to 0.87 g (0.008 mol) of 4′-phenylenediamine.
[Preparation of resin composition]
An attempt was made to dissolve 10 g of the synthesized polyamide resin (A-4) and 2 g of photosensitive diazoquinone (B-1) having the following structure in 70 g of γ-butyrolactone, but it finally became a gel. Therefore, dissolution was performed with N-methyl-pyrrolidone, and the same evaluation as in Example 1 was performed. Regarding the workability evaluation, the 10 um pattern did not open well. The reflow resistance was good. The elastic modulus was 4.8 GPa.
<< Comparative Example 2 >>
[Production of resin composition, developability and evaluation of physical properties]
In the synthesis of the polyamide resin in Comparative Example 1, 1.30 g (0.012 mol) of 1,3-phenylenediamine and 0.87 g (0.008 mol) of 1,4′-phenylenediamine were added to 1,3-phenylenediamine. A polyamide resin was synthesized (A-5) in the same manner as in Comparative Example 1 except that 0.87 g (0.008 mol) and 1,4′-phenylenediamine were changed to 1.30 g (0.012 mol). [Production of resin composition, developability and evaluation of physical properties]
Using the obtained polyamide resin (A-5), a positive photosensitive resin composition was prepared and evaluated in the same manner as in Example 1, but it was dissolved in γ-butyrolactone as in Example 2. The sample was dissolved in N-methyl-pyrrolidone in the same manner as in Comparative Example 1 and evaluated in the same manner as in Comparative Example 1.

Figure 2007140319
Figure 2007140319

Figure 2007140319
Figure 2007140319

本発明は、高弾性率で比較的高い歩留まりを実現できアルカリ現像液で現像可能なポジ型感光性樹脂組成物であって、半導体素子の表面保護膜、層間絶縁膜及び表示素子の表面保護膜、層間絶縁膜等に好適に用いられる。   The present invention relates to a positive photosensitive resin composition that can realize a relatively high yield with a high elastic modulus and can be developed with an alkali developer, and includes a surface protective film for a semiconductor element, an interlayer insulating film, and a surface protective film for a display element It is preferably used for an interlayer insulating film or the like.

本発明のバンプを有する半導体装置の一例のパット部分の拡大断面図を示す。The expanded sectional view of the pad part of an example of the semiconductor device which has a bump of the present invention is shown.

符号の説明Explanation of symbols

1 シリコンウエハ
2 Alパッド
3 パッシベーション膜
4 バッファコート膜
5 金属(Cr、Ti等)膜
6 配線(Al、Cu等)
7 絶縁膜
8 バリアメタル
9 ハンダバンプ
1 Silicon wafer 2 Al pad 3 Passivation film 4 Buffer coat film 5 Metal (Cr, Ti, etc.) film 6 Wiring (Al, Cu, etc.)
7 Insulating film 8 Barrier metal 9 Solder bump

Claims (9)

