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    • 2. 发明授权
    • Radiation-sensitive sulfonic acid esters and their use
    • 辐射敏感磺酸酯及其用途
    • US5442061A
    • 1995-08-15
    • US139017
    • 1993-10-21
    • Georg PawlowskiHorst RoeschertWalter SpiessKlaus-Juergen Przybilla
    • Georg PawlowskiHorst RoeschertWalter SpiessKlaus-Juergen Przybilla
    • G03F7/004C07D251/24C08L61/06C08L61/28C09D161/06G03F7/00G03F7/029G03F7/038H01L21/027
    • G03F7/038C07D251/24C09D161/06C08L61/06C08L61/28Y10S430/111Y10S430/12Y10S430/123
    • Sulfonic acid esters of 2,4-bistrichloromethyl-6-(mono- or dihydroxyphenyl)-1,3,5-triazine are disclosed. Also disclosed is a negative-working radiation-sensitive mixture containing such a compound in combination with a compound containing at least two acid-crosslinkable groups, and a water-insoluble polymeric binder which is soluble or at least swellable in aqueous alkaline solutions. The esters are esters of a sulfonic acid or sulfonic acids of the formula R--SO.sub.3 H or R'(--SO.sub.3 H).sub.2 with 2,4-bistrichloromethyl-6-(mono- or dihydroxyphenyl)-1,3,5-triazine of the formulae I and/or II ##STR1## where R is an optionally further substituted (C.sub.1 -C.sub.10)alkyl, (C.sub.5 -C.sub.10)cycloalkyl, (C.sub.6 -C.sub.10)aryl, (C.sub.6 -C.sub.10)aryl-(C.sub.1 -C.sub.10)alkyl or (C.sub.3 -C.sub.9)heteroaryl radical, R' is an optionally substituted (C.sub.1 -C.sub.10)alkylene, (C.sub.6 -C.sub.10)arylene or (C.sub.3 -C.sub.9)heteroarylene radical, and n may be 1 or 2. The radiation-sensitive mixture according to the invention is remarkable for a high resolution and a high sensitivity over a wide spectral range and can be used to produce a radiation-sensitive recording material suitable for producing photoresists, electronic components, or printing plates, or for chemical milling.
    • 公开了2,4-双三氯甲基-6-(单 - 或二羟基苯基)-1,3,5-三嗪的磺酸酯。 还公开了含有这种化合物与含有至少两个酸可交联基团的化合物的负性辐射敏感性混合物,以及在碱性水溶液中可溶或至少可溶胀的水不溶性聚合物粘合剂。 酯是式R-SO 3 H或R'(-SO 3 H)2的磺酸或磺酸与2,4-二三氯甲基-6-(单或二羟苯基)-1,3,5-三嗪的酯 (C 1 -C 10)烷基,(C 5 -C 10)环烷基,(C 6 -C 10)芳基,(C 6 -C 10)芳基 - (C 1 -C 10)烷基或(C 1 -C 10) C3-C9)杂芳基,R'是任选取代的(C 1 -C 10)亚烷基,(C 6 -C 10)亚芳基或(C 3 -C 9)亚杂芳基,n可以是1或2.根据 本发明对于在宽光谱范围内的高分辨率和高灵敏度是显着的,并且可用于生产适用于生产光刻胶,电子部件或印刷版或用于化学研磨的辐射敏感记录材料。
    • 5. 发明授权
    • Postive-working radiation-sensitive mixture and radiation-sensitive
recording material produced therewith
    • 后处理辐射敏感性混合物和辐射敏感记录材料
    • US5364734A
    • 1994-11-15
    • US895649
    • 1992-06-09
    • Georg PawlowskiHorst RoeschertWalter SpiessKlaus-Juergen Przybilla
    • Georg PawlowskiHorst RoeschertWalter SpiessKlaus-Juergen Przybilla
    • G03F7/00G03F7/004G03F7/029G03F7/033G03F7/039G03F7/075H01L21/027G03C1/52G03C3/00
    • G03F7/075G03F7/0045Y10S430/121
    • A positive-working radiation-sensitive mixture is disclosed that contains(a) a compound that forms strong acid on exposure to actinic radiation that is an ester of a sulfonic acid or sulfonic acids of the formula R--SO.sub.3 H or R'(--SO.sub.3 H).sub.2 with 2,4-bistrichloromethyl-6-(mono- or dihydroxyphenyl)-1,3,5-triazine of the formulae I and/or II: ##STR1## where R is an optionally further substituted (C.sub.1 -C.sub.10) alkyl, (C.sub.5 -C.sub.10)cycloalkyl, (C.sub.6 -C.sub.10)aryl, (C.sub.6 -C.sub.10)aryl- (C.sub.1 -C.sub.10) alkyl or (C.sub.3 -C.sub.9)heteroaryl radical, R' is an optionally substituted (C.sub.1 -C.sub.10)alkylene, (C.sub.6 -C.sub.10)arylene or (C.sub.3 -C.sub.9)heteroarylene radical, and n is 1 or 2,(b) a compound that contains at least one acid-cleavable C--O--C or C--O--Si bond, and(c) a water-insoluble polymeric binder that is soluble or at least swellable in aqueous alkaline solutions.The radiation-sensitive mixture is remarkable for its high resolution and high sensitivity over a wide spectral range. A radiation-sensitive recording material suitable for producing photoresists, electronic components or printing plates, or for chemical milling is also disclosed.
