JP2001117234A5 - - Google Patents

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JP2001117234A5
JP2001117234A5 JP1999298782A JP29878299A JP2001117234A5 JP 2001117234 A5 JP2001117234 A5 JP 2001117234A5 JP 1999298782 A JP1999298782 A JP 1999298782A JP 29878299 A JP29878299 A JP 29878299A JP 2001117234 A5 JP2001117234 A5 JP 2001117234A5
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positive photoresist
photoresist composition
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ultraviolet exposure
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JP1999298782A
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JP3955419B2 (en
JP2001117234A (en
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Priority to JP29878299A priority Critical patent/JP3955419B2/en
Priority claimed from JP29878299A external-priority patent/JP3955419B2/en
Priority to KR1020000061769A priority patent/KR100760252B1/en
Priority to TW089122075A priority patent/TW561316B/en
Publication of JP2001117234A publication Critical patent/JP2001117234A/en
Publication of JP2001117234A5 publication Critical patent/JP2001117234A5/ja
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Claims (7)

(A)活性光線又は放射線の照射により酸を発生する化合物、
(B)下記一般式(Ia)及び一般式(Ib)で表される繰り返し単位の群から選択される少なくとも1種と下記一般式(II)で表される繰り返し単位とを有し、かつ酸の作用により分解する基(酸分解性基)を有する樹脂であり、全繰り返し単位中における酸分解性基含有繰り返し単位の含有率(モル%)の異なる樹脂を少なくとも2種、
を含有することを特徴とする遠紫外線露光用ポジ型フォトレジスト組成物。
Figure 2001117234
式(Ia)中:
1、R2は、各々独立に、水素原子、シアノ基、水酸基、−COOH、−COOR5、−CO−NH−R6、−CO−NH−SO2−R6、置換されていてもよい、アルキル基、アルコキシ基あるいは環状炭化水素基、又は下記−Y基を表す。
Xは、酸素原子、硫黄原子、−NH−、−NHSO2−又は−NHSO2NH−を表す。ここで、R5は、置換基を有していてもよい、アルキル基、環状炭化水素基又は下記−Y基を表す。R6は、置換基を有していてもよい、アルキル基又は環状炭化水素基を表す。
Aは単結合又は2価の連結基を表す。
−Y基;
Figure 2001117234
(−Y基中、R21〜R30は、各々独立に、水素原子又は置換基を有していてもよいアルキル基を表す。a,bは1又は2を表す。)
式(Ib)中:
2は、−O−又は−N(R3)−を表す。ここでR3は、水素原子、水酸基又は−OSO2−R4を表す。R4は、アルキル基、ハロアルキル基、シクロアルキル基又は樟脳残基を表す。
式(II)中:
11,R12は、各々独立に、水素原子、シアノ基、ハロゲン原子、又は置換基を有していてもよいアルキル基を表す。
Zは、結合した2つの炭素原子(C−C)を含み、置換基を有していてもよい脂環式構造を形成するための原子団を表す。
(A) a compound that generates an acid upon irradiation with an actinic ray or radiation,
(B) having at least one selected from the group of repeating units represented by the following general formula (Ia) and general formula (Ib) and a repeating unit represented by the following general formula (II), and an acid A resin having a group (acid-decomposable group) that is decomposed by the action of the above, wherein at least two resins having different contents (mol%) of acid-decomposable group-containing repeating units in all repeating units,
A positive photoresist composition for deep ultraviolet exposure, comprising:
Figure 2001117234
In formula (Ia):
R 1 and R 2 are each independently a hydrogen atom, a cyano group, a hydroxyl group, —COOH, —COOR 5 , —CO—NH—R 6 , —CO—NH—SO 2 —R 6 , or substituted. Represents an alkyl group, an alkoxy group, a cyclic hydrocarbon group, or the following -Y group.
X represents an oxygen atom, a sulfur atom, -NH -, - NHSO 2 - or an -NHSO 2 NH-. Here, R 5 represents an alkyl group, a cyclic hydrocarbon group, or the following —Y group, which may have a substituent. R 6 represents an alkyl group or a cyclic hydrocarbon group which may have a substituent.
A represents a single bond or a divalent linking group.
The -Y group;
Figure 2001117234
(In the -Y group, R 21 to R 30 each independently represents a hydrogen atom or an alkyl group which may have a substituent. A and b represent 1 or 2)
In formula (Ib):
Z 2 represents —O— or —N (R 3 ) —. Here, R 3 represents a hydrogen atom, a hydroxyl group, or —OSO 2 —R 4 . R 4 represents an alkyl group, a haloalkyl group, a cycloalkyl group or a camphor residue.
In formula (II):
R 11 and R 12 each independently represents a hydrogen atom, a cyano group, a halogen atom, or an alkyl group which may have a substituent.
Z represents an atomic group for forming an alicyclic structure which contains two bonded carbon atoms (C—C) and may have a substituent.