(A)一般式(1)で示されるポリアミド樹脂、及び、
(B)感光性ジアゾキノン化合物、
を含むポジ型感光性樹脂組成物。
Figure 2007140319
(式中、nは1以上の整数。X、Yは有機基であり、ポリアミド樹脂中に含まれるYのうち、Y1が少なくとも一つ以上含まれる。)
Figure 2007140319
(式中、R1、R2は有機基であり、同一であっても異なっていてもよい。m、nは1以上の整数。同一であっても異なっていてもよい。)
(A) a polyamide resin represented by the general formula (1), and
(B) a photosensitive diazoquinone compound,
A positive photosensitive resin composition comprising:
Figure 2007140319
(In the formula, n is an integer of 1 or more. X and Y are organic groups, and at least one Y 1 is included in Y included in the polyamide resin.)
Figure 2007140319
(In the formula, R 1 and R 2 are organic groups and may be the same or different. M and n are integers of 1 or more. They may be the same or different.)
前記Y1が下記式で示される請求項1記載のポジ型感光性樹脂組成物。
Figure 2007140319
(R3、R4は水素又は炭化水素基であり、同一であっても異なっていてもよい。)
The positive photosensitive resin composition according to claim 1, wherein Y 1 is represented by the following formula.
Figure 2007140319
(R 3 and R 4 are hydrogen or a hydrocarbon group and may be the same or different.)
ポリアミド樹脂中に含まれるYのうち、前記Y1が占める割合が50〜100%である請求項1又は2記載のポジ型感光性樹脂組成物。 3. The positive photosensitive resin composition according to claim 1 , wherein a proportion of Y 1 contained in the polyamide resin is 50 to 100%. 更に、(C)フェノール性水酸基を有する化合物を含む請求項1乃至3のいずれかに記載のポジ型感光性樹脂組成物。   Furthermore, the positive photosensitive resin composition in any one of Claims 1 thru | or 3 containing the compound which has (C) phenolic hydroxyl group. 前記(C)フェノール性水酸基を有する化合物が、下記式で示される構造である請求項4に記載のポジ型感光性樹脂組成物。
Figure 2007140319
(式中、R5、R6はハロゲン原子、アルキル基、アルコキシ基、アルキルエステル基シクロアルキル基、シクロアルコキシ基のいずれかを表す。R5、R6は同一でも異なっていてもよい。m、nは0〜5の整数である。p、qは0〜3の整数であり、p+q≧2である。R7は単結合、メチレン基、アルキレン基、酸素原子、カルボニル基、カルボニルエーテル基、硫黄原子、スルホニル基、アゾ基のいずれかを表す。)
The positive photosensitive resin composition according to claim 4, wherein the compound (C) having a phenolic hydroxyl group has a structure represented by the following formula.
Figure 2007140319
(Wherein R 5 and R 6 each represent a halogen atom, an alkyl group, an alkoxy group, an alkyl ester group cycloalkyl group or a cycloalkoxy group. R 5 and R 6 may be the same or different. M , N is an integer of 0 to 5. p and q are integers of 0 to 3 and p + q ≧ 2.R 7 is a single bond, a methylene group, an alkylene group, an oxygen atom, a carbonyl group, a carbonyl ether group. , Represents a sulfur atom, a sulfonyl group, or an azo group.)
請求項1乃至5のいずれかに記載のポジ型感光性樹脂組成物を基板上に塗布して組成物層を形成する工程、
該組成物層の所望の部分に活性エネルギー線を照射し、次いで現像液と接触させてパターンを形成する工程、及び、
該組成物層を加熱する工程、
を含むことを特徴とするパターン形成方法。
Applying the positive photosensitive resin composition according to any one of claims 1 to 5 on a substrate to form a composition layer;
Irradiating active energy rays to a desired portion of the composition layer, and then contacting with a developer to form a pattern; and
Heating the composition layer;
A pattern forming method comprising:
半導体基板と、該半導体基板に設けられた半導体素子と、該半導体素子の上部に設けられた絶縁膜とを備え、
前記絶縁膜は、請求項1乃至5のいずれかに記載のポジ型感光性樹脂組成物より形成された膜であることを特徴とする半導体装置。
A semiconductor substrate, a semiconductor element provided on the semiconductor substrate, and an insulating film provided on the semiconductor element;
The semiconductor device, wherein the insulating film is a film formed from the positive photosensitive resin composition according to claim 1.
表示素子用基板と、その表面を覆う絶縁膜と、前記表示素子用基板の上部に設けられた表示素子とを備え、
前記絶縁膜は、請求項1乃至5のいずれかに記載のポジ型感光性樹脂組成物より形成された膜であることを特徴とする発光装置。
A display element substrate, an insulating film covering the surface, and a display element provided on the display element substrate;
The light emitting device, wherein the insulating film is a film formed from the positive photosensitive resin composition according to any one of claims 1 to 5.
半導体チップとその表面を覆う保護膜とを備える半導体装置の製造方法であって、
前記半導体チップ上にポジ型感光性樹脂組成物を塗布して樹脂層を形成する工程、
該樹脂層の所望の部分に活性エネルギー線を照射する工程、及び、
活性エネルギー線照射後の該樹脂層に現像液を接触させ、次いで該樹脂層を加熱することにより前記保護膜を形成する工程、
を含み、
前記ポジ型感光性樹脂組成物が請求項1乃至5のいずれかに記載のポジ型感光性樹脂組成物であることを特徴とする半導体装置の製造方法。

A method of manufacturing a semiconductor device comprising a semiconductor chip and a protective film covering the surface thereof,
Applying a positive photosensitive resin composition on the semiconductor chip to form a resin layer;
Irradiating an active energy ray to a desired portion of the resin layer; and
A step of bringing the developer into contact with the resin layer after irradiation with active energy rays, and then forming the protective film by heating the resin layer;
Including
A method of manufacturing a semiconductor device, wherein the positive photosensitive resin composition is the positive photosensitive resin composition according to claim 1.

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2007171945A (en) * 2005-11-24 2007-07-05 Sumitomo Bakelite Co Ltd Positive photosensitive resin composition, and semiconductor device and display element using the positive photosensitive resin composition
JP2009109541A (en) * 2007-10-26 2009-05-21 Asahi Kasei Electronics Co Ltd Negative photosensitive resin composition
CN116954025A (en) * 2023-07-27 2023-10-27 安徽觅拓材料科技有限公司 Positive photosensitive resin composition and application thereof

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH10148942A (en) * 1996-11-15 1998-06-02 Tokyo Ohka Kogyo Co Ltd Photosensitive resin composition
JPH11223940A (en) * 1997-12-01 1999-08-17 Toray Ind Inc Photosensitive and heat resistant resin precursor composition
JP2005060389A (en) * 2003-07-31 2005-03-10 Sumitomo Bakelite Co Ltd Phenolic compound, positive-type photosensitive resin composition, semiconductor device, display element and manufacturing methods of the semiconductor device and the display element

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH10148942A (en) * 1996-11-15 1998-06-02 Tokyo Ohka Kogyo Co Ltd Photosensitive resin composition
JPH11223940A (en) * 1997-12-01 1999-08-17 Toray Ind Inc Photosensitive and heat resistant resin precursor composition
JP2005060389A (en) * 2003-07-31 2005-03-10 Sumitomo Bakelite Co Ltd Phenolic compound, positive-type photosensitive resin composition, semiconductor device, display element and manufacturing methods of the semiconductor device and the display element

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2007171945A (en) * 2005-11-24 2007-07-05 Sumitomo Bakelite Co Ltd Positive photosensitive resin composition, and semiconductor device and display element using the positive photosensitive resin composition
JP2009109541A (en) * 2007-10-26 2009-05-21 Asahi Kasei Electronics Co Ltd Negative photosensitive resin composition
CN116954025A (en) * 2023-07-27 2023-10-27 安徽觅拓材料科技有限公司 Positive photosensitive resin composition and application thereof
CN116954025B (en) * 2023-07-27 2024-02-23 安徽觅拓材料科技有限公司 Positive photosensitive resin composition and application thereof

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