以下，基於較佳之實施形態，對本發明之肟酯化合物及含有該化合物之聚合起始劑詳細地進行說明。 本發明之肟酯化合物係上述通式(I)所表示之新穎化合物。該肟酯化合物中存在基於肟之雙鍵的幾何異構物，但並非區別該等化合物者。 即，於本說明書中，上述通式(I)所表示之化合物及其例示化合物係表示兩者之混合物或其中任一者，並不限定於表示異構物之結構。 上述通式(I)及(II)中之R11
～R17
及R21
～R23
所表示之碳原子數1～20之烴基並無特別限定，較佳為表示碳原子數1～20之烷基、碳原子數3～20之環烷基、碳原子數4～20之環烷基烷基、碳原子數6～20之芳基及碳原子數7～20之芳烷基等。 作為上述碳原子數1～20之烷基，例如可列舉：甲基、乙基、丙基、異丙基、丁基、異丁基、第二丁基、第三丁基、戊基、異戊基、第三戊基、己基、庚基、辛基、異辛基、2-乙基己基、第三辛基、壬基、異壬基、癸基、異癸基、十一烷基、十二烷基、十四烷基、十六烷基、十八烷基及二十烷基等。 上述碳原子數3～20之環烷基意指具有3～20個碳原子之飽和單環式或飽和多環式烷基。例如可列舉：環丙基、環丁基、環戊基、環己基、環庚基、環辛基、環壬基、環癸基、金剛烷基、十氫萘基、八氫并環戊二烯及聯環[1.1.1]戊基等。 上述碳原子數4～20之環烷基烷基意指烷基之氫原子中之至少一個被取代為環烷基之具有4～20個碳原子之基。例如可列舉：環丙基甲基、環丁基乙基、環戊基丙基、環己基丁基、環庚基甲基、環辛基甲基、環壬基乙基、環癸基乙基、金剛烷基丙基及十氫萘基丙基等。 作為上述碳原子數6～20之芳基，例如可列舉：苯基、甲苯基、二甲苯基、乙基苯基、萘基、蒽基、菲基、取代有1個以上之上述烷基之苯基、聯苯基、萘基、蒽基等。 上述碳原子數7～20之芳烷基意指烷基之氫原子被取代為芳基之具有7～20個碳原子之基。例如可列舉：苄基、α-甲基苄基、α,α-二甲基苄基、苯基乙基及萘基丙基等。 作為上述通式(I)及(II)中之R11
～R15
、R21
及R22
所表示之碳原子數2～20之含雜環之基，例如可列舉：吡咯基、吡啶基、吡啶基乙基、嘧啶基、嗒基、哌基、哌啶基、吡喃基、吡喃基乙基、吡唑基、三基、三基甲基、吡咯啶基、喹啉基、異喹啉基、咪唑基、苯并咪唑基、三唑基、呋喃基(furyl)、呋喃基(furanyl)、苯并呋喃基、噻吩基(thienyl)、噻吩基(thiophenyl)、苯并噻吩基、噻二唑基、噻唑基、苯并噻唑基、唑基、苯并唑基、異噻唑基、異唑基、吲哚基、咯啶基、嗎啉基、硫代嗎啉基、2-吡咯啶酮-1-基、2-哌啶酮-1-基、2,4-二氧基咪唑啶-3-基及2,4-二氧基唑啶-3-基等。 作為上述通式(I)及(II)中之鹵素原子，可列舉：氟、氯、溴、碘。 作為R2
與R3
、R3
與R4
、R4
與R5
、R6
與R7
、R7
與R8
、R8
與R9
及R9
與R10
鍵結而形成之環，例如可列舉：環戊烷環、環己烷環、環戊烯環、苯環、吡咯啶環、吡咯環、哌環、哌啶環、嗎啉環、硫代嗎啉環、四氫吡啶環、內酯環、內醯胺環等5～7員環及萘環、蒽環等縮合環等。 通式(I)中之R2
～R5
中之至少一者為通式(II)所表示之基之肟酯化合物於用作聚合起始劑時，吸收波長會變得良好且變為高感度，故而較佳。進而，於R3
及R8
中之至少一者為通式(II)所表示之基之情形時，合成較容易且肟酯化合物之穩定性良好，故而更佳。進而，於R8
為通式(II)所表示之基之情形時，用作聚合性組合物之聚合起始劑時，由該聚合組合物所獲得之硬化物之透明性較高、著色較少，故而最佳。 通式(I)中之R6
、R7
、R8
、R9
及R10
中之至少一者為拉電子基之肟酯化合物於用作聚合起始劑之情形時，會成為高感度，故而較佳。 作為上述拉電子基，例如可列舉：鹵素原子、氰基、硝基、苯甲醯基、羧基、三氟甲基、甲醯基及磺基等。該等之中，於為選自由鹵素原子、氰基、硝基、苯甲醯基、羧基及三氟甲基所組成之群中之至少1種之情形時，會成為更高感度，故而較佳。 於將通式(I)中之m＝1之肟酯化合物用作聚合組合物之聚合起始劑之情形時，所獲得之硬化物於透明性方面優異，故而較佳。 通式(I)中之R11
為碳原子數4～20之烷基之肟酯化合物向以PGMEA(丙二醇-1-單甲醚-2-乙酸酯，Propylene Glycol Monomethyl Ether Acetate)為代表之醚酯系溶劑中之溶解性較高，故而較佳。上述碳原子數4～20之烷基之氫原子亦可被取代為芳基。作為碳原子數4～20之烷基，可列舉上述作為碳原子數1～20之烴基而例示之烷基中之碳原子數4～20者。 通式(I)中之R12
為甲基之肟酯化合物於用作聚合起始劑之情形時，會成為高感度，故而較佳。 作為上述通式(I)所表示之本發明之肟酯化合物之較佳之具體例，可列舉以下之化合物No.1～No.128。但是，本發明不受以下化合物之任何限制。 [化3][化4][化5][化6][化7][化8][化9][化10][化11][化12][化13][化14][化15][化16]於上述肟酯化合物中，通式(I)中之R3
或R8
為通式(II)所表示之基，R12
為甲基，R11
為碳原子數4～20之烷基之肟酯化合物由於合成容易，肟酯化合物穩定，向各種溶劑中之溶解性較高，以及用作聚合起始劑之情形時吸收波長良好且為高感度，硬化物之透明性較高且著色較少，故而更佳。 具體而言，作為本發明之肟酯化合物，較佳為上述化合物No.1～No.90等。 上述通式(I)所表示之本發明之肟酯化合物並無特別限定，於m＝0之情形時，例如可依據下述[化17]之反應式，並藉由以下之方法而製造。 即，藉由使公知且市售之吲哚化合物1與芳基鹵化物進行反應，而獲得吲哚化合物2，藉由使吲哚化合物2與醯氯進行反應，而獲得酮化合物1，藉由使酮化合物1與鹽酸羥胺進行反應，而獲得肟化合物1。繼而，藉由使酸酐或醯氯與肟化合物1進行反應，而獲得上述通式(I)所表示之本發明之肟酯化合物1。 肟化合物及肟酯化合物亦可藉由日本專利4223071號報中所記載之方法而製造。 [化17]上述通式(I)所表示之本發明之肟酯化合物於m＝1之情形時，可依據下述[化18]之反應式，並藉由以下之方法而製造。 即，藉由使公知且市售之吲哚化合物1與芳基鹵化物進行反應，而獲得吲哚化合物2，藉由使吲哚化合物2與醯氯進行反應，而獲得酮化合物2，藉由使酮化合物2與亞硝酸異丁酯進行反應，而獲得肟化合物2。繼而，藉由使酸酐或醯氯與肟化合物2進行反應，而獲得上述通式(I)所表示之本發明之肟酯化合物2。 [化18]以上所說明之本發明之新穎肟酯化合物係作為自由基聚合起始劑、尤其是光聚合起始劑或熱聚合起始劑有用。又，本發明之新穎肟酯化合物亦可適宜地用作鹼產生劑及增感劑。 本發明之聚合起始劑含有上述通式(I)所表示之本發明之肟酯化合物作為必須成分。又，本發明之聚合起始劑可與本發明之肟酯化合物一併而併用其他聚合起始劑。作為可併用之其他聚合起始劑，可使用先前已知之化合物，例如可列舉：二苯甲酮、苯基聯苯基酮、1-羥基-1-苯甲醯基環己烷、安息香、苯偶醯二甲基縮酮、1-苄基-1-二甲胺基-1-(4'-嗎啉基苯甲醯基)丙烷、2-嗎啉基-2-(4'-甲硫基)苯甲醯基丙烷、9-氧硫 、1-氯-4-丙氧基-9-氧硫 、異丙基-9-氧硫 、二乙基-9-氧硫 、乙基蒽醌、4-苯甲醯基-4'-甲基二苯硫醚、安息香丁醚、2-羥基-2-苯甲醯基丙烷、2-羥基-2-(4'-異丙基)苯甲醯基丙烷、4-丁基苯甲醯基三氯甲烷、4-苯氧基苯甲醯基二氯甲烷、苯甲醯甲酸甲酯、1,7-雙(9'-吖啶基)庚烷、9-正丁基-3,6-雙(2'-嗎啉基異丁醯基)咔唑、2-甲基-4,6-雙(三氯甲基)對稱三、2-苯基-4,6-雙(三氯甲基)對稱三、2-萘基-4,6-雙(三氯甲基)對稱三、2,2-雙(2-氯苯基)-4,5,4',5'-四苯基-1-2'-聯咪唑、4,4-偶氮二異丁腈、三苯基膦、樟腦醌、N-1414、N-1717、N-1919、NCI-831、NCI-930(ADEKA製造)、IRGACURE 369、IRGACURE 907、IRGACURE OXE 01、IRGACURE OXE 02(BASF製造)及過氧化苯甲醯等，該等其他聚合起始劑可使用1種，或將2種以上組合而使用。 本發明之聚合起始劑中之本發明之肟酯化合物之含量較佳為30～100質量%，更佳為50～100質量%。 本發明之聚合性組合物係含有上述聚合起始劑及乙烯性不飽和化合物作為必須成分者。 作為上述乙烯性不飽和化合物，並無特別限定，可使用先前用於聚合性組合物者，例如可列舉：乙烯、丙烯、丁烯、異丁烯、氯乙烯、偏二氯乙烯、偏二氟乙烯、四氟乙烯等不飽和脂肪族烴；(甲基)丙烯酸、α-氯丙烯酸、伊康酸、順丁烯二酸、檸康酸、反丁烯二酸、雙環庚烯二甲酸、丁烯酸、異丁烯酸、乙烯基乙酸、烯丙基乙酸、肉桂酸、山梨酸、中康酸、琥珀酸單[2-(甲基)丙烯醯氧基乙基]酯、鄰苯二甲酸單[2-(甲基)丙烯醯氧基乙基]酯、ω-羧基聚己內酯單(甲基)丙烯酸酯等於兩末端具有羧基及羥基之聚合物之單(甲基)丙烯酸酯；(甲基)丙烯酸羥乙酯-順丁烯二酸酯、(甲基)丙烯酸羥丙酯-順丁烯二酸酯、二環戊二烯-順丁烯二酸酯或具有1個羧基及2個以上之(甲基)丙烯醯基之多官能(甲基)丙烯酸酯等不飽和多元酸；(甲基)丙烯酸2-羥基乙酯、(甲基)丙烯酸2-羥基丙酯、(甲基)丙烯酸縮水甘油酯、下述化合物No.A1～No.A4、(甲基)丙烯酸甲酯、(甲基)丙烯酸丁酯、(甲基)丙烯酸異丁酯、(甲基)丙烯酸第三丁酯、(甲基)丙烯酸環己酯、(甲基)丙烯酸正辛酯、(甲基)丙烯酸異辛酯、(甲基)丙烯酸異壬酯、(甲基)丙烯酸硬脂酯、(甲基)丙烯酸月桂酯、(甲基)丙烯酸甲氧基乙酯、(甲基)丙烯酸二甲胺基甲酯、(甲基)丙烯酸二甲胺基乙酯、(甲基)丙烯酸胺基丙酯、(甲基)丙烯酸二甲胺基丙酯、(甲基)丙烯酸乙氧基乙酯、(甲基)丙烯酸聚(乙氧基)乙酯、(甲基)丙烯酸丁氧基乙氧基乙酯、(甲基)丙烯酸乙基己酯、(甲基)丙烯酸苯氧基乙酯、(甲基)丙烯酸四氫呋喃酯、(甲基)丙烯酸乙烯酯、(甲基)丙烯酸烯丙酯、(甲基)丙烯酸苄酯、乙二醇二(甲基)丙烯酸酯、二乙二醇二(甲基)丙烯酸酯、三乙二醇二(甲基)丙烯酸酯、聚乙二醇二(甲基)丙烯酸酯、丙二醇二(甲基)丙烯酸酯、1,4-丁二醇二(甲基)丙烯酸酯、1,6-己二醇二(甲基)丙烯酸酯、三羥甲基乙烷三(甲基)丙烯酸酯、三羥甲基丙烷三(甲基)丙烯酸酯、二季戊四醇六(甲基)丙烯酸酯、二季戊四醇五(甲基)丙烯酸酯、季戊四醇四(甲基)丙烯酸酯、季戊四醇三(甲基)丙烯酸酯、三環癸烷二甲醇二(甲基)丙烯酸酯、異氰尿酸三[(甲基)丙烯醯乙基]酯、聚酯(甲基)丙烯酸酯低聚物等不飽和一元酸及多元醇或多元酚之酯；(甲基)丙烯酸鋅、(甲基)丙烯酸鎂等不飽和多元酸之金屬鹽；順丁烯二酸酐、伊康酸酐、檸康酸酐、甲基四氫鄰苯二甲酸酐、四氫鄰苯二甲酸酐、三烷基四氫鄰苯二甲酸酐、5-(2,5-二側氧基四氫呋喃基)-3-甲基-3-環己烯-1,2-二羧酸酐、三烷基四氫鄰苯二甲酸酐-順丁烯二酸酐加成物、十二碳烯基琥珀酸酐、甲基雙環庚烯二甲酸酐等不飽和多元酸之酸酐；(甲基)丙烯醯胺、亞甲基雙(甲基)丙烯醯胺、二乙三胺三(甲基)丙烯醯胺、苯二甲基雙(甲基)丙烯醯胺、α-氯丙烯醯胺、N-2-羥乙基(甲基)丙烯醯胺等不飽和一元酸及多元胺之醯胺；丙烯醛等不飽和醛；(甲基)丙烯腈、α-氯丙烯腈、二氰亞乙烯、烯丙基腈等不飽和腈；苯乙烯、4-甲基苯乙烯、4-乙基苯乙烯、4-甲氧基苯乙烯、4-羥基苯乙烯、4-氯苯乙烯、二乙烯基苯、乙烯基甲苯、乙烯基苯甲酸、乙烯基苯酚、乙烯磺酸、4-乙烯基苯磺酸、乙烯基苄基甲基醚、乙烯基苄基縮水甘油醚等不飽和芳香族化合物；甲基乙烯基酮等不飽和酮；乙烯胺、烯丙胺、N-乙烯基吡咯啶酮、乙烯基哌啶等不飽和胺化合物；烯丙醇、巴豆醇等乙烯醇；乙烯基甲基醚、乙烯基乙基醚、正丁基乙烯基醚、異丁基乙烯基醚、烯丙基縮水甘油醚等乙烯醚；順丁烯二醯亞胺、N-苯基順丁烯二醯亞胺、N-環己基順丁烯二醯亞胺等不飽和醯亞胺類；茚、1-甲基茚等茚類；1,3-丁二烯、異戊二烯、氯丁二烯等脂肪族共軛二烯類；聚苯乙烯、聚(甲基)丙烯酸甲酯、聚(甲基)丙烯酸正丁酯、聚矽氧烷等於聚合體分子鏈之末端具有單(甲基)丙烯醯基之巨單體類；氯乙烯、偏二氯乙烯、琥珀酸二乙烯基酯、鄰苯二甲酸二烯丙酯、磷酸三烯丙酯、異氰尿酸三烯丙脂、乙烯基硫醚、乙烯基咪唑、乙烯基唑啉、乙烯基咔唑、乙烯基吡咯啶酮、乙烯基吡啶、含羥基之乙烯基單體及聚異氰酸酯化合物之乙烯基胺基甲酸酯化合物、含羥基之乙烯基單體及聚環氧化合物之乙烯基環氧化合物。 該等之中，適宜為於兩末端具有羧基及羥基之聚合物之單(甲基)丙烯酸酯、具有1個羧基與2個以上之(甲基)丙烯醯基之多官能(甲基)丙烯酸酯、不飽和一元酸及多元醇或多元酚之酯中含有本發明之肟酯化合物的聚合起始劑。 該等乙烯性不飽和化合物可單獨使用，或將2種以上混合而使用，又，於將2種以上混合而使用之情形時，亦可將其等預先進行共聚合製成共聚物而使用。 [化19][化20][化21][化22]又，亦可為了對本發明之聚合性組合物賦予鹼性顯影性，而使用具有羧基等酸基之乙烯性不飽和化合物(以下，亦記載為具有鹼性顯影性之化合物)。作為具有鹼性顯影性之化合物，只要可溶於鹼性水溶液，則無特別限定，例如可列舉：日本專利特開2004-264414號公報中所記載之樹脂及丙烯酸酯之共聚物、苯酚、甲酚酚醛清漆環氧樹脂、具有多官能環氧基之聚苯甲烷型環氧樹脂、環氧丙烯酸酯樹脂及進而使多元酸酐作用於環氧丙烯酸酯樹脂而獲得之樹脂等。 作為上述乙烯性不飽和化合物，可使用市售品，例如可列舉：Kayarad DPHA、DPEA-12、PEG400DA、THE-330、RP-1040、NPGDA、PET30(日本化藥製造)、SPC-1000、SPC-3000(昭和電工製造)、ARONIX M-140、M-215、M-350、M-450(東亞合成製造)、NK Ester A-DPHA-TMPT、A-DCP、A-HD-N、A-9300、TMPT、DCP、NPG及HD-N(新中村化學工業製造)等。 本發明之聚合性組合物所使用之上述聚合起始劑之含量並無特別限定，相對於上述乙烯性不飽和化合物100質量份，較佳為0.5～70質量份，更佳為0.5～50質量份，最佳為0.5～30質量份。 本發明之著色聚合性組合物含有上述聚合性組合物及有色材料。 作為上述有色材料，可列舉：顏料、染料及天然色素等。該等有色材料可單獨使用，或將2種以上混合而使用。 作為上述顏料，例如可使用：亞硝基化合物；硝基化合物；偶氮化合物；重氮化合物； 化合物；喹啉化合物；蒽醌化合物；香豆素化合物；酞菁化合物；異吲哚啉酮化合物；異吲哚啉化合物；喹吖啶酮化合物；蒽締蒽酮化合物；芘化合物；苝化合物；吡咯并吡咯二酮化合物；硫靛藍化合物；二 化合物；三苯基甲烷化合物；喹酞酮化合物；萘四羧酸；偶氮染料、花青染料之金屬錯合化合物；色澱顏料；藉由熔爐法、導槽法或熱法而獲得之碳黑、或乙炔黑、科琴黑或燈黑等碳黑；利用環氧樹脂對上述碳黑進行調整或被覆而成者、預先使用上述碳黑在溶劑中對樹脂進行分散處理而使其吸附有20～200 mg/g之樹脂者、對上述碳黑進行酸性或鹼性表面處理而成者、平均粒徑為8 nm以上且DBP(Dibutyl phthalate，鄰苯二甲酸二丁酯)吸油量為90 ml/100 g以下者、根據950℃下之揮發成分中之CO及CO2
所算出之總氧氣量相對於碳黑之表面積每100 m2
為9 mg以上者；石墨、石墨化碳黑、活性碳、碳纖維、奈米碳管、螺旋碳纖維、碳奈米角、碳氣凝膠、富勒烯；苯胺黑、顏料黑7、鈦黑；氧化鉻綠、米洛麗藍、鈷綠、鈷藍、錳系、亞鐵氰化物、磷酸鹽群青、鐵藍、群青、天藍、濃綠、翡翠綠、硫酸鉛、鉛黃、鋅黃、鐵丹(紅色氧化鐵(III))、鎘紅、合成鐵黑、赭色等有機或無機顏料。該等顏料可單獨使用，或將複數種混合而使用。 作為上述顏料，可使用市售之顏料，例如可列舉：顏料紅1、2、3、9、10、14、17、22、23、31、38、41、48、49、88、90、97、112、119、122、123、144、149、166、168、169、170、171、177、179、180、184、185、192、200、202、209、215、216、217、220、223、224、226、227、228、240、254；顏料橙13、31、34、36、38、43、46、48、49、51、52、55、59、60、61、62、64、65、71；顏料黃1、3、12、13、14、16、17、20、24、55、60、73、81、83、86、93、95、97、98、100、109、110、113、114、117、120、125、126、127、129、137、138、139、147、148、150、151、152、153、154、166、168、175、180、185；顏料綠7、10、36；顏料藍15、15：1、15：2、15：3、15：4、15：5、15：6、22、24、56、60、61、62、64；顏料紫1、19、23、27、29、30、32、37、40、50等。 作為上述染料，可列舉：偶氮染料、蒽醌染料、靛藍染料、三芳基甲烷染料、 染料、茜素染料、吖啶染料、茋染料、噻唑染料、萘酚染料、喹啉染料、硝基染料、吲達胺染料、 染料、酞菁染料、花青染料等染料等，該等亦可將複數種混合而使用。 於本發明之著色聚合性組合物中，上述有色材料之含量相對於上述乙烯性不飽和化合物100質量份，較佳為50～350質量份，更佳為100～250質量份。 於上述聚合性組合物及著色聚合性組合物中，視需要可添加能夠溶解或分散聚合起始劑、乙烯性不飽和化合物及有色材料的溶劑。例如可列舉：甲基乙基酮、甲基戊基酮、二乙基酮、丙酮、甲基異丙基酮、甲基異丁基酮、環己酮、2-庚酮等酮類；乙醚、二烷、四氫呋喃、1,2-二甲氧基乙烷、1,2-二乙氧基乙烷、二丙二醇二甲醚及丙二醇單甲醚(PGM、propylene glycol monomethyl ether)等醚系溶劑；乙酸甲酯、乙酸乙酯、乙酸正丙酯、乙酸異丙酯、乙酸正丁酯、乙酸環己酯、乳酸乙酯、琥珀酸二甲酯、TEXANOL等酯系溶劑；乙二醇單甲醚、乙二醇單乙醚等溶纖劑系溶劑；甲醇、乙醇、異丙醇或正丙醇、異丁醇或正丁醇、戊醇等醇系溶劑；乙二醇單甲醚乙酸酯、乙二醇單乙醚乙酸酯、丙二醇-1-單甲醚-2-乙酸酯、二丙二醇單甲醚乙酸酯、3-甲氧基丁醚乙酸酯、乙氧基乙醚丙酸酯等醚酯系溶劑；苯、甲苯、二甲苯等BTX(苯-甲苯-二甲苯，Benzene-Toluene-Xylene)系溶劑；己烷、庚烷、辛烷、環己烷等脂肪族烴系溶劑；松節油、D-檸檬烯、蒎烯等萜烯系烴油；礦油精、Swazol＃310(科斯莫松山石油公司)、Solvesso＃100(Exxon化學公司)等石蠟系溶劑；四氯化碳、氯仿、三氯乙烯、二氯甲烷、1,2-二氯乙烷等鹵化脂肪族烴系溶劑；氯苯等鹵化芳香族烴系溶劑；卡必醇系溶劑；苯胺；三乙胺；吡啶；乙酸；乙腈；二硫化碳；N,N-二甲基甲醯胺；N,N-二甲基乙醯胺；N-甲基吡咯啶酮；二甲基亞碸；水等，該等溶劑可使用1種，或以2種以上之混合溶劑之形式使用。 該等中，酮類及醚酯系溶劑等、尤其是環己酮及PGMEA等於聚合性組合物中，使乙烯性不飽和化合物與聚合起始劑之相溶性良好，故而較佳。 只要無損本發明之效果，則於本發明之聚合性組合物及著色聚合性組合物中，視需要可添加除乙烯性不飽和化合物以外之聚合物(以下，亦記載為聚合物)、無機化合物、分散劑、鏈轉移劑、除本發明之肟酯化合物以外之增感劑(以下，亦記載為增感劑)、界面活性劑、矽烷偶合劑、三聚氰胺、調平劑、潛伏性添加劑、除乙烯性不飽和化合物以外之單體、消泡劑、增黏劑、觸變劑、阻燃劑、塑化劑、穩定劑、聚合抑制劑、紫外線吸收劑、有機填料、抗氧化劑、抗靜電劑、流動調整劑及接著促進劑等各種樹脂添加物等。 藉由與上述乙烯性不飽和化合物一併使用上述聚合物，亦可改善硬化物之特性。作為該聚合物，例如可列舉：聚苯乙烯、聚甲基丙烯酸甲酯、甲基丙烯酸甲酯-丙烯酸乙酯共聚物、聚(甲基)丙烯酸、苯乙烯-(甲基)丙烯酸共聚物、(甲基)丙烯酸-甲基丙烯酸甲酯共聚物、乙烯-氯乙烯共聚物、乙烯-乙烯基共聚物、聚氯乙烯樹脂、ABS(Acrylonitrile-Butadiene-Styrene、丙烯腈-丁二烯-苯乙烯)樹脂、尼龍6、尼龍66、尼龍12、胺基甲酸酯樹脂、聚碳酸酯聚乙烯醇縮丁醛、纖維素酯、聚丙烯醯胺、飽和聚酯、酚系樹脂、苯氧基樹脂、聚醯胺醯亞胺樹脂、聚醯胺酸樹脂、環氧樹脂等，該等中，較佳為聚苯乙烯、(甲基)丙烯酸-甲基丙烯酸甲酯共聚物、環氧樹脂。 於本發明之聚合性組合物及著色聚合性組合物中，上述聚合物之含量相對於上述乙烯性不飽和化合物100質量份，較佳為0～500質量份。 作為上述無機化合物，例如可列舉：氧化鎳、氧化鐵、氧化銥、氧化鈦、氧化鋅、氧化鎂、氧化鈣、氧化鉀、氧化矽、氧化鋁等金屬氧化物；層狀黏土礦物、米洛麗藍、碳酸鈣、碳酸鎂、鈷系、錳系、玻璃粉末(尤其是玻璃料)、雲母、滑石、高嶺土、亞鐵氰化物、各種金屬硫酸鹽、硫化物、硒化物、矽酸鋁、矽酸鈣、氫氧化鋁、鉑、金、銀、銅等。 該等中，較佳為玻璃料、氧化鈦、氧化矽、層狀黏土礦物、銀等。 該等無機化合物例如用作填充劑、抗反射劑、導電劑、穩定劑、阻燃劑、機械強度改善劑、特殊波長吸收劑、撥墨劑等。 於本發明之聚合性組合物及著色聚合性組合物中，上述無機化合物之含量相對於上述乙烯性不飽和化合物100質量份，較佳為0～1000質量份，更佳為0～800質量份。再者，該等無機化合物可使用1種或2種以上。 作為上述分散劑，只要為可將有色材料或無機化合物分散、穩定化者，則無限制，可使用市售之分散劑，例如BYK-Chemie製造之BYK系列等。尤其適宜使用包含具有鹼性官能基之聚酯、聚醚、或聚胺基甲酸酯的高分子分散劑；具有氮原子作為鹼性官能基且具有氮原子之官能基為胺及/或其四級鹽，胺值為1～100 mgKOH/g者。 作為上述鏈轉移劑或增感劑，一般使用含硫原子之化合物。例如可列舉：硫代乙醇酸、硫代蘋果酸、硫代水楊酸、2-巰基丙酸、3-巰基丙酸、3-巰基丁酸、N-(2-巰基丙醯基)甘胺酸、2-巰基煙鹼酸、3-[N-(2-巰基乙基)胺甲醯基]丙酸、3-[N-(2-巰基乙基)胺基]丙酸、N-(3-巰基丙醯基)丙胺酸、2-巰基乙磺酸、3-巰基丙磺酸、4-巰基丁磺酸、十二烷基(4-甲硫基)苯基醚、2-巰基乙醇、3-巰基-1,2-丙二醇、1-巰基-2-丙醇、3-巰基-2-丁醇、巰基苯酚、2-巰基乙基胺、2-巰基咪唑、2-巰基苯并咪唑、2-巰基-3-羥基吡啶、2-巰基苯并噻唑、巰基乙酸、三羥甲基丙烷三(3-巰基丙酸酯)、季戊四醇四(3-巰基丙酸酯)等巰基化合物、將該巰基化合物氧化而獲得之二硫醚化合物、碘乙酸、碘丙酸、2-碘乙醇、2-碘乙磺酸、3-碘丙磺酸等碘化烷基化合物、三羥甲基丙烷三(3-巰基異丁酸酯)、丁二醇雙(3-巰基異丁酸酯)、己二硫醇、癸二硫醇、1,4-二甲硫基苯、丁二醇雙硫代丙酸酯、丁二醇雙硫代乙酸酯、乙二醇雙硫代乙酸酯、三羥甲基丙烷三硫代乙酸酯、丁二醇雙硫代丙酸酯、三羥甲基丙烷三硫代丙酸酯、三羥甲基丙烷三硫代乙酸酯、季戊四醇四硫代丙酸酯、季戊四醇四硫代乙酸酯、三硫代丙酸三羥基乙酯、二乙基-9-氧硫 、二異丙基-9-氧硫 、下述化合物No.C1、三巰基丙酸三(2-羥乙基)酯異氰尿酸酯等脂肪族多官能硫醇化合物、昭和電工製造之Karenz MT BD1、PE1、NR1等。 [化23]作為上述界面活性劑，可使用全氟磷酸烷基酯、全氟烷基羧酸鹽等氟界面活性劑；高級脂肪酸鹼金屬鹽、烷基磺酸鹽、烷基硫酸鹽等陰離子系界面活性劑；高級胺氫鹵酸鹽、第四級銨鹽等陽離子系界面活性劑；聚乙二醇烷基醚、聚乙二醇脂肪酸酯、山梨糖醇酐脂肪酸酯、脂肪酸單甘油酯等非離子界面活性劑；兩性界面活性劑；聚矽氧系界面活性劑等界面活性劑，該等亦可組合而使用。 作為上述矽烷偶合劑，例如可使用信越化學製造之矽烷偶合劑，其中適宜使用KBE-9007、KBM-502、KBE-403等具有異氰酸酯基、甲基丙烯醯基或環氧基之矽烷偶合劑。 作為上述三聚氰胺化合物，可列舉：(多)羥甲基三聚氰胺、(多)羥甲基甘脲、(多)羥甲基苯胍胺、(多)羥甲基脲等氮化合物中之活性羥甲基(CH2