前記樹脂(B)が、その全繰り返し単位中における酸分解性基含有繰り返し単位の含有率の差が5〜30モル%である2種の樹脂を含むものであることを特徴とする請求項1に記載の遠紫外線露光用ポジ型フォトレジスト組成物。  The said resin (B) contains 2 types of resin whose difference of the content rate of the acid-decomposable group containing repeating unit in all the repeating units is 5-30 mol%, The Claim 1 characterized by the above-mentioned. A positive photoresist composition for far ultraviolet exposure. 前記一般式(II)におけるZが、結合した2つの炭素原子(C−C)を含み、置換基を有していてもよい有橋式脂環式構造を形成するための原子団を表すことを特徴とする請求項1または2に記載の遠紫外線露光用ポジ型フォトレジスト組成物。Z in the general formula (II) represents an atomic group for forming a bridged alicyclic structure which contains two bonded carbon atoms (C—C) and may have a substituent. The positive photoresist composition for deep ultraviolet exposure according to claim 1 or 2. 前記一般式(II)が、下記一般式(II−A)又は一般式(II−B)であることを特徴とする請求項1または2に記載の遠紫外線露光用ポジ型フォトレジスト組成物。
Figure 2001117234
式(II−A)、(II−B)中:
13〜R16は、各々独立に、水素原子、ハロゲン原子、シアノ基、−COOH、−COOR5(R5は前記のものと同義である。)、酸の作用により分解する基、−C(=O)−X−A−R17、又は置換基を有していてもよいアルキル基あるいは環状炭化水素基を表す。また、Rl3〜R16のうち少なくとも2つが結合して環を形成してもよい。nは0又は1を表す。ここで、X、Aは、各々前記と同義である。R17は、−COOH、−COOR5、−CN、水酸基、置換基を有していてもよいアルコキシ基、−CO−NH−R6、−CO−NH−SO2−R6(R5、R6は、各々前記のものと同義である)又は前記の−Y基を表す。
Formula (II) is represented by the following formula (II-A) or general formula (II-B) far ultraviolet exposure for a positive photoresist composition according to claim 1 or 2, characterized in that a.
Figure 2001117234
In formulas (II-A) and (II-B):
R 13 to R 16 are each independently a hydrogen atom, a halogen atom, a cyano group, —COOH, —COOR 5 (R 5 is as defined above), a group that decomposes by the action of an acid, —C (= O) —X—A—R 17 , or an alkyl group or cyclic hydrocarbon group which may have a substituent. In addition, at least two of R 13 to R 16 may be bonded to form a ring. n represents 0 or 1. Here, X and A are as defined above. R 17 represents —COOH, —COOR 5 , —CN, a hydroxyl group, an optionally substituted alkoxy group, —CO—NH—R 6 , —CO—NH—SO 2 —R 6 (R 5 , R 6 is the same as defined above) or the —Y group.
含窒素塩基性化合物を含有することを特徴とする請求項1〜4のいずれかに記載の遠紫外線露光用ポジ型フォトレジスト組成物。  The positive photoresist composition for far ultraviolet exposure according to any one of claims 1 to 4, further comprising a nitrogen-containing basic compound. 含窒素塩基性化合物が、1,5−ジアザビシクロ[4.3.0]−5−ノネン、1,8−ジアザビシクロ[5.4.0]−7−ウンデセン、1,4−ジアザビシクロ[2.2.2]オクタン、4−ジメチルアミノピリジン、ヘキサメチレンテトラミン、4,4−ジメチルイミダゾリン、ピロール類、ピラゾール類、イミダゾール類、ピリダジン類、ピリミジン類、3級モルホリン類、及びヒンダードピペリジン骨格を有するヒンダードアミン類の中から選択される少なくとも1種の化合物であることを特徴とする請求項5に記載の遠紫外線露光用ポジ型フォトレジスト組成物。  The nitrogen-containing basic compound is 1,5-diazabicyclo [4.3.0] -5-nonene, 1,8-diazabicyclo [5.4.0] -7-undecene, 1,4-diazabicyclo [2.2. .2] Octane, 4-dimethylaminopyridine, hexamethylenetetramine, 4,4-dimethylimidazoline, pyrroles, pyrazoles, imidazoles, pyridazines, pyrimidines, tertiary morpholines, and hindered amines having a hindered piperidine skeleton 6. The positive photoresist composition for deep ultraviolet exposure according to claim 5, wherein the positive photoresist composition is at least one compound selected from the group of compounds. 請求項1〜6のいずれかに記載の遠紫外線露光用ポジ型フォトレジスト組成物によりポジ型フォトレジスト膜を形成し、当該ポジ型フォトレジスト膜を露光、現像することを特徴とするパターン形成方法。A pattern forming method comprising: forming a positive photoresist film from the positive photoresist composition for deep ultraviolet exposure according to claim 1; and exposing and developing the positive photoresist film. .
JP29878299A 1999-10-20 1999-10-20 Positive photoresist composition for deep ultraviolet exposure Expired - Fee Related JP3955419B2 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
JP29878299A JP3955419B2 (en) 1999-10-20 1999-10-20 Positive photoresist composition for deep ultraviolet exposure
KR1020000061769A KR100760252B1 (en) 1999-10-20 2000-10-20 Positive photoresist composition for far ultraviolet rays exposure
TW089122075A TW561316B (en) 1999-10-20 2000-10-20 Positive-type photoresist composition for far violet rays exposure

