公开(公告)号：US5403697A

公开(公告)日：1995-04-04

申请号：US881329

申请日：1992-05-07

Applicant: Karl-Friedrich Doessel ,  Ralph Dammel ,  Juergen Lingnau

Inventor： Karl-Friedrich Doessel ,  Ralph Dammel ,  Juergen Lingnau

IPC: G03C1/72 ,  C07C39/367 ,  C07C43/225 ,  C07C43/313 ,  C07C43/315 ,  G03F7/004 ,  G03F7/26 ,  H01L21/027

CPC classification number: G03F7/0045 ,  C07C39/367 ,  C07C43/225 ,  C07C43/313 ,  C07C43/315

Abstract: A positive radiation-sensitive mixture is disclosed comprising a compound which forms an acid under the action of high-energy radiation and an acid-cleavable compound, wherein the compound which forms an acid contains aromatically bound chlorine or bromine and has a pK.sub.a value of less than about 12 or is a derivative of a compound having such a pK.sub.a value. The mixture and the recording material produced therefrom have a relatively high-sensitivity and improved resolution and, in addition, exhibit no scumming after development.

Abstract translation: 公开了一种阳性辐射敏感性混合物，其包括在高能辐射作用下形成酸的化合物和酸可分解的化合物，其中形成酸的化合物含有芳香结合的氯或溴并且pKa值较小 大于约12或是具有这样的pKa值的化合物的衍生物。 由此制备的混合物和记录材料具有相对高灵敏度和改进的分辨率，此外，显影后不会发生浮渣。

公开(公告)号：US4868257A

公开(公告)日：1989-09-19

申请号：US312170

申请日：1989-02-21

Applicant: Mohammad Aslam ,  Richard Vicari ,  Ralph Dammel ,  Juergen Lingnau ,  Karl-Friedrich Doessel

Inventor： Mohammad Aslam ,  Richard Vicari ,  Ralph Dammel ,  Juergen Lingnau ,  Karl-Friedrich Doessel

IPC: C07C45/54 ,  C07C45/63 ,  C08F8/12 ,  C08F112/14

CPC classification number: C08F112/14 ,  C07C45/54 ,  C07C45/63 ,  C08F8/12

Abstract: The present invention relates to a process for the production of 3-mono or 3,5-disubstituted-4-acetoxystyrene wherein the 3- or 3,5-substitution is independently C.sub.1 to C.sub.10 alkyl, chlorine, bromine, iodine, --NO.sub.2, --NH.sub.2, or --SO.sub.3 H, a process for its polymerization, hydrolysis, and use in a variety of compositions.

Abstract translation: 本发明涉及制备3-单或3,5-二取代-4-乙酰氧基苯乙烯的方法，其中3-或3,5-取代独立地为C1-C10烷基，氯，溴，碘，-NO2， -NH 2或-SO 3 H，其在多种组合物中的聚合，水解和使用的方法。

公开(公告)号：US4868256A

公开(公告)日：1989-09-19

申请号：US226258

申请日：1988-08-02

Applicant: Mohammad Aslam ,  Richard Vicari ,  Ralph Dammel ,  Juergen Lingnau ,  Karl-Friedrich Doessel

Inventor： Mohammad Aslam ,  Richard Vicari ,  Ralph Dammel ,  Juergen Lingnau ,  Karl-Friedrich Doessel

IPC: B01J27/02 ,  B01J27/06 ,  B01J27/24 ,  C07B61/00 ,  C07C45/54 ,  C07C45/63 ,  C07C67/297 ,  C07C69/157 ,  C08F8/12 ,  C08F12/00 ,  C08F12/14 ,  C08F112/14

CPC classification number: C08F112/14 ,  C07C45/54 ,  C07C45/63 ,  C08F8/12

Abstract: The present invention relates to a process for the production of 3-mono or 3,5-disubstituted-4-acetoxystyrene wherein the 3- or 3,5-substitution is independently C.sub.1 to C.sub.10 alkyl, chlorine, bromine, iodine, --NO.sub.2, --NH.sub.2, or --SO.sub.3 H, a process for its polymerization, hydrolysis, and use in a variety of compositions.

Abstract translation: 本发明涉及制备3-单或3,5-二取代-4-乙酰氧基苯乙烯的方法，其中3-或3,5-取代独立地为C1-C10烷基，氯，溴，碘，-NO2， -NH 2或-SO 3 H，其在多种组合物中的聚合，水解和使用的方法。

公开(公告)号：US4965400A

公开(公告)日：1990-10-23

申请号：US226260

申请日：1988-08-02

Applicant: Richard Vicari ,  Mohammad Aslam ,  Wilson B. Ray ,  Kenneth G. Davenport ,  Ralph Dammel ,  Juergen Lingnau ,  Karl-Friedrich Doessel

Inventor： Richard Vicari ,  Mohammad Aslam ,  Wilson B. Ray ,  Kenneth G. Davenport ,  Ralph Dammel ,  Juergen Lingnau ,  Karl-Friedrich Doessel

IPC: C07C43/23 ,  B01J23/44 ,  B01J27/12 ,  B01J27/125 ,  C07B61/00 ,  C07C27/00 ,  C07C39/373 ,  C07C41/00 ,  C07C45/54 ,  C07C45/63 ,  C07C49/825 ,  C07C67/00 ,  C07C67/08 ,  C07C67/297 ,  C07C67/34 ,  C07C67/347 ,  C07C67/62 ,  C07C69/157 ,  C07C209/00 ,  C07C213/00 ,  C07C219/34 ,  C08F12/00 ,  C08F12/14 ,  G03F7/038

CPC classification number: G03F7/038 ,  C07C39/373 ,  C07C45/54 ,  C07C45/63 ,  C07C49/825

Abstract: 3-substituted-4-hydroxy- and 4-acetoxystyrene compounds, especially 3,5-di(methyl, bromo or chloro)-4-acetoxystyrene as well as a process for its preparation. 2,6-dimethylphenol is acylated with acetic anhydride and HF catalyzed to produce 3,5-dimethyl-4-hydroxy-acetophenone. After subsequent esterification with acetic anhydride and catalyzed hydrogenation to form 1-(3',5'-dimethyl-4'-acetoxyphenyl)ethanol, this intermediate is then dehydrated with an acid and a polymerization inhibitor to produce 3,5-dimethyl-4-acetoxystyrene.

Abstract translation: 3-取代-4-羟基 - 和4-乙酰氧基苯乙烯化合物，特别是3,5-二（甲基，溴或氯）-4-乙酰氧基苯乙烯以及其制备方法。 2,6-二甲基苯酚用乙酸酐进行酰化，HF催化反应生成3,5-二甲基-4-羟基苯乙酮。 在用乙酸酐进行酯化和催化氢化后，形成1-（3'，5'-二甲基-4'-乙酰氧基苯基）乙醇，然后将该中间体用酸和阻聚剂脱水，生成3,5-二甲基-4 乙酰氧基苯乙烯

公开(公告)号：US4946759A

公开(公告)日：1990-08-07

申请号：US243792

申请日：1988-09-13

Applicant: Karl-Friedrich