OH基)之全部或一部分(至少2個)經烷基醚化之化合物等。 此處，作為構成烷基醚之烷基，可列舉甲基、乙基或丁基，可互相相同亦可不同，又，未進行烷基醚化之羥甲基可於一分子內進行自縮合，亦可於兩分子間進行縮合，結果形成低聚物成分。 具體而言，可使用六甲氧基甲基三聚氰胺、六丁氧基甲基三聚氰胺、四甲氧基甲基甘脲、四丁氧基甲基甘脲等。 該等中，較佳為六甲氧基甲基三聚氰胺、六丁氧基甲基三聚氰胺等未經烷基醚化之三聚氰胺。 作為上述調平劑，可使用市售品。作為市售品之調平劑，例如可列舉：BYK-300、BYK-301、BYK-302、BYK-306、BYK-307、BYK-310、BYK-313、BYK-315、BYK-320、BYK-322、BYK-323、BYK-325、BYK-330、BYK-331、BYK-333、BYK-337、BYK-341、BYK-344、BYK-345、BYK-346、BYK-347、BYK-348、BYK-349、BYK-370、BYK-375、BYK-377、BYK-378、BYK-UV3500、BYK-UV3510、BYK-UV3570、BYK-340、BYK-3550、BYK-SILCLEAN3700、BYK-SILCLEAN3720、BYK-DYNWET800(BYK-Chemie Japan製造)、Polyflow No.3、Polyflow No.50HF、Polyflow No.54、Polyflow No.64HF、Polyflow No.75、Polyflow No.77、Polyflow No.85HF、Polyflow No.90、Polyflow No.95、Polyflow No.ATF-2、Glanol 100、Glanol 115、Glanol 400、Glanol 410、Glanol 420、Glanol 440、Glanol 450、Glanol B-1484(共榮社化學製造)、L-7001、L-7002、L-7006、56ADDITIVE、57ADDITIVE、67ADDITIVE、8032ADDITIVE、FZ-2105、FZ-2110、FZ-2122及FZ-2123(東麗道康寧製造)等。 上述潛伏性添加劑係於常溫、光曝光步驟及預烘烤步驟中為惰性，且藉由在100～250℃下進行加熱，或於酸/鹼觸媒之存在下於80～200℃下進行加熱，使保護基脫離而進行活化者。作為藉由進行活化而獲得之效果，可列舉：抗氧化、紫外線吸收、防污性、再塗佈性及密接性等。 作為上述潛伏性添加劑，可較佳地使用WO2014/021023號說明書中所記載者。 作為上述潛伏性添加劑，可使用市售品，例如可列舉Adeka Arkls GPA-5001等。 於本發明之聚合性組合物及著色聚合性組合物中，除上述乙烯性不飽和化合物、本發明之肟酯化合物及有色材料以外之任意成分(其中，上述聚合物、無機化合物、有色材料及溶劑除外)之使用量係根據其使用目的而適當選擇，並無特別限制，較佳為相對於上述乙烯性不飽和化合物100質量份，設為合計50質量份以下。 本發明之聚合性組合物及著色聚合性組合物可用於光硬化性塗料或清漆、光硬化性接著劑、印刷油墨、牙科用組合物、電子工程學用之光阻、電鍍阻劑、蝕刻阻劑、防焊劑、及LCD(Liquid Crystal Display，液晶顯示裝置)之製造步驟中用以形成構造之光阻、用以封入電性及電子零件之組合物、阻焊劑、磁記錄材料、鍍敷用遮罩、蝕刻遮罩、用以藉由立體光刻而製造三維物體之材料、圖像記錄材料用之脫色材料、使用微膠囊之圖像記錄材料用之脫色材料、印刷配線板用光阻材料、UV(Ultraviolet，紫外線)及可見光雷射直接圖像系統用之光阻材料、用於印刷電路基板之逐次積層中之介電體層形成的光阻材料或保護膜等各種用途，其用途並無特別限制。 本發明之聚合性組合物及著色聚合性組合物亦可基於形成液晶顯示面板用之間隔件之目的及形成垂直配向型液晶顯示元件用突起之目的而使用。尤其作為用以同時形成垂直配向型液晶顯示元件用之突起及間隔件之聚合性組合物及著色聚合性組合物有用。 上述液晶顯示面板用間隔件係藉由(1)於基板上形成本發明之聚合性組合物之塗膜之步驟、(2)介隔具有特定之圖案形狀之遮罩而對該塗膜照射放射線之步驟、(3)曝光後之烘烤步驟、(4)使曝光後之該覆膜顯影之步驟、(5)將顯影後之該覆膜加熱之步驟，而較佳地形成。 添加有撥墨劑之本發明之聚合性組合物及著色聚合性組合物作為噴墨方式用間隔壁形成樹脂組合物有用，該組合物係用作彩色濾光片用，尤其較佳為用於齒廓角為50°以上之噴墨方式彩色濾光片用間隔壁。作為該撥墨劑，適宜為使用包含氟系界面活性劑及氟系界面活性劑之組合物。 本發明之聚合性組合物及著色聚合性組合物藉由含有無機材料(無機化合物)，而可用作聚合性漿料組合物。該聚合性漿料組合物係為了形成電漿顯示面板之間隔壁圖案、介電體圖案、電極圖案及黑矩陣圖案等煅燒物圖案而使用。 由本發明之聚合性組合物或著色聚合性組合物所獲得之硬化物之製造方法記載如下。 本發明之聚合性組合物或著色聚合性組合物可利用旋轉塗佈機、輥式塗佈機、棒式塗佈機、模嘴塗佈機、簾幕式塗佈機、各種印刷、浸漬等公知方法，而應用於鈉玻璃、石英玻璃、半導體基板、金屬、紙、塑膠等支持基體上。又，亦可暫時施加至膜等支持基體上之後，轉印至其他支持基體上，其應用方法並無制限。 作為使本發明之聚合性組合物或著色聚合性組合物硬化時所使用之能量線之光源，可利用超高壓水銀燈、高壓水銀燈、中壓水銀燈、低壓水銀燈、水銀蒸汽電弧燈、氙弧燈、碳弧燈、金屬鹵化物燈、螢光燈、鎢絲燈、準分子燈、殺菌燈、發光二極體、自CRT(Cathode-Ray Tube，陰極射線管)光源等所獲得之具有自2000埃至7000埃之波長之電磁波能量或電子束、X射線、放射線等高能量線，可較佳地列舉發出波長300～450 nm之光的超高壓水銀燈、水銀蒸汽電弧燈、碳弧燈、氙弧燈等。 進而，藉由將雷射光用於曝光光源，可應用雷射直接刻寫法，該方法不使用遮罩，而由電腦等之數位資訊直接形成圖像。若使用雷射直接刻寫法，則不僅可謀求生產性之提高，亦可謀求解像性或位置精度等之提高，故而有用。作為用於雷射直接刻寫法之雷射光，較佳為使用340～430 nm之波長之光，亦可使用準分子雷射、氮雷射、氬離子雷射、氦-鎘雷射、氦-氖雷射、氪離子雷射、各種半導體雷射及YAG(Yttrium-Aluminum-Garnet，釔-鋁-石榴石)雷射等發出可見光至紅外線區域之光者。於使用該等雷射之情形時，於本發明之聚合性組合物及著色聚合性組合物中添加吸收可見光至紅外線之該區域的增感色素。 由本發明之聚合性組合物或著色聚合性組合物所獲得之硬化物可用於：印刷基板、彩色電視、PC(Personal Computer，個人電腦)顯示器、攜帶型資訊終端、數位相機等彩色顯示之液晶顯示元件中之彩色濾光片，CCD(Charge Coupled Device，電荷耦合元件)影像感測器之彩色濾光片，電漿顯示面板用之電極材料，粉末塗層，印刷版，磁記錄材料，微小機械零件，波導，光開關，彩色試驗系統，玻璃纖維纜線塗層，圖像記錄材料，微細電子電路，脫色材料，保護膜，絕緣膜，光學元件等各種用途，其用途並無特別限制。 [實施例] 以下，列舉實施例及比較例，對本發明進一步詳細地進行說明，本發明並不限定於該等實施例等。 [化3]所表示之化合物No.1及其中間物之製造如下所示。 ＜步驟1：中間物1A之製造＞ 於氮氣氛圍下，加入鎂18.1 g(743 mmol)、THF(Tetrahydrofuran，四氫呋喃)22222.1 g、1個I2
碎片。其次，於20℃以下，藉由滴加而加入2-溴噻吩111.1 g(681 mmol)。滴加結束之後，於17℃下反應1小時。反應結束之後，使4-氟苯甲腈75.0 g(619 mmol)溶解於THF 120.4 g中，並滴加該溶液。滴加結束之後，升溫至60℃，並使之反應22小時。 反應結束之後，冷卻至30℃，滴加10%鹽酸，並攪拌至殘存之鎂溶解為止。攪拌結束後，加入乙酸乙酯，並進行油水分離。油水分離後，實施4次水洗，並進行脫溶劑，以產量124.1 g、產率97.1%獲得下述中間物1A。 [化24]＜步驟2：中間物1B之製造＞ 於氮氣氛圍下，將中間物1A 36.3 g(176 mmol)、DMSO(Dimethy Sulphoxide，二甲基亞碸)120.1 g、吲哚17.2 g、碳酸鉀60.0 g混合，並於油浴溫度150℃下反應8.5小時。 反應結束之後，於85℃下滴加水120.1 g，加入甲苯120.4 g並進行分離。進行3次鹽酸洗淨、水洗之後，進行濃縮而獲得54.8 g之粗產物。其後，加入甲苯167.1 g，並於50℃下進行加熱溶解之後，進而加入乙醇104.8 g、己烷51.4 g，冷卻至5℃後攪拌1小時之後進行過濾，以產量28.6 g、產率71.4%獲得下述中間物1B。 [化25]＜步驟3：中間物1C之製造＞ 於氮氣氛圍下，將上述步驟中所合成之中間物1B 27.4 g(90 mmol)加入至EDC(Dichloroethane，二氯乙烷)194.0 g中，於室溫下使之溶解之後，加入氯化鋅並進行冷卻。其次，於5℃下以20分鐘滴加辛醯氯22.0 g(135 mmol)，並於室溫下反應25小時。 反應結束之後，加入乙酸乙酯/水，進行油水分離後，以鹽酸、碳酸氫鈉水溶液、飽和食鹽水3次之順序進行處理，而進行脫溶劑。對粗產物46.1 g進行管柱層析，以21.8 g、產率56.2%獲得下述中間物1C。 [化26]＜步驟4：中間物1D之製造＞ 將中間物1C 7.5 g(17 mmol)加入至吡啶24.0 g中，攪拌溶解之後，加入鹽酸羥胺2.4 g(34 mmol)，並加熱至60℃，使之反應2小時。反應結束之後，進行3次水洗，並進行脫溶劑。以40倍矽膠對粗產物9.7 g進行管柱層析，以3.3 g、產率42.3%獲得下述中間物1D。 [化27]＜步驟4：化合物No.1之製造＞ 將中間物1D 0.7 g(2 mmol)加入至DMF(Dimethyl Formamide，二甲基甲醯胺)4.1 g中，攪拌溶解後，加入乙酸酐0.5 g(4.7 mmol)、1個碎片之乙酸鈉，並於40℃下反應4小時。反應結束之後，進行3次水洗，並進行脫溶劑。以40倍矽膠對粗產物0.7 g進行管柱層析，以產量0.4 g、產率50.6%獲得化合物No.1。 [化3]所表示之化合物No.2及其中間物之製造如下所示。 ＜步驟1：中間物2A之製造＞ 於0℃下將氯化鋁80.0 g(1200 mmol)加入至EDC 365.0 g中之後，於2℃以下滴加正辛醯氯97.6 g(1200 mmol)並使其變得均勻。於2℃以下滴加使吲哚58.6 g溶解於EDC 292.9 g中而成之EDC溶液之後，於20～23℃下反應4.5小時。反應結束之後，流入冰水，使蠟狀固體析出。對析出之蠟狀固體加入甲醇，並進行加熱溶解後，滴加水，將析出物過濾，並使其乾燥。以60倍矽膠對粗產物116.5 g進行管柱層析，而獲得31.0 g之後，以60倍甲醇進行晶析，而獲得下述中間物2A 12.6 g。 [化28]＜步驟2：中間物2B之製造＞ 於130℃下將中間物2A 10.0 g(27 mmol)、4-氟二苯甲酮5.5 g(28 mmol)、碳酸鉀11.2 g(81 mmol)、DMSO 44.6 g之溶液攪拌3小時，使之進行反應。將反應液放冷至45℃之後，加入離子交換水與鹽酸並進行過濾。將濾取物溶解於乙酸乙酯中，並使用離子交換水洗淨之後，進行脫溶劑。使脫溶劑粗製物於乙酸乙酯、異丙醇、己烷之混合溶劑中進行晶析，並進行過濾之後，進行乾燥而獲得12.5 g之下述中間物2B。 [化29]＜步驟3：化合物No.2之製造＞ 對中間物2B 11.0 g(20 mmol)加入DMF 54.7 g，進行冰浴冷卻，並滴加35%鹽酸2.1 g(20 mmol)之後，加入亞硝酸異丁酯8.3 g(80 mmol)並於室溫下攪拌24小時。再次進行冰浴冷卻，加入離子交換水及乙酸乙酯並進行油水分離。利用離子交換水將有機層洗淨，並進行脫溶劑，而獲得13.1 g之化合物No.2。 比較化合物No.1及其中間物之製造如下所示。 ＜步驟1：中間物1a之製造＞ 將3-乙醯基吲哚6.4 g、碘化銅(I)0.8 g(4 mmol)、環己烷二胺(順-反混合物)0.9 g(8 mmol)、磷酸三鉀8.5 g(40 mmol)、及甲苯18.8 g加以混合，並於室溫下進行攪拌。向其中滴加添加8.2 g(40 mmol)之碘苯。滴加結束之後，於油浴溫度135℃下加熱攪拌18小時，而進行反應。反應結束之後，冷卻至室溫。將反應液加入至離子交換水150 g中，加入甲苯200 g並利用分液漏斗進行油水分離。對有機層進行3次水洗之後，觀察到了白色之不溶物，因此利用桐山漏斗進行過濾。利用無水硫酸鈉將濾液乾燥之後，進行脫溶劑，以6.3 g、產率67%獲得下述中間物1a。 [化30]＜步驟2：中間物1b之製造＞ 將中間物1a 4.7 g(20 mmol)、鹽酸羥胺1.7 g(24 mmol)、DMF 25.0 g、吡啶1.9 g(24 mmol)加以混合，並於油浴溫度80℃下反應6小時。反應結束之後，冷卻至室溫，將反應液加入至離子交換水150 g中，加入乙酸乙酯200 g並利用分液漏斗進行油水分離。對有機層進行3次水洗，並利用無水硫酸鈉進行乾燥之後，進行脫溶劑。對粗產物加入己烷150 g並進行分散洗淨之後，進行乾燥，以4.0 g、產率81%獲得下述中間物1b。 [化31]＜步驟3：比較化合物No.1之製造＞ 將中間物1b 2.8 g(10 mmol)、乙酸鈉0.1 g(1 mmol)、及DMF 9.6 g加以混合，並於冰浴上於5℃下滴加添加乙酸酐1.1 g(11 mmol)。升溫至室溫之後，攪拌8小時而進行反應。將反應液加入至離子交換水100 g中，加入乙酸乙酯150 g並利用分液漏斗進行油水分離。對有機層進行3次水洗，並利用無水硫酸鈉進行乾燥之後，進行脫溶劑。對所獲得之粗產物加入己烷並進行晶析，濾取結晶，並使其乾燥，以2.6 g、產率82%獲得作為淡黃色結晶之下述比較化合物No.1。 [化32]比較化合物No.2及其中間物之製造如下所示。 ＜步驟1：中間物2a之製造＞ 將5-氰基吲哚7.1 g及碳酸鉀10.4 g(75 mmol)加入至DMF 23.4 g中，並於冰浴上於5℃下進行攪拌。向其中滴加添加碘甲烷7.8 g(55 mmol)。滴加結束之後，於室溫下攪拌8小時而進行反應。反應結束之後，冷卻至室溫，將反應液加入至離子交換水150 g中，加入乙酸乙酯200 g並利用分液漏斗進行油水分離。對有機層進行3次水洗，並利用無水硫酸鈉進行乾燥之後，進行脫溶劑。對粗產物進行管柱層析，以4.0 g、產率51%獲得下述中間物2a。 [化33]＜步驟2：中間物2b之製造＞ 將中間物2a 3.1 g(20 mmol)及1,2-二氯乙烷39.6 g加以混合，並於冰浴上於3℃下進行攪拌。向其中添加氯化鋅3.3 g(24 mmol)。其後，於10℃以下滴加乙醯氯1.9 g(24 mmol)。滴加結束之後，升溫至室溫並攪拌9小時，而進行反應。反應結束之後，加入至離子交換水150 g中。向其中加入氯仿100 g之後，移至分液漏斗中並進行油水分離。對有機層進行3次水洗，並利用無水硫酸鈉進行乾燥之後，進行脫溶劑。對粗產物進行管柱層析，以2.5 g、產率68%獲得下述中間物2b。 [化34]＜步驟3：中間物2c之製造＞ 將中間物2b 2.0 g(10 mmol)及鹽酸羥胺0.8 g(12 mmol)加入至DMF 10.7 g中，並於油浴溫度80℃下加熱攪拌5小時，而進行反應。反應結束之後，冷卻至室溫。將反應液加入至離子交換水100 g中，加入乙酸乙酯150 g並利用分液漏斗進行油水分離。對有機層進行3次水洗，並利用無水硫酸鈉進行乾燥之後，進行脫溶劑。對粗產物加入己烷150 g並進行分散洗淨、乾燥，以2.0 g、產率94%獲得下述中間物2c。 [化35]＜步驟4：比較化合物No.2之製造＞ 將中間物2c 1.7 g(8 mmol)及乙酸鈉0.1 g(1 mol)加入至DMF 5.6 g中，並於冰浴上於5℃下滴加添加乙酸酐1.2 g(12 mmol)。升溫至室溫之後，進行6小時之攪拌。濾取析出之白色之結晶。利用離子交換水、甲醇將所獲得之結晶分散洗淨，並使其乾燥，以0.8 g、產率43%獲得作為白色結晶之下述比較化合物No.2。 [化36]將上述肟酯化合物之分析結果示於[表1]～[表3]中。 [表1]
[表2]
[表3]
[評價例1及2及比較評價例1～3] 於上述肟酯化合物中，藉由下述方法而進行溶劑溶解性之評價。將結果示於[表4]中。 (溶解性) 對化合物No.1、化合物No.2、比較化合物No.1、比較化合物No.2、及下述比較化合物No.3於室溫下向PGMEA、PGM、環己酮(CHN，Cyclohexanone)中之溶解性進行評價。將溶解了10 wt%以上者記為○，將溶解了3 wt%以上且未達10 wt%者記為△，將僅溶解了未達3 wt%者記為×。 [化37][表4]
由[表4]可知，本發明之肟酯化合物向溶劑中之溶解性較高。明確尤其是向以PGMEA為代表之醚酯系溶劑中之溶解性較高。 因此，本發明之肟酯化合物於用作聚合性組合物之聚合起始劑之情形時，由於可選擇廣泛之溶劑、原料等，故而調配組成之自由度較高，儲藏時不易發生肟酯化合物之析出，聚合性組合物之儲藏穩定性優異而有用。 [實施例3及4以及比較例4～6]聚合性組合物之製備 依據[表5]之調配組成而製備下述各成分，從而獲得聚合性組合物(實施例3、4及比較例4～6)。再者，表中之數字表示質量份。單獨使用化合物No.1、化合物No.2、比較化合物No.1、比較化合物No.2及比較化合物No.3作為聚合起始劑。 又，表中之各成分之符號表示下述成分。 A-1 化合物No.1(本發明之肟酯化合物) A-2 化合物No.2(本發明之肟酯化合物) A'-3 比較化合物No.1(不屬於本發明之肟酯化合物) A'-4 比較化合物No.2(不屬於本發明之肟酯化合物) A'-5 比較化合物No.3(不屬於本發明之肟酯化合物) B-1 SPC-1000 (具有酸基之乙烯性不飽和化合物：昭和電工製造) B-2 ARONIX M-450(乙烯性不飽和化合物：東亞合成製造) C-1 PGMEA(溶劑) D-1 KBE-403(矽烷偶合劑：信越化學製造) D-2 FZ-2122(調平劑：東麗道康寧製造) D-3 Adeka Arkls GPA-5001(潛伏性添加劑：ADEKA製造) [表5]
[評價例3及4以及比較評價例4～6] 於上述聚合性組合物中，藉由下述方法而進行感度及透明性之評價。將結果示於[表6]中。 (透明性) 將上述聚合性組合物旋轉塗佈(500 rpm、2秒鐘，900 rpm、5秒鐘)至玻璃基板上，使用加熱板於90℃下預烘烤90秒鐘。使用高壓水銀燈作為光源，以100 mJ/cm2
進行曝光，使用烘箱，於230℃下後烘烤30分鐘。使用分光光度計測定380 nm、400 nm下之透過率。將400 nm之透過率為95%以上且380 nm之透過率為92%以上者記為○，將僅滿足其中任一條件者記為△，將兩個條件均不滿足者記為×。 [表6]
(感度) 將上述聚合性組合物旋轉塗佈(500 rpm、2秒鐘，900 rpm、5秒鐘)至玻璃基板上，使用加熱板，於90℃下預烘烤90秒鐘之後，使用高壓水銀燈，以20 mJ/cm2
為間隔自10 mJ/cm2
曝光至1000 mJ/cm2
為止。其後，使用鹼性顯影液，進行27～28秒之顯影。 將未達100 mJ/cm2
之曝光下顯影後硬化膜殘留於玻璃基板者記為◎，將100 mJ/cm2
以上且未達1000 mJ/cm2
之曝光下硬化膜殘留於玻璃基板者記為○，將即便為1000 mJ/cm2
以上硬化膜亦未殘留於玻璃基板者記為×。 [表7]