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Application Number Priority Date Filing Date Title
JP29878299A JP3955419B2 (en) 1999-10-20 1999-10-20 Positive photoresist composition for deep ultraviolet exposure

Publications (3)

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JP2001117234A JP2001117234A (en) 2001-04-27
JP2001117234A5 true JP2001117234A5 (en) 2005-07-14
JP3955419B2 JP3955419B2 (en) 2007-08-08

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KR (1) KR100760252B1 (en)
TW (1) TW561316B (en)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP3912767B2 (en) * 2001-06-21 2007-05-09 富士フイルム株式会社 Positive photosensitive composition
KR100481667B1 (en) * 2001-08-07 2005-04-08 주식회사 이엔에프테크놀로지 Developer for dye dispersing photoresist
DE102005060061A1 (en) 2005-06-02 2006-12-07 Hynix Semiconductor Inc., Ichon A polymer for immersion lithography, a photoresist composition containing the same, a method of manufacturing a semiconductor device, and a semiconductor device
KR100732300B1 (en) * 2005-06-02 2007-06-25 주식회사 하이닉스반도체 Photoresist polymer for immersion lithography and photoresist composition comprising the same
KR100733230B1 (en) * 2005-06-02 2007-06-27 주식회사 하이닉스반도체 Photoacid generator for immersion lithography and photoresist composition comprising the same
WO2008053877A1 (en) * 2006-10-30 2008-05-08 Mitsubishi Rayon Co., Ltd. Polymer, resist composition, and method for producing substrate provided with pattern

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* Cited by examiner, † Cited by third party
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JP3804138B2 (en) * 1996-02-09 2006-08-02 Jsr株式会社 Radiation sensitive resin composition for ArF excimer laser irradiation
US5843624A (en) * 1996-03-08 1998-12-01 Lucent Technologies Inc. Energy-sensitive resist material and a process for device fabrication using an energy-sensitive resist material
JP3847454B2 (en) * 1998-03-20 2006-11-22 富士写真フイルム株式会社 Positive type photoresist composition for deep ultraviolet exposure and pattern forming method
JP2000338672A (en) * 1999-05-25 2000-12-08 Fuji Photo Film Co Ltd Positive photoresist composition for exposure with far ultraviolet ray

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