    • 公开了一种正性辐射敏感性混合物,其包含(a)暴露于光化辐射下形成强酸的化合物,其为磺酸或式R-SO 3 H或R'( - SO 3 H)的磺酸的酯, 2与式I和/或II的2,4-双三氯甲基-6-(单或二羟基苯基)-1,3,5-三嗪:其中R是任选的 进一步取代的(C 1 -C 10)烷基,(C 5 -C 10)环烷基,(C 6 -C 10)芳基,(C 6 -C 10)芳基 - (C 1 -C 10)烷基或(C 3 -C 9)杂芳基, 取代的(C 1 -C 10)亚烷基,(C 6 -C 10)亚芳基或(C 3 -C 9)亚杂芳基,n为1或2,(b)含有至少一个可酸切割的COC或CO-Si键的化合物, 和(c)在碱性水溶液中可溶或至少可溶胀的水不溶性聚合物粘合剂。 辐射敏感的混合物在宽光谱范围内的高分辨率和高灵敏度是显着的。 还公开了适用于生产光致抗蚀剂,电子部件或印刷版或用于化学研磨的辐射敏感记录材料。
    • 9. 发明授权
    • Positive-working radiation-sensitive mixture and recording material for
exposure to UV radiation containing polyfunctional compound having
.alpha.-.beta.-keto ester units and sulfonate units
    • 用于暴露于UV辐射的正性辐射敏感混合物和记录材料,其含有具有α-重氮基 - β-酮酯单元和磺酸酯单元的多官能化合物
    • US5256517A
    • 1993-10-26
    • US694353
    • 1991-05-01
    • Horst RoeschertGeorg PawlowskiHans-Joachim MerremRalph DammelWalter Spiess
    • Horst RoeschertGeorg PawlowskiHans-Joachim MerremRalph DammelWalter Spiess
    • G03F7/016G03F7/039H01L21/027G03F7/022G03F7/023
    • G03F7/0163
    • A positive-working radiation-sensitive mixture is described which essentially contains a photoactive component and a water-insoluble binder which is soluble, or at least swellable, in aqueous alkaline solution, wherein a compound is used, as photoactive component, which contains .alpha.-diazo-.beta.-keto ester units and sulfonate units of the formula I ##STR1## in which R.sup.1 and R.sup.2, independently of one another, are an unsubstituted or substituted aliphatic, cycloaliphatic, araliphatic or aromatic radical having 4 to 20 carbon atoms, it being possible for individual CH.sub.2 groups to be replaced by oxygen or sulfur atoms or by N or NH groups and/or contain keto groups,X is an unsubstituted or substituted aliphatic, cycloaliphatic, carbocyclic, heterocyclic or araliphatic radical having 2 to 22 carbon atoms, it being possible for individual CH.sub.2 groups to be replaced by oxygen or sulfur atoms or by the groups --NR.sup.3 --, --C(O)--0--, --C(O)--NR.sup.3 --, ##STR2## --NR.sup.3 --C(O)--NR.sup.4 --, --O--C(O)--NR.sup.3 --, ##STR3## or --O--C(O)--O--, or CH groups to be replaced by ##STR4## in which R.sup.3 and R.sup.4, independently of one another, are hydrogen or an unsubstituted or substituted aliphatic, carbocyclic or araliphatic radical,m is an integer from 3 to 8,n is an integer from 1 to 3, and m>n.The radiation-sensitive mixture is especially suitable for exposure to radiation having a wavelength of about 190 to 300 nm.
    • 描述了一种正性辐射敏感性混合物,其基本上含有光活性组分和在碱性水溶液中可溶或至少可溶胀的水不溶性粘合剂,其中使用化合物作为光敏组分,其含有α- 其中R 1和R 2彼此独立地是具有4至20个碳原子的未取代或取代的脂族,脂环族,芳脂族或芳族基团的重氮基 - β-酮酯单元和磺酸酯单元 各个CH 2基团可以被氧或硫原子或N或NH基团和/或含有酮基取代,X是未取代或取代的具有2至22个碳原子的脂族,脂环族,碳环,杂环或芳脂族基团 各个CH 2基团可以被氧或硫原子或基团-NR 3 - , - C(O)-O-,-C(O)-NR 3 - , - NR 3 -C (O)-NR 4 - , - OC(O)-NR 3 - , - 或 - OC (O)-O-或CH基团,其中R 3和R 4彼此独立地为氢或未取代或取代的脂族,碳环或芳脂族基团,m为3至8的整数 ,n为1〜3的整数,m> n。 辐射敏感混合物特别适用于暴露于波长为约190至300nm的辐射。