由[表5]、[表6]及[表7]明確，於將本發明之肟酯化合物用作聚合起始劑之情形時，獲得高感度之聚合組合物及高透明之硬化物。於本發明之肟酯化合物之中，尤其是具有以化合物No.2為代表之結構的化合物為更高感度，故而較佳。 因此，本發明之肟酯化合物於用作聚合性組合物之聚合起始劑之情形時，獲得高感度之聚合性組合物及高透明之硬化物，故而有用。尤其是作為光學用途之聚合起始劑有用。 [產業上之可利用性] 本發明之肟酯化合物作為聚合性組合物所使用之高感度之聚合起始劑有用。Hereinafter, based on a preferred embodiment, the oxime ester compound of the present invention and the polymerization initiator containing the compound will be described in detail. The oxime ester compound of the present invention is a novel compound represented by the general formula (I). The oxime ester compound has geometric isomers based on the double bond of the oxime, but it is not what distinguishes these compounds. That is, in this specification, the compound represented by the above-mentioned general formula (I) and its exemplified compounds mean a mixture of the two or any of them, and are not limited to the structure of an isomer. The hydrocarbon groups having 1 to 20 carbon atoms represented by R 11 to R 17 and R 21 to R 23 in the above general formulas (I) and (II) are not particularly limited, and preferably represent those having 1 to 20 carbon atoms Alkyl groups, cycloalkyl groups with 3 to 20 carbon atoms, cycloalkylalkyl groups with 4 to 20 carbon atoms, aryl groups with 6 to 20 carbon atoms, and aralkyl groups with 7 to 20 carbon atoms, etc. Examples of the alkyl group having 1 to 20 carbon atoms include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, second butyl, tertiary butyl, pentyl, isopropyl Pentyl, third pentyl, hexyl, heptyl, octyl, isooctyl, 2-ethylhexyl, third octyl, nonyl, isononyl, decyl, isodecyl, undecyl, Dodecyl, tetradecyl, hexadecyl, octadecyl and eicosyl, etc. The aforementioned cycloalkyl group having 3 to 20 carbon atoms means a saturated monocyclic or saturated polycyclic alkyl group having 3 to 20 carbon atoms. Examples include: cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, cyclononyl, cyclodecyl, adamantyl, decahydronaphthyl, octahydronaphthyl Alkene and bicyclic [1.1.1] pentyl and so on. The aforementioned cycloalkylalkyl group having 4 to 20 carbon atoms means a group having 4 to 20 carbon atoms in which at least one of the hydrogen atoms of the alkyl group is substituted with a cycloalkyl group. Examples include: cyclopropylmethyl, cyclobutylethyl, cyclopentylpropyl, cyclohexylbutyl, cycloheptylmethyl, cyclooctylmethyl, cyclononylethyl, cyclodecylethyl , Adamantyl propyl and decahydronaphthyl propyl, etc. Examples of the aryl group having 6 to 20 carbon atoms include: phenyl, tolyl, xylyl, ethylphenyl, naphthyl, anthryl, phenanthryl, and those substituted with one or more of the aforementioned alkyl groups. Phenyl, biphenyl, naphthyl, anthracenyl, etc. The above-mentioned aralkyl group having 7 to 20 carbon atoms means a group having 7 to 20 carbon atoms in which the hydrogen atom of the alkyl group is substituted with an aryl group. For example, benzyl, α-methylbenzyl, α,α-dimethylbenzyl, phenylethyl, naphthylpropyl, etc. can be mentioned. Examples of the heterocyclic group containing 2-20 carbon atoms represented by R 11 to R 15 , R 21 and R 22 in the above general formulas (I) and (II) include: pyrrolyl, pyridyl, Pyridylethyl, pyrimidinyl, and Piper Group, piperidinyl, pyranyl, pyranylethyl, pyrazolyl, three Base, three Methyl, pyrrolidinyl, quinolinyl, isoquinolinyl, imidazolyl, benzimidazolyl, triazolyl, furyl (furyl), furanyl (furanyl), benzofuranyl, thienyl (thienyl) ), thiophenyl, benzothienyl, thiadiazolyl, thiazolyl, benzothiazolyl, Azolyl, benzo Azolyl, isothiazolyl, iso Azolyl, indolyl, Pyrrolidinyl, morpholinyl, thiomorpholinyl, 2-pyrrolidone-1-yl, 2-piperidone-1-yl, 2,4-dioxyimidazolidine-3-yl and 2, 4-Dioxy Azolidine-3-yl and the like. Examples of the halogen atom in the above general formulas (I) and (II) include fluorine, chlorine, bromine, and iodine. As a ring formed by bonding R 2 and R 3 , R 3 and R 4 , R 4 and R 5 , R 6 and R 7 , R 7 and R 8 , R 8 and R 9, and R 9 and R 10 , for example Can include: cyclopentane ring, cyclohexane ring, cyclopentene ring, benzene ring, pyrrolidine ring, pyrrole ring, piper Ring, piperidine ring, morpholine ring, thiomorpholine ring, tetrahydropyridine ring, lactone ring, lactone ring and other 5- to 7-membered rings, naphthalene ring, anthracene ring and other condensed rings. When at least one of R 2 to R 5 in the general formula (I) is a group represented by the general formula (II), when used as a polymerization initiator, the absorption wavelength becomes good and high Sensitivity is better. Furthermore, when at least one of R 3 and R 8 is a group represented by the general formula (II), synthesis is easier and the stability of the oxime ester compound is good, which is more preferable. Furthermore, when R 8 is a base represented by the general formula (II), when it is used as a polymerization initiator of a polymerizable composition, the cured product obtained from the polymer composition has higher transparency and higher coloration. Less, so the best. The oxime ester compound in which at least one of R 6 , R 7 , R 8 , R 9 and R 10 in the general formula (I) is an electron withdrawing group will become highly sensitive when used as a polymerization initiator. Therefore it is better. As said electron withdrawing group, a halogen atom, a cyano group, a nitro group, a benzyl group, a carboxyl group, a trifluoromethyl group, a methanoyl group, a sulfo group, etc. are mentioned, for example. Among them, when it is at least one selected from the group consisting of a halogen atom, a cyano group, a nitro group, a benzoyl group, a carboxyl group, and a trifluoromethyl group, the sensitivity will be higher, so it is more good. When the oxime ester compound with m=1 in the general formula (I) is used as the polymerization initiator of the polymerization composition, the obtained cured product is excellent in transparency, and is therefore preferred. The oxime ester compound in which R 11 in the general formula (I) is an alkyl group with 4 to 20 carbon atoms is represented by PGMEA (Propylene Glycol Monomethyl Ether Acetate) Ether ester solvents have higher solubility, so they are better. The hydrogen atom of the alkyl group having 4 to 20 carbon atoms may be substituted with an aryl group. Examples of the alkyl group having 4 to 20 carbon atoms include those having 4 to 20 carbon atoms in the alkyl group exemplified as the hydrocarbon group having 1 to 20 carbon atoms. The oxime ester compound in which R 12 in the general formula (I) is a methyl group has high sensitivity when used as a polymerization initiator, and is therefore preferred. Preferred specific examples of the oxime ester compound of the present invention represented by the above general formula (I) include the following compounds No. 1 to No. 128. However, the present invention is not limited at all by the following compounds. [化3] [化4] [化5] [化6] [化7] [化8] [化9] [化10] [化11] [化12] [化13] [化14] [化15] [化16] In the above-mentioned oxime ester compound, R 3 or R 8 in the general formula (I) is a group represented by the general formula (II), R 12 is a methyl group, and R 11 is an oxime with an alkyl group having 4 to 20 carbon atoms The ester compound is easy to synthesize, the oxime ester compound is stable, the solubility in various solvents is high, and when used as a polymerization initiator, the absorption wavelength is good and the sensitivity is high. The cured product has high transparency and less coloring. , Therefore better. Specifically, as the oxime ester compound of the present invention, the above-mentioned compounds No. 1 to No. 90 and the like are preferable. The oxime ester compound of the present invention represented by the above general formula (I) is not particularly limited. When m=0, for example, it can be produced by the following method according to the following reaction formula [Chemical Formula 17]. That is, the indole compound 2 is obtained by reacting a known and commercially available indole compound 1 with an aryl halide, and the ketone compound 1 is obtained by reacting the indole compound 2 with chlorin. The ketone compound 1 is reacted with hydroxylamine hydrochloride to obtain the oxime compound 1. Then, the oxime compound 1 of the present invention represented by the above-mentioned general formula (I) is obtained by reacting an acid anhydride or chlorine with the oxime compound 1. The oxime compound and the oxime ester compound can also be produced by the method described in Japanese Patent No. 4223071. [化17] When m=1, the oxime ester compound of the present invention represented by the above general formula (I) can be produced by the following method according to the reaction formula of the following [Chemical Formula 18]. That is, the indole compound 2 is obtained by reacting a well-known and commercially available indole compound 1 with an aryl halide, and the ketone compound 2 is obtained by reacting the indole compound 2 with acetone chloride, and by The ketone compound 2 is reacted with isobutyl nitrite to obtain the oxime compound 2. Then, the oxime compound 2 of the present invention represented by the above general formula (I) is obtained by reacting an acid anhydride or a chlorine with the oxime compound 2. [化18] The novel oxime ester compound of the present invention described above is useful as a radical polymerization initiator, particularly a photopolymerization initiator or a thermal polymerization initiator. In addition, the novel oxime ester compound of the present invention can also be suitably used as a base generator and a sensitizer. The polymerization initiator of the present invention contains the oxime ester compound of the present invention represented by the above general formula (I) as an essential component. In addition, the polymerization initiator of the present invention may be used in combination with the oxime ester compound of the present invention and other polymerization initiators. As other polymerization initiators that can be used in combination, previously known compounds can be used, such as benzophenone, phenylbiphenyl ketone, 1-hydroxy-1-benzylcyclohexane, benzoin, and benzene. Azodimethyl ketal, 1-benzyl-1-dimethylamino-1-(4'-morpholinylbenzyl)propane, 2-morpholinyl-2-(4'-methylsulfide) Base) benzyl propane, 9-oxysulfur , 1-Chloro-4-propoxy-9-oxysulfur , Isopropyl-9-oxysulfur , Diethyl-9-oxysulfur , Ethylanthraquinone, 4-benzyl-4'-methyl diphenyl sulfide, benzoin butyl ether, 2-hydroxy-2-benzylpropane, 2-hydroxy-2-(4'-iso Propyl) benzyl propane, 4-butyl benzyl chloroform, 4-phenoxy benzyl dichloromethane, methyl benzyl formate, 1,7-bis(9'- Acridinyl) heptane, 9-n-butyl-3,6-bis(2'-morpholinylisobutyryl)carbazole, 2-methyl-4,6-bis(trichloromethyl) symmetric three , 2-Phenyl-4,6-bis(trichloromethyl) symmetric three , 2-Naphthyl-4,6-bis(trichloromethyl) symmetric three , 2,2-bis(2-chlorophenyl)-4,5,4',5'-tetraphenyl-1-2'-biimidazole, 4,4-azobisisobutyronitrile, triphenyl Phosphine, camphorquinone, N-1414, N-1717, N-1919, NCI-831, NCI-930 (made by ADEKA), IRGACURE 369, IRGACURE 907, IRGACURE OXE 01, IRGACURE OXE 02 (made by BASF), and benzene peroxide Formaldehyde, etc., and these other polymerization initiators can be used singly or in combination of two or more kinds. The content of the oxime ester compound of the present invention in the polymerization initiator of the present invention is preferably 30-100% by mass, more preferably 50-100% by mass. The polymerizable composition of the present invention contains the above-mentioned polymerization initiator and ethylenically unsaturated compound as essential components. The above-mentioned ethylenically unsaturated compound is not particularly limited, and those previously used in polymerizable compositions can be used. Examples include ethylene, propylene, butene, isobutylene, vinyl chloride, vinylidene chloride, vinylidene fluoride, Unsaturated aliphatic hydrocarbons such as tetrafluoroethylene; (meth)acrylic acid, α-chloroacrylic acid, itaconic acid, maleic acid, citraconic acid, fumaric acid, bicycloheptenedicarboxylic acid, crotonic acid , Methacrylic acid, vinyl acetic acid, allyl acetic acid, cinnamic acid, sorbic acid, mesaconic acid, succinic acid mono[2-(meth)acryloyloxyethyl] ester, phthalic acid mono[2- (Meth)acryloyloxyethyl) ester, ω-carboxypolycaprolactone mono(meth)acrylate is equal to the mono(meth)acrylate of a polymer with carboxyl and hydroxyl groups at both ends; (meth) Hydroxyethyl acrylate-maleate, hydroxypropyl (meth)acrylate-maleate, dicyclopentadiene-maleate, or one having 1 carboxyl group and 2 or more (Meth)acrylic acid polyfunctional (meth)acrylate and other unsaturated polybasic acids; 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, (meth)acrylic acid shrinkage Glycerides, the following compounds No.A1～No.A4, methyl (meth)acrylate, butyl (meth)acrylate, isobutyl (meth)acrylate, tert-butyl (meth)acrylate, ( Cyclohexyl (meth)acrylate, n-octyl (meth)acrylate, isooctyl (meth)acrylate, isononyl (meth)acrylate, stearyl (meth)acrylate, lauryl (meth)acrylate Ester, methoxyethyl (meth)acrylate, dimethylaminomethyl (meth)acrylate, dimethylaminoethyl (meth)acrylate, aminopropyl (meth)acrylate, (methyl) ) Dimethylaminopropyl acrylate, ethoxyethyl (meth)acrylate, poly(ethoxy)ethyl (meth)acrylate, butoxyethoxyethyl (meth)acrylate, (meth) Base) ethylhexyl acrylate, phenoxyethyl (meth)acrylate, tetrahydrofuran (meth)acrylate, vinyl (meth)acrylate, allyl (meth)acrylate, benzyl (meth)acrylate Ester, ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, polyethylene glycol di(meth)acrylate, propylene glycol Di(meth)acrylate, 1,4-butanediol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, trimethylolethane tri(meth)acrylic acid Ester, trimethylolpropane tri(meth)acrylate, dipentaerythritol hexa(meth)acrylate, dipentaerythritol penta(meth)acrylate, pentaerythritol tetra(meth)acrylate, pentaerythritol tri(meth)acrylate Unsaturated monobasic acids such as acrylate, tricyclodecane dimethanol di(meth)acrylate, tris[(meth)acrylic acid ethyl] isocyanurate, polyester (meth)acrylate oligomer, etc. Polyol or polyphenol ester; zinc (meth)acrylate, magnesium (meth)acrylate and other unsaturated polybasic acid metal salts; maleic anhydride, itaconic anhydride, citraconic anhydride, methyl tetrahydrophthalic acid Dicarboxylic anhydride , Tetrahydrophthalic anhydride, trialkyltetrahydrophthalic anhydride, 5-(2,5-di-side oxytetrahydrofuranyl)-3-methyl-3-cyclohexene-1,2- Dicarboxylic acid anhydride, trialkyltetrahydrophthalic anhydride-maleic anhydride adduct, dodecenyl succinic anhydride, methyl bicycloheptene dicarboxylic acid anhydride and other unsaturated polybasic acid anhydrides; (A Yl)acrylamide, methylene bis(meth)acrylamide, diethylenetriamine tri(meth)acrylamide, xylylene bis(meth)acrylamide, α-chloroacrylamide , N-2-hydroxyethyl (meth)acrylamide and other unsaturated monobasic acids and polyamine amides; acrolein and other unsaturated aldehydes; (meth)acrylonitrile, α-chloroacrylonitrile, dicyandiamide Unsaturated nitriles such as ethylene and allyl nitrile; styrene, 4-methylstyrene, 4-ethylstyrene, 4-methoxystyrene, 4-hydroxystyrene, 4-chlorostyrene, diethylene Unsaturated aromatic compounds such as benzene, vinyl toluene, vinyl benzoic acid, vinyl phenol, vinyl sulfonic acid, 4-vinyl benzene sulfonic acid, vinyl benzyl methyl ether, vinyl benzyl glycidyl ether; Unsaturated ketones such as methyl vinyl ketone; unsaturated amine compounds such as vinylamine, allylamine, N-vinylpyrrolidone, and vinylpiperidine; vinyl alcohol such as allyl alcohol and crotyl alcohol; vinyl methyl ether, Vinyl ethyl ether, n-butyl vinyl ether, isobutyl vinyl ether, allyl glycidyl ether and other vinyl ethers; maleimide, N-phenylmaleimide, Unsaturated imines such as N-cyclohexyl maleimide; indene such as indene and 1-methylindene; aliphatic such as 1,3-butadiene, isoprene, and chloroprene Conjugated dienes; polystyrene, polymethyl (meth) acrylate, poly n-butyl (meth) acrylate, polysiloxane equal to the end of the polymer molecular chain with a single (meth) acryloyl group Macromonomers; vinyl chloride, vinylidene chloride, divinyl succinate, diallyl phthalate, triallyl phosphate, triallyl isocyanurate, vinyl sulfide, vinyl Imidazole, vinyl Oxazoline, vinyl carbazole, vinyl pyrrolidone, vinyl pyridine, vinyl urethane compounds of hydroxyl-containing vinyl monomers and polyisocyanate compounds, hydroxyl-containing vinyl monomers and polyepoxy Compound vinyl epoxy compound. Among them, suitable are mono(meth)acrylates of polymers having carboxyl groups and hydroxyl groups at both ends, and polyfunctional (meth)acrylic acids having one carboxyl group and two or more (meth)acrylic groups The ester, unsaturated monobasic acid, polyhydric alcohol or polyhydric phenol ester contains the polymerization initiator of the oxime ester compound of the present invention. These ethylenically unsaturated compounds can be used singly, or two or more of them can be mixed and used, and when two or more of them are mixed and used, they can also be copolymerized in advance and used as a copolymer. [化19] [化20] [化21] [化22] In addition, in order to impart alkaline developability to the polymerizable composition of the present invention, an ethylenically unsaturated compound having an acid group such as a carboxyl group (hereinafter, also described as a compound having alkaline developability) may be used. The compound having alkaline developability is not particularly limited as long as it is soluble in an alkaline aqueous solution, and examples include: copolymers of resins and acrylates, phenol, and methyl esters described in Japanese Patent Laid-Open No. 2004-264414 Phenolic novolac epoxy resin, polyphenylmethane type epoxy resin with polyfunctional epoxy group, epoxy acrylate resin, and resin obtained by reacting polybasic acid anhydride on epoxy acrylate resin, etc. As the above-mentioned ethylenically unsaturated compound, commercially available products can be used, for example, Kayarad DPHA, DPEA-12, PEG400DA, THE-330, RP-1040, NPGDA, PET30 (manufactured by Nippon Kayaku), SPC-1000, SPC -3000 (manufactured by Showa Denko), ARONIX M-140, M-215, M-350, M-450 (manufactured by Toagosei), NK Ester A-DPHA-TMPT, A-DCP, A-HD-N, A- 9300, TMPT, DCP, NPG and HD-N (manufactured by Shin Nakamura Chemical Industry), etc. The content of the polymerization initiator used in the polymerizable composition of the present invention is not particularly limited, and it is preferably 0.5 to 70 parts by mass, more preferably 0.5 to 50 parts by mass relative to 100 parts by mass of the ethylenically unsaturated compound. Parts, preferably 0.5-30 parts by mass. The colored polymerizable composition of the present invention contains the above-mentioned polymerizable composition and a colored material. Examples of the above-mentioned colored materials include pigments, dyes, and natural pigments. These colored materials can be used alone or in combination of two or more kinds. As the aforementioned pigments, for example, nitroso compounds; nitro compounds; azo compounds; diazo compounds; Compounds; Quinoline Compounds; Anthraquinone Compounds; Coumarin Compounds; Phthalocyanine Compounds; Isoindolinone Compounds; Isoindoline Compounds; Quinacridone Compounds; Anthroneanthone Compounds; Pyrene Compounds; Perylene Compounds; Dione pyrrolopyrrole compound; thioindigo compound; two Compounds; Triphenylmethane compounds; Quinophthalone compounds; Naphthalenetetracarboxylic acid; Metal complex compounds of azo dyes and cyanine dyes; Lake pigments; Carbon obtained by furnace method, channel method or thermal method Black, or carbon black such as acetylene black, Ketjen black or lamp black; the carbon black is adjusted or coated with epoxy resin, and the carbon black is used in advance to disperse the resin in a solvent to make it adsorb 20～200 mg/g resin, the above-mentioned carbon black is treated with acid or alkaline surface, the average particle size is 8 nm or more, and the DBP (Dibutyl phthalate) oil absorption is 90 ml/100 g or less, the total amount of oxygen calculated based on the CO and CO 2 in the volatile components at 950℃ is 9 mg or more per 100 m 2 of the surface area of the carbon black; graphite, graphitized carbon black, active Carbon, carbon fiber, carbon nanotube, spiral carbon fiber, carbon nanohorn, carbon aerogel, fullerene; aniline black, pigment black 7, titanium black; chromium oxide green, Milori blue, cobalt green, cobalt blue , Manganese, ferrocyanide, phosphate ultramarine, iron blue, ultramarine, sky blue, dark green, emerald green, lead sulfate, lead yellow, zinc yellow, iron red (red iron oxide (III)), cadmium red, synthetic Iron black, ocher and other organic or inorganic pigments. These pigments can be used singly or in mixture of plural kinds. As the above-mentioned pigments, commercially available pigments can be used, for example: Pigment Red 1, 2, 3, 9, 10, 14, 17, 22, 23, 31, 38, 41, 48, 49, 88, 90, 97 , 112, 119, 122, 123, 144, 149, 166, 168, 169, 170, 171, 177, 179, 180, 184, 185, 192, 200, 202, 209, 215, 216, 217, 220, 223 , 224, 226, 227, 228, 240, 254; Pigment Orange 13, 31, 34, 36, 38, 43, 46, 48, 49, 51, 52, 55, 59, 60, 61, 62, 64, 65 , 71; Pigment Yellow 1, 3, 12, 13, 14, 16, 17, 20, 24, 55, 60, 73, 81, 83, 86, 93, 95, 97, 98, 100, 109, 110, 113 , 114, 117, 120, 125, 126, 127, 129, 137, 138, 139, 147, 148, 150, 151, 152, 153, 154, 166, 168, 175, 180, 185; Pigment Green 7, 10 , 36; Pigment Blue 15, 15:1, 15: 2, 15: 3, 15: 4, 15: 5, 15: 6, 22, 24, 56, 60, 61, 62, 64; Pigment Violet 1, 19 , 23, 27, 29, 30, 32, 37, 40, 50, etc. Examples of the above-mentioned dyes include azo dyes, anthraquinone dyes, indigo dyes, triarylmethane dyes, Dyes, alizarin dyes, acridine dyes, stilbene dyes, thiazole dyes, naphthol dyes, quinoline dyes, nitro dyes, indamine dyes, Dyes, such as dyes, phthalocyanine dyes, and cyanine dyes, etc., can also be used in combination of plural kinds. In the colored polymerizable composition of the present invention, the content of the colored material relative to 100 parts by mass of the ethylenically unsaturated compound is preferably 50-350 parts by mass, more preferably 100-250 parts by mass. In the above polymerizable composition and coloring polymerizable composition, a solvent capable of dissolving or dispersing the polymerization initiator, the ethylenically unsaturated compound, and the colored material can be added as necessary. Examples include: methyl ethyl ketone, methyl amyl ketone, diethyl ketone, acetone, methyl isopropyl ketone, methyl isobutyl ketone, cyclohexanone, 2-heptanone and other ketones; diethyl ether ,two Ether solvents such as alkane, tetrahydrofuran, 1,2-dimethoxyethane, 1,2-diethoxyethane, dipropylene glycol dimethyl ether and propylene glycol monomethyl ether (PGM, propylene glycol monomethyl ether); acetic acid Ester solvents such as methyl ester, ethyl acetate, n-propyl acetate, isopropyl acetate, n-butyl acetate, cyclohexyl acetate, ethyl lactate, dimethyl succinate, TEXANOL, etc.; ethylene glycol monomethyl ether, Cellosolve solvents such as ethylene glycol monoethyl ether; alcohol solvents such as methanol, ethanol, isopropanol or n-propanol, isobutanol or n-butanol, pentanol; ethylene glycol monomethyl ether acetate, ethyl Glycol monoethyl ether acetate, propylene glycol-1-monomethyl ether-2-acetate, dipropylene glycol monomethyl ether acetate, 3-methoxybutyl ether acetate, ethoxyethyl ether propionate, etc. Ether ester solvents; BTX (Benzene-Toluene-Xylene) solvents such as benzene, toluene, and xylene; aliphatic hydrocarbon solvents such as hexane, heptane, octane, and cyclohexane; turpentine , D-limonene, pinene and other terpene-based hydrocarbon oils; mineral spirits, Swazol#310 (Kosmo Songshan Petroleum Company), Solvesso#100 (Exxon Chemical Company) and other paraffin-based solvents; carbon tetrachloride, chloroform, three Halogenated aliphatic hydrocarbon solvents such as vinyl chloride, dichloromethane, 1,2-dichloroethane; halogenated aromatic hydrocarbon solvents such as chlorobenzene; carbitol solvents; aniline; triethylamine; pyridine; acetic acid; acetonitrile ; Carbon disulfide; N,N-dimethylformamide; N,N-dimethylacetamide; N-methylpyrrolidone; dimethyl sulfoxide; water, etc., one of these solvents can be used, Or use it as a mixed solvent of more than two kinds. Among them, ketones and ether ester solvents, especially cyclohexanone and PGMEA are suitable for the polymerizable composition because the ethylenically unsaturated compound has good compatibility with the polymerization initiator. As long as the effects of the present invention are not impaired, polymers other than ethylenically unsaturated compounds (hereinafter, also referred to as polymers) and inorganic compounds may be added to the polymerizable composition and coloring polymerizable composition of the present invention as necessary. , Dispersants, chain transfer agents, sensitizers other than the oxime ester compound of the present invention (hereinafter also referred to as sensitizers), surfactants, silane coupling agents, melamine, leveling agents, latent additives, in addition to Monomers other than ethylenically unsaturated compounds, defoamers, tackifiers, thixotropic agents, flame retardants, plasticizers, stabilizers, polymerization inhibitors, ultraviolet absorbers, organic fillers, antioxidants, and antistatic agents , Various resin additives such as flow regulators and adhesion promoters. By using the above-mentioned polymer together with the above-mentioned ethylenically unsaturated compound, the properties of the cured product can also be improved. As the polymer, for example, polystyrene, polymethyl methacrylate, methyl methacrylate-ethyl acrylate copolymer, poly(meth)acrylic acid, styrene-(meth)acrylic acid copolymer, (Meth) acrylic acid-methyl methacrylate copolymer, ethylene-vinyl chloride copolymer, ethylene-vinyl copolymer, polyvinyl chloride resin, ABS (Acrylonitrile-Butadiene-Styrene, acrylonitrile-butadiene-styrene ) Resin, nylon 6, nylon 66, nylon 12, urethane resin, polycarbonate polyvinyl butyral, cellulose ester, polyacrylamide, saturated polyester, phenolic resin, phenoxy resin , Polyamide resin, polyamide resin, epoxy resin, etc. Among these, polystyrene, (meth)acrylic acid-methyl methacrylate copolymer, and epoxy resin are preferred. In the polymerizable composition and coloring polymerizable composition of the present invention, the content of the polymer is preferably 0 to 500 parts by mass relative to 100 parts by mass of the ethylenically unsaturated compound. Examples of the above-mentioned inorganic compounds include: metal oxides such as nickel oxide, iron oxide, iridium oxide, titanium oxide, zinc oxide, magnesium oxide, calcium oxide, potassium oxide, silicon oxide, and aluminum oxide; layered clay minerals, Milo Lavender blue, calcium carbonate, magnesium carbonate, cobalt series, manganese series, glass powder (especially glass frit), mica, talc, kaolin, ferrocyanide, various metal sulfates, sulfides, selenides, aluminum silicate, Calcium silicate, aluminum hydroxide, platinum, gold, silver, copper, etc. Among these, glass frit, titanium oxide, silicon oxide, layered clay mineral, silver, etc. are preferred. These inorganic compounds are used, for example, as fillers, anti-reflection agents, conductive agents, stabilizers, flame retardants, mechanical strength improvers, special wavelength absorbers, ink repellents, and the like. In the polymerizable composition and coloring polymerizable composition of the present invention, the content of the inorganic compound relative to 100 parts by mass of the ethylenically unsaturated compound is preferably 0 to 1000 parts by mass, more preferably 0 to 800 parts by mass . In addition, these inorganic compounds can use 1 type or 2 or more types. As the above-mentioned dispersant, there is no limitation as long as it can disperse and stabilize colored materials or inorganic compounds. Commercially available dispersants, such as BYK series manufactured by BYK-Chemie, can be used. It is particularly suitable to use a polymer dispersant containing polyester, polyether, or polyurethane having a basic functional group; the functional group having a nitrogen atom as the basic functional group is an amine and/or Quaternary salt, with an amine value of 1-100 mgKOH/g. As the above-mentioned chain transfer agent or sensitizer, a sulfur atom-containing compound is generally used. Examples include: thioglycolic acid, thiomalic acid, thiosalicylic acid, 2-mercaptopropionic acid, 3-mercaptopropionic acid, 3-mercaptobutyric acid, N-(2-mercaptopropionyl)glycamine Acid, 2-mercaptonicotinic acid, 3-[N-(2-mercaptoethyl)aminomethanyl]propionic acid, 3-[N-(2-mercaptoethyl)amino]propionic acid, N-( 3-mercaptopropionyl) alanine, 2-mercaptoethanesulfonic acid, 3-mercaptopropanesulfonic acid, 4-mercaptobutanesulfonic acid, dodecyl(4-methylthio)phenyl ether, 2-mercaptoethanol , 3-mercapto-1,2-propanediol, 1-mercapto-2-propanol, 3-mercapto-2-butanol, mercaptophenol, 2-mercaptoethylamine, 2-mercaptoimidazole, 2-mercaptobenzimidazole , 2-mercapto-3-hydroxypyridine, 2-mercaptobenzothiazole, thioglycolic acid, trimethylolpropane tris (3-mercaptopropionate), pentaerythritol tetrakis (3-mercaptopropionate) and other mercapto compounds, Disulfide compounds obtained by oxidation of the mercapto compound, iodoacetic acid, iodopropionic acid, 2-iodoethanol, 2-iodoethanesulfonic acid, 3-iodopropanesulfonic acid and other iodinated alkyl compounds, trimethylolpropane three (3-mercaptoisobutyrate), butanediol bis(3-mercaptoisobutyrate), hexamethylene dithiol, decandithiol, 1,4-dimethylthiobenzene, butanediol dithio Propionate, butanediol dithioacetate, ethylene glycol dithioacetate, trimethylolpropane trithioacetate, butanediol dithiopropionate, trimethylol Propane trithiopropionate, trimethylolpropane trithioacetate, pentaerythritol tetrathiopropionate, pentaerythritol tetrathioacetate, trihydroxyethyl trithiopropionate, diethyl- 9-oxysulfur , Diisopropyl-9-oxysulfur , The following compound No.C1, aliphatic polyfunctional thiol compounds such as tris(2-hydroxyethyl) trimercaptopropionate isocyanurate, Karenz MT BD1, PE1, NR1, etc. manufactured by Showa Denko. [化23] As the above-mentioned surfactants, fluorosurfactants such as perfluoroalkyl phosphates and perfluoroalkyl carboxylates; anionic surfactants such as higher fatty acid alkali metal salts, alkyl sulfonates, and alkyl sulfates can be used. Agents; cationic surfactants such as higher amine hydrohalides and quaternary ammonium salts; polyethylene glycol alkyl ethers, polyethylene glycol fatty acid esters, sorbitan fatty acid esters, fatty acid monoglycerides, etc. Surfactants such as nonionic surfactants; amphoteric surfactants; silicone surfactants and other surfactants can also be used in combination. As the above-mentioned silane coupling agent, for example, a silane coupling agent manufactured by Shin-Etsu Chemical can be used. Among them, KBE-9007, KBM-502, KBE-403 and other silane coupling agents having isocyanate groups, methacrylic groups or epoxy groups are suitably used. Examples of the above-mentioned melamine compounds include: (poly)methylol melamine, (poly)methylol glycoluril, (poly)methylol benzoguanamine, (poly)methylolurea and other nitrogen compounds. Compounds in which all or part (at least 2) of the group (CH 2 OH group) are etherified with an alkyl group. Here, as the alkyl group constituting the alkyl ether, a methyl group, an ethyl group, or a butyl group can be exemplified. They may be the same or different from each other. In addition, the methylol group that has not undergone alkyl etherification may undergo self-condensation in one molecule. , Can also condense between two molecules, resulting in the formation of oligomer components. Specifically, hexamethoxymethyl melamine, hexabutoxymethyl melamine, tetramethoxymethyl glycoluril, tetrabutoxymethyl glycoluril, etc. can be used. Among them, preferred are melamines that are not alkyl etherified, such as hexamethoxymethyl melamine and hexabutoxymethyl melamine. As the above-mentioned leveling agent, a commercially available product can be used. As a commercially available leveling agent, for example, BYK-300, BYK-301, BYK-302, BYK-306, BYK-307, BYK-310, BYK-313, BYK-315, BYK-320, BYK -322, BYK-323, BYK-325, BYK-330, BYK-331, BYK-333, BYK-337, BYK-341, BYK-344, BYK-345, BYK-346, BYK-347, BYK-348 , BYK-349, BYK-370, BYK-375, BYK-377, BYK-378, BYK-UV3500, BYK-UV3510, BYK-UV3570, BYK-340, BYK-3550, BYK-SILCLEAN3700, BYK-SILCLEAN3720, BYK -DYNWET800 (manufactured by BYK-Chemie Japan), Polyflow No. 3, Polyflow No. 50HF, Polyflow No. 54, Polyflow No. 64HF, Polyflow No. 75, Polyflow No. 77, Polyflow No. 85HF, Polyflow No. 90, Polyflow No.95, Polyflow No.ATF-2, Glanol 100, Glanol 115, Glanol 400, Glanol 410, Glanol 420, Glanol 440, Glanol 450, Glanol B-1484 (manufactured by Kyoeisha Chemical), L-7701, L -7002, L-7006, 56ADDITIVE, 57ADDITIVE, 67ADDITIVE, 8032ADDITIVE, FZ-2105, FZ-2110, FZ-2122 and FZ-2123 (manufactured by Toray Dow Corning), etc. The above latent additives are inert at room temperature, light exposure steps and pre-baking steps, and are heated at 100-250°C, or at 80-200°C in the presence of acid/alkali catalysts , The protective group is separated and activated. Examples of effects obtained by activation include anti-oxidation, ultraviolet absorption, antifouling properties, recoating properties, and adhesion properties. As the above-mentioned latent additives, those described in WO2014/021023 specification can be preferably used. As the above-mentioned latent additive, commercially available products can be used, for example, Adeka Arkls GPA-5001 and the like can be mentioned. In the polymerizable composition and colored polymerizable composition of the present invention, optional components other than the above-mentioned ethylenically unsaturated compound, the oxime ester compound of the present invention, and the colored material (wherein, the above-mentioned polymer, inorganic compound, colored material and The usage amount of (except the solvent) is appropriately selected according to the purpose of use and is not particularly limited, but it is preferably 50 parts by mass or less in total with respect to 100 parts by mass of the ethylenically unsaturated compound. The polymerizable composition and coloring polymerizable composition of the present invention can be used for photocurable coatings or varnishes, photocurable adhesives, printing inks, dental compositions, photoresists for electronic engineering, plating resists, and etching resists. In the process of manufacturing LCD (Liquid Crystal Display, liquid crystal display device), it is used to form a photoresist, a composition for encapsulating electrical and electronic parts, solder resist, magnetic recording material, and plating Masks, etching masks, materials used to produce three-dimensional objects by stereolithography, decolorizing materials for image recording materials, decolorizing materials for image recording materials using microcapsules, photoresist materials for printed wiring boards , UV (Ultraviolet, ultraviolet ray) and visible light laser direct imaging system photoresist materials, photoresist materials or protective films for the formation of the dielectric layer in the successive stacking of printed circuit boards, etc., and its use is not Special restrictions. The polymerizable composition and the coloring polymerizable composition of the present invention can also be used for the purpose of forming spacers for liquid crystal display panels and the purpose of forming protrusions for vertical alignment type liquid crystal display elements. In particular, it is useful as a polymerizable composition and a coloring polymerizable composition for simultaneously forming protrusions and spacers for vertical alignment type liquid crystal display elements. The spacer for the liquid crystal display panel is irradiated with radiation by (1) forming a coating film of the polymerizable composition of the present invention on a substrate, and (2) interposing a mask having a specific pattern shape. The steps, (3) the baking step after exposure, (4) the step of developing the film after exposure, and (5) the step of heating the film after development, are preferably formed. The polymerizable composition and the coloring polymerizable composition of the present invention added with an ink repellent are useful as a spacer-forming resin composition for inkjet methods. The composition is used as a color filter, and is particularly preferably used for Partition wall for inkjet color filter with tooth profile angle of 50° or more. As the ink repellent, it is suitable to use a composition containing a fluorine-based surfactant and a fluorine-based surfactant. The polymerizable composition and the colored polymerizable composition of the present invention can be used as a polymerizable slurry composition by containing an inorganic material (inorganic compound). The polymerizable slurry composition is used to form a pattern of a fired product such as a partition wall pattern, a dielectric pattern, an electrode pattern, and a black matrix pattern of a plasma display panel. The method for producing a cured product obtained from the polymerizable composition or colored polymerizable composition of the present invention is described below. The polymerizable composition or colored polymerizable composition of the present invention can be used with spin coaters, roll coaters, bar coaters, die nozzle coaters, curtain coaters, various printing, dipping, etc. Known methods are applied to support substrates such as soda glass, quartz glass, semiconductor substrates, metals, paper, and plastics. In addition, it can also be temporarily applied to a supporting substrate such as a film, and then transferred to another supporting substrate. The application method is not limited. As the light source of the energy line used to harden the polymerizable composition or the colored polymerizable composition of the present invention, ultra-high pressure mercury lamp, high pressure mercury lamp, medium pressure mercury lamp, low pressure mercury lamp, mercury vapor arc lamp, xenon arc lamp, Carbon arc lamps, metal halide lamps, fluorescent lamps, tungsten lamps, excimer lamps, germicidal lamps, light-emitting diodes, CRT (Cathode-Ray Tube) light sources, etc. Electromagnetic wave energy or electron beam, X-ray, radiation and other high-energy lines with a wavelength of up to 7000 angstroms, preferably ultra-high pressure mercury lamps, mercury vapor arc lamps, carbon arc lamps, and xenon arc lamps that emit light with a wavelength