JP2022550733A - 化合物、バインダー樹脂、ネガ型感光性樹脂組成物およびこれを用いて形成されたブラックバンクを含むディスプレイ装置 - Google Patents
化合物、バインダー樹脂、ネガ型感光性樹脂組成物およびこれを用いて形成されたブラックバンクを含むディスプレイ装置 Download PDFInfo
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Images
Classifications
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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- C08G18/755—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group and at least one isocyanate or isothiocyanate group linked to a secondary carbon atom of the cycloaliphatic ring, e.g. isophorone diisocyanate
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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- C08G18/0852—Manufacture of polymers in the presence of non-reactive compounds in the presence of liquid diluents in the presence of solvents for the polymers the solvents being organic
- C08G18/0857—Manufacture of polymers in the presence of non-reactive compounds in the presence of liquid diluents in the presence of solvents for the polymers the solvents being organic the solvent being a polyol
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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Abstract
Description
[化学式1]
R0およびR1は、互いに同一または異なり、それぞれ独立して、水素;または-(C=O)R'であり、
R'は、置換もしくは非置換のアリール基であり、
L2は、置換もしくは非置換のアルキレン基;置換もしくは非置換のシクロアルキレン基;または置換もしくは非置換のアリーレン基であり、
aは、2または3であり、
nは、1~10の整数であり、
L1およびL3は、互いに同一または異なり、それぞれ独立して、下記化学式2および4の連結基の少なくとも1つを含み、
[化学式2]
M1、M2、M5、M6およびL4は、互いに同一または異なり、それぞれ独立して、置換もしくは非置換のアルキレン基であり、
R11、R12およびR14は、互いに同一または異なり、それぞれ独立して、水素;または置換もしくは非置換のアルキル基であり、
r11およびr12は、それぞれ0~4の整数であり、r11が2以上の場合、R11は、互いに同一または異なり、r12が2以上の場合、R12は、互いに同一または異なる。
[化学式1]
R0およびR1は、互いに同一または異なり、それぞれ独立して、水素;または-(C=O)R'であり、
R'は、置換もしくは非置換のアリール基であり、
L2は、置換もしくは非置換のアルキレン基;置換もしくは非置換のシクロアルキレン基;または置換もしくは非置換のアリーレン基であり、
aは、2または3であり、
nは、1~10の整数であり、
L1およびL3は、互いに同一または異なり、それぞれ独立して、下記化学式2~4の連結基の少なくとも1つを含み、
[化学式2]
M1、M2、M5、M6およびL4は、互いに同一または異なり、それぞれ独立して、置換もしくは非置換のアルキレン基であり、
R11、R12およびR14は、互いに同一または異なり、それぞれ独立して、水素;または置換もしくは非置換のアルキル基であり、
r11およびr12は、それぞれ0~4の整数であり、r11が2以上の場合、R11は、互いに同一または異なり、r12が2以上の場合、R12は、互いに同一または異なる。
[化学式5]
L5およびL6は、互いに同一または異なり、それぞれ独立して、置換もしくは非置換のアルキレン基であり、
R5、R61およびR62は、互いに同一または異なり、それぞれ独立して、水素;または置換もしくは非置換のアルキル基であり、
r5は、0~10の整数であり、r5が2以上の場合、R5は、互いに同一または異なり、
r61は、0~4の整数であり、r61が2以上の場合、R61が互いに同一または異なり、
r62は、0~4の整数であり、r62が2以上の場合、R62は、互いに同一または異なる。
[化学式11]
Raは、水素;または置換もしくは非置換のアルキル基であり、
R4、R5、R6およびR7は、互いに同一または異なり、それぞれ独立して、H、ハロゲン、-COOR8、-CONR8R9、-OR8、-OOCR8、-OOCNR8R9、OH、CN、NO2、NR8R9、-NR8COR9、-N=CR8R9、-SR8、-SOR8、-SOxR8(x=1~3)、または-SO2NR8R9であるか、R4とR5、R5とR6、またはR6とR7とが直接結合であるか、O、S、またはNR8ブリッジを介して互いに結合して環を形成し、
Rbは、N、O、S、CO、およびCOOのうちの1つを含む単一または多重環基であり、