of 300-450 nm Lights etc. Furthermore, by using laser light as an exposure light source, a laser direct writing method can be applied. This method does not use a mask, but directly forms an image from digital information such as a computer. If the laser direct engraving method is used, not only the productivity can be improved, but also the image quality and position accuracy can be improved, so it is useful. As the laser light used in the direct laser engraving method, it is preferable to use light with a wavelength of 340 to 430 nm. Excimer lasers, nitrogen lasers, argon ion lasers, helium-cadmium lasers, helium- Neon lasers, krypton ion lasers, various semiconductor lasers and YAG (Yttrium-Aluminum-Garnet, Yttrium-Aluminum-Garnet) lasers that emit light in the visible to infrared range. In the case of using these lasers, a sensitizing dye that absorbs visible light to infrared rays is added to the polymerizable composition and the colored polymerizable composition of the present invention. The cured product obtained from the polymerizable composition or colored polymerizable composition of the present invention can be used for: printed circuit boards, color TVs, PC (Personal Computer) monitors, portable information terminals, digital cameras and other color display liquid crystal displays Color filters in components, color filters for CCD (Charge Coupled Device) image sensors, electrode materials for plasma display panels, powder coatings, printing plates, magnetic recording materials, micromachines Parts, waveguides, optical switches, color test systems, glass fiber cable coatings, image recording materials, micro electronic circuits, decolorizing materials, protective films, insulating films, optical components and other various applications, and their applications are not particularly limited. [Examples] Hereinafter, examples and comparative examples are given to describe the present invention in further detail, but the present invention is not limited to these examples and the like. [Chemical Formula 3] The production of compound No. 1 and its intermediates are shown below. <Step 1: Production of Intermediate 1A> Under a nitrogen atmosphere, 18.1 g (743 mmol) of magnesium, 22222.1 g of THF (Tetrahydrofuran), and 1 piece of I 2 were added. Next, 111.1 g (681 mmol) of 2-bromothiophene was added dropwise at 20°C or lower. After completion of the dropping, the reaction was carried out at 17°C for 1 hour. After the reaction was completed, 75.0 g (619 mmol) of 4-fluorobenzonitrile was dissolved in 120.4 g of THF, and the solution was added dropwise. After the dropwise addition, the temperature was raised to 60°C and reacted for 22 hours. After the reaction is over, cool to 30°C, add 10% hydrochloric acid dropwise, and stir until the remaining magnesium is dissolved. After the stirring, ethyl acetate was added, and oil-water separation was performed. After oil-water separation, water washing was performed 4 times, and solvent removal was performed, and the following intermediate 1A was obtained with a yield of 124.1 g and a yield of 97.1%. [化24] <Step 2: Production of Intermediate 1B> Under a nitrogen atmosphere, 36.3 g (176 mmol) of Intermediate 1A, 120.1 g of DMSO (Dimethy Sulphoxide), 17.2 g of indole, and 60.0 g of potassium carbonate were mixed , And reacted for 8.5 hours at an oil bath temperature of 150°C. After the reaction was completed, 120.1 g of water was added dropwise at 85°C, and 120.4 g of toluene was added and separated. After washing with hydrochloric acid and washing with water three times, it was concentrated to obtain 54.8 g of a crude product. Then, 167.1 g of toluene was added, and after heating and dissolving at 50°C, 104.8 g of ethanol and 51.4 g of hexane were added. After cooling to 5°C, the mixture was stirred for 1 hour and then filtered. The yield was 28.6 g and the yield was 71.4%. The following intermediate 1B was obtained. [化25] <Step 3: Production of Intermediate 1C> Under a nitrogen atmosphere, 27.4 g (90 mmol) of Intermediate 1B synthesized in the above step was added to 194.0 g of EDC (Dichloroethane), and at room temperature After dissolving, add zinc chloride and cool. Next, 22.0 g (135 mmol) of caprylic chloride was added dropwise at 5°C over 20 minutes, and the reaction was carried out at room temperature for 25 hours. After the completion of the reaction, ethyl acetate/water was added, oil-water separation was performed, and then hydrochloric acid, sodium bicarbonate aqueous solution, and saturated brine were treated in this order three times to remove the solvent. The crude product 46.1 g was subjected to column chromatography, and the following intermediate 1C was obtained with 21.8 g and a yield of 56.2%. [化26] <Step 4: Production of Intermediate 1D> Add 7.5 g (17 mmol) of Intermediate 1C to 24.0 g of pyridine, stir to dissolve, add 2.4 g (34 mmol) of hydroxylamine hydrochloride, and heat to 60°C to react 2 hours. After the reaction was completed, water washing was performed three times, and solvent removal was performed. 9.7 g of the crude product was subjected to column chromatography with 40 times silica gel, and the following intermediate 1D was obtained with 3.3 g and a yield of 42.3%. [化27] <Step 4: Production of Compound No.1> 0.7 g (2 mmol) of intermediate 1D was added to 4.1 g of DMF (Dimethyl Formamide), and after stirring to dissolve, 0.5 g (4.7 of acetic anhydride) mmol), 1 fragment of sodium acetate, and react at 40°C for 4 hours. After the reaction was completed, water washing was performed three times, and solvent removal was performed. The crude product 0.7 g was subjected to column chromatography with 40 times silica gel, and compound No. 1 was obtained with a yield of 0.4 g and a yield of 50.6%. The production of compound No. 2 and its intermediates represented by [Chemical Formula 3] is shown below. <Step 1: Production of Intermediate 2A> After adding 80.0 g (1200 mmol) of aluminum chloride to 365.0 g of EDC at 0°C, 97.6 g (1200 mmol) of n-octyl chloride was added dropwise at 2°C and making It becomes uniform. After adding dropwise an EDC solution prepared by dissolving 58.6 g of indole in 292.9 g of EDC at 2°C or lower, the reaction was carried out at 20 to 23°C for 4.5 hours. After the reaction was completed, ice water was poured into it to precipitate a waxy solid. After adding methanol to the precipitated waxy solid and heating to dissolve it, water is added dropwise, the precipitate is filtered and dried. 116.5 g of the crude product was subjected to column chromatography with 60 times silica gel to obtain 31.0 g, and then crystallized with 60 times methanol to obtain 12.6 g of the following intermediate 2A. [化28] <Step 2: Production of Intermediate 2B> Intermediate 2A 10.0 g (27 mmol), 4-fluorobenzophenone 5.5 g (28 mmol), potassium carbonate 11.2 g (81 mmol), DMSO 44.6 at 130°C The solution of g was stirred for 3 hours and allowed to react. After the reaction liquid was allowed to cool to 45°C, ion-exchanged water and hydrochloric acid were added and filtered. The filtrate was dissolved in ethyl acetate and washed with ion-exchanged water, and then the solvent was removed. The desolventized crude product was crystallized in a mixed solvent of ethyl acetate, isopropanol, and hexane, filtered, and then dried to obtain 12.5 g of the following intermediate 2B. [化29] <Step 3: Production of Compound No. 2> To 11.0 g (20 mmol) of intermediate 2B, 54.7 g of DMF was added, cooled in an ice bath, and 2.1 g (20 mmol) of 35% hydrochloric acid was added dropwise, and then isobutyl nitrite was added Ester 8.3 g (80 mmol) and stirred at room temperature for 24 hours. Cool in an ice bath again, add ion-exchange water and ethyl acetate, and separate oil and water. The organic layer was washed with ion-exchanged water and the solvent was removed to obtain 13.1 g of compound No. 2. The manufacture of comparative compound No. 1 and its intermediates is shown below. <Step 1: Production of Intermediate 1a> 6.4 g of 3-acetylindole, 0.8 g (4 mmol) of copper (I) iodide, and 0.9 g (8 mmol) of cyclohexanediamine (cis-trans mixture) ), 8.5 g (40 mmol) of tripotassium phosphate, and 18.8 g of toluene were mixed, and stirred at room temperature. 8.2 g (40 mmol) of iodobenzene was added dropwise thereto. After completion of the dropwise addition, it was heated and stirred at an oil bath temperature of 135°C for 18 hours to perform the reaction. After the reaction, it was cooled to room temperature. The reaction solution was added to 150 g of ion-exchanged water, 200 g of toluene was added, and oil-water separation was performed using a separatory funnel. After washing the organic layer 3 times, white insoluble matter was observed, so it was filtered with a Kiriyama funnel. After drying the filtrate with anhydrous sodium sulfate, the solvent was removed, and the following intermediate 1a was obtained with 6.3 g and a yield of 67%. [化30] <Step 2: Production of Intermediate 1b> Mix 4.7 g (20 mmol) of Intermediate 1a, 1.7 g (24 mmol) of hydroxylamine hydrochloride, 25.0 g of DMF, and 1.9 g (24 mmol) of pyridine, and mix them at an oil bath temperature of 80 React at ℃ for 6 hours. After the completion of the reaction, it was cooled to room temperature, the reaction solution was added to 150 g of ion-exchange water, 200 g of ethyl acetate was added, and the oil and water were separated using a separatory funnel. The organic layer was washed with water three times and dried with anhydrous sodium sulfate, and then the solvent was removed. After adding 150 g of hexane to the crude product and performing dispersion washing, it was dried to obtain the following intermediate 1b with 4.0 g and a yield of 81%. [化31] <Step 3: Preparation of Comparative Compound No. 1> 2.8 g (10 mmol) of intermediate 1b, 0.1 g (1 mmol) of sodium acetate, and 9.6 g of DMF were mixed, and added dropwise on an ice bath at 5°C Add 1.1 g (11 mmol) of acetic anhydride. After warming up to room temperature, it stirred for 8 hours and reacted. The reaction solution was added to 100 g of ion-exchanged water, 150 g of ethyl acetate was added, and oil and water were separated using a separatory funnel. The organic layer was washed with water three times and dried with anhydrous sodium sulfate, and then the solvent was removed. Hexane was added to the obtained crude product and crystallized, the crystals were collected by filtration and dried, and the following comparative compound No. 1 was obtained as light yellow crystals in 2.6 g and a yield of 82%. [化32] The manufacture of comparative compound No. 2 and its intermediates is shown below. <Step 1: Production of Intermediate 2a> 7.1 g of 5-cyanoindole and 10.4 g (75 mmol) of potassium carbonate were added to 23.4 g of DMF, and the mixture was stirred at 5°C on an ice bath. 7.8 g (55 mmol) of methyl iodide was added dropwise thereto. After completion of the dropwise addition, it was stirred at room temperature for 8 hours for reaction. After the completion of the reaction, it was cooled to room temperature, the reaction solution was added to 150 g of ion-exchange water, 200 g of ethyl acetate was added, and the oil and water were separated using a separatory funnel. The organic layer was washed with water three times and dried with anhydrous sodium sulfate, and then the solvent was removed. The crude product was subjected to column chromatography, and the following intermediate 2a was obtained with 4.0 g and a yield of 51%. [化33] <Step 2: Production of intermediate 2b> 3.1 g (20 mmol) of intermediate 2a and 39.6 g of 1,2-dichloroethane were mixed, and the mixture was stirred at 3°C on an ice bath. 3.3 g (24 mmol) of zinc chloride was added thereto. Then, 1.9 g (24 mmol) of acetyl chloride was added dropwise at 10°C or lower. After completion of the dropwise addition, the temperature was raised to room temperature and stirred for 9 hours to perform the reaction. After the reaction, it was added to 150 g of ion exchange water. After adding 100 g of chloroform, it was transferred to a separatory funnel and oil-water separation was performed. The organic layer was washed with water three times and dried with anhydrous sodium sulfate, and then the solvent was removed. The crude product was subjected to column chromatography, and the following intermediate 2b was obtained with 2.5 g and a yield of 68%. [化34] <Step 3: Production of Intermediate 2c> Add 2.0 g (10 mmol) of Intermediate 2b and 0.8 g (12 mmol) of hydroxylamine hydrochloride to 10.7 g of DMF, and heat and stir at an oil bath temperature of 80°C for 5 hours, and To react. After the reaction, it was cooled to room temperature. The reaction solution was added to 100 g of ion-exchanged water, 150 g of ethyl acetate was added, and oil and water were separated using a separatory funnel. The organic layer was washed with water three times and dried with anhydrous sodium sulfate, and then the solvent was removed. 150 g of hexane was added to the crude product, followed by dispersion washing and drying to obtain the following intermediate 2c with 2.0 g and a yield of 94%. [化35] <Step 4: Preparation of Comparative Compound No. 2> 1.7 g (8 mmol) of intermediate 2c and 0.1 g (1 mol) of sodium acetate were added to 5.6 g of DMF, and added dropwise at 5°C on an ice bath Acetic anhydride 1.2 g (12 mmol). After warming to room temperature, stirring was performed for 6 hours. Filter the precipitated white crystals. The obtained crystals were dispersed and washed with ion-exchanged water and methanol, and dried to obtain the following comparative compound No. 2 as white crystals with 0.8 g and a yield of 43%. [化36] The analysis results of the oxime ester compound are shown in [Table 1] to [Table 3]. [Table 1] [Table 2] [table 3] [Evaluation Examples 1 and 2 and Comparative Evaluation Examples 1 to 3] Among the above-mentioned oxime ester compounds, the solvent solubility was evaluated by the following method. The results are shown in [Table 4]. (Solubility) For compound No. 1, compound No. 2, comparative compound No. 1, comparative compound No. 2, and the following comparative compound No. 3 at room temperature to PGMEA, PGM, cyclohexanone (CHN, Cyclohexanone) was evaluated for solubility. Those that dissolve more than 10 wt% are recorded as ○, those that dissolve more than 3 wt% and less than 10 wt% are recorded as △, and those that only dissolve less than 3 wt% are recorded as x. [化37] [Table 4] It can be seen from [Table 4] that the oxime ester compound of the present invention has higher solubility in solvents. It is clear that the solubility is particularly high in ether ester solvents represented by PGMEA. Therefore, when the oxime ester compound of the present invention is used as a polymerization initiator of a polymerizable composition, since a wide range of solvents, raw materials, etc. can be selected, the degree of freedom in the formulation and composition is high, and the oxime ester compound is less likely to be generated during storage The precipitation makes the storage stability of the polymerizable composition excellent and useful. [Examples 3 and 4 and Comparative Examples 4 to 6] Preparation of polymerizable composition The following components were prepared according to the formulation composition of [Table 5] to obtain polymerizable compositions (Examples 3, 4 and Comparative Example 4 ~6). Furthermore, the numbers in the table indicate parts by mass. Compound No. 1, Compound No. 2, Comparative Compound No. 1, Comparative Compound No. 2, and Comparative Compound No. 3 were used alone as the polymerization initiator. In addition, the symbols of each component in the table indicate the following components. A-1 Compound No.1 (oxime ester compound of the present invention) A-2 Compound No.2 (oxime ester compound of the present invention) A'-3 Comparative Compound No.1 (not belonging to the oxime ester compound of the present invention) A '-4 Comparative Compound No.2 (not belonging to the oxime ester compound of the present invention) A'-5 Comparative Compound No.3 (not belonging to the oxime ester compound of the present invention) B-1 SPC-1000 (Ethylene with acid group Unsaturated compound: manufactured by Showa Denko Corporation) B-2 ARONIX M-450 (ethylenically unsaturated compound: manufactured by Toagosei) C-1 PGMEA (solvent) D-1 KBE-403 (silane coupling agent: manufactured by Shin-Etsu Chemical) D- 2 FZ-2122 (leveling agent: manufactured by Toray Dow Corning) D-3 Adeka Arkls GPA-5001 (latent additive: manufactured by ADEKA) [Table 5] [Evaluation Examples 3 and 4 and Comparative Evaluation Examples 4 to 6] In the above-mentioned polymerizable composition, the sensitivity and transparency were evaluated by the following methods. The results are shown in [Table 6]. (Transparency) The polymerizable composition was spin-coated (500 rpm, 2 seconds, 900 rpm, 5 seconds) on a glass substrate, and prebaked at 90°C for 90 seconds using a hot plate. Use a high-pressure mercury lamp as a light source, expose at 100 mJ/cm 2 , and use an oven to post-bake at 230°C for 30 minutes. Use a spectrophotometer to measure the transmittance at 380 nm and 400 nm. If the transmittance of 400 nm is 95% or more and the transmittance of 380 nm is 92% or more, it is marked as ○, the one that only meets any one of the conditions is recorded as △, and the one that does not meet both conditions is recorded as ×. [Table 6] (Sensitivity) The above polymerizable composition was spin-coated (500 rpm, 2 seconds, 900 rpm, 5 seconds) on a glass substrate, using a hot plate, pre-baked at 90°C for 90 seconds, and then using high pressure The mercury lamp is exposed from 10 mJ/cm 2 to 1000 mJ/cm 2 at 20 mJ/cm 2 intervals. Thereafter, an alkaline developer is used to perform development for 27 to 28 seconds. The case where the cured film remains on the glass substrate after development under exposure of less than 100 mJ/cm 2 is marked as ◎, and the case where the cured film remains on the glass substrate under exposure of more than 100 mJ/cm 2 and less than 1000 mJ/cm 2 is recorded It was ○, and the case where the cured film did not remain on the glass substrate even at 1000 mJ/cm 2 or more was marked as ×. [Table 7] It is clear from [Table 5], [Table 6] and [Table 7] that when the oxime ester compound of the present invention is used as a polymerization initiator, a highly sensitive polymer composition and a highly transparent cured product are obtained. Among the oxime ester compounds of the present invention, compounds having a structure represented by compound No. 2 are particularly more sensitive and therefore preferred. Therefore, when the oxime ester compound of the present invention is used as a polymerization initiator of a polymerizable composition, it is useful to obtain a highly sensitive polymerizable composition and a highly transparent cured product. Especially useful as a polymerization initiator for optical applications. [Industrial Applicability] The oxime ester compound of the present invention is useful as a high-sensitivity polymerization initiator used in a polymerizable composition.