R8およびR9は、互いに同一または異なり、それぞれ独立して、H、C1-C12アルキル、C3-C12シクロアルキル、C2-C12アルケニル、C3-C12シクロアルケニル、またはC2-C12アルキニルであり、これらを構成する-CH2-、-CH=および-C≡の少なくとも1つが-COO-、-O-、-CONR10-、=N-、-NR10-、-S-、または-CO-で置換されるか、炭素に結合した水素の少なくとも1つがハロゲン基、-COOR10、-CONR10R11、-OR10、-OOCR10、-OOCNR10R11、OH、CN、NO2、-NR10COR11、-N=CR10R11、SR10、-SOR10、-SOxR10(x=1~3)、-SO2NR10R10、または-NR10R11で置換されていてもよく、ここで、R10およびR11は、それぞれ独立して、C1~C6アルキルであるか、O、S、またはNHを含む基である。
R11およびR13は、互いに同一または異なり、それぞれ独立して、H、C1~C12アルキル、C3~C12シクロアルキル、C6~C12アリール基、またはC3-C12のヘテロアリール基であり、これらを構成する-CH2-および-CH=の少なくとも1つが=N-、-N=N-、-O-、-CO-、-COO-、または-NR15-で置換されるか、炭素に結合した水素の少なくとも1つがハロゲン、-OR15、CN、またはNO2で置換されていてもよいし、R15は、H、C1~C6アルキル、C2~C6アルケニルまたはフェニルであり、R12およびR14は、互いに同一または異なり、それぞれ独立して、OまたはNR16であり、R16は、C1~C12アルキルまたはC2~C12アルケニルであり、
R11とR12またはR13とR14とが結合して環(cyclic)を形成してもよく、
ReおよびRfは、ハロゲン基であり、mおよびnは、それぞれ0~4の整数である。
下記表1に記載の成分でネガ型感光性樹脂組成物を製造した。具体的には、ネガ型感光性樹脂組成物100重量部を基準として、下記表1に記載の各成分の重量部および溶媒30重量部を含ませて組成物を製造した。
残渣なし(◎):走査電子顕微鏡(SEM)で観測時、画面内に残渣がなかったり1個以下(残渣なし)、
少ない(○):2個以上5個以下(少ない)、
普通(△):5個以上であるが微細残渣のみ存在(普通)、
多い(X):5個以上の微細残渣および大型残渣存在
厚さ減少(O):走査電子顕微鏡(SEM)観察時、既存の現像時間対比20秒さらに現像する場合に厚さ減少
厚さ保持(X):走査電子顕微鏡(SEM)観察時、既存の現像時間対比20秒さらに現像する場合に厚さ減少せず
パターン流失(O):走査電子顕微鏡(SEM)観察時、既存の現像時間対比20秒さらに現像する場合にパターン流失
パターン保持(X):走査電子顕微鏡(SEM)観察時、既存の現像時間対比20秒さらに現像する場合にパターン流失せず
-多官能性モノマー:V-802(大阪有機化学工業社)
-光開始剤:OXE-03(バスフ社)
-界面活性剤:シリコーン系界面活性剤BYK-307
Claims (13)
- 下記化学式1の化合物:
[化学式1]
R0およびR1は、互いに同一または異なり、それぞれ独立して、水素;または-(C=O)R'であり、
R'は、置換もしくは非置換のアリール基であり、
L2は、置換もしくは非置換のアルキレン基;置換もしくは非置換のシクロアルキレン基;または置換もしくは非置換のアリーレン基であり、
aは、2または3であり、
nは、1~10の整数であり、
L1およびL3は、互いに同一または異なり、それぞれ独立して、下記化学式2および4の連結基の少なくとも1つを含み、
[化学式2]
M1、M2、M5、M6およびL4は、互いに同一または異なり、それぞれ独立して、置換もしくは非置換のアルキレン基であり、
R11、R12およびR14は、互いに同一または異なり、それぞれ独立して、水素;または置換もしくは非置換のアルキル基であり、
r11およびr12は、それぞれ0~4の整数であり、r11が2以上の場合、R11は、互いに同一または異なり、r12が2以上の場合、R12は、互いに同一または異なり、括弧内のL2は、互いに同一または異なる。 - (L2)aは、下記化学式5または6である、請求項1に記載の化合物:
[化学式5]
L5およびL6は、互いに同一または異なり、それぞれ独立して、置換もしくは非置換のアルキレン基であり、
R5、R61およびR62は、互いに同一または異なり、それぞれ独立して、水素;または置換もしくは非置換のアルキル基であり、
r5は、0~10の整数であり、r5が2以上の場合、R5は、互いに同一または異なり、
r61は、0~4の整数であり、r61が2以上の場合、R61が互いに同一または異なり、
r62は、0~4の整数であり、r62が2以上の場合、R62は、互いに同一または異なる。 - L1は、前記化学式2の連結基であり、L3は、前記化学式4の連結基である、請求項1または2に記載の化合物。
- M1、M2、M5およびM6は、互いに同一または異なり、それぞれ独立して、置換もしくは非置換のメチレン基である、請求項1から3のいずれか一項に記載の化合物。
- L4は、ヒドロキシ基で置換されたプロピレン基である、請求項1から4のいずれか一項に記載の化合物。
- 請求項1~5のいずれか1項に記載の化合物を含むバインダー樹脂。
- 前記バインダー樹脂の重量平均分子量は、2,000g/mol~10,000g/molである、請求項6に記載のバインダー樹脂。
- 請求項6または7に記載のバインダー樹脂;顔料分散液:多官能性モノマー;光開始剤;および溶媒を含むネガ型感光性樹脂組成物。
- 界面活性剤をさらに含む、請求項8に記載のネガ型感光性樹脂組成物。
- 前記顔料分散液は、ブラック有機顔料を含む、請求項8または9に記載のネガ型感光性樹脂組成物。
- 前記ネガ型感光性樹脂組成物100重量部を基準として、
前記バインダー樹脂10~30重量部;
前記顔料分散液10~35重量部;
前記多官能性モノマー1~30重量部;
前記光開始剤0.5~10重量部;および
前記溶媒30~70重量部を含む、請求項8から10のいずれか一項に記載のネガ型感光性樹脂組成物。 - 請求項8から11のいずれか一項に記載のネガ型感光性樹脂組成物を用いて形成されたブラックバンク。
- 請求項12に記載のブラックバンクを含むディスプレイ装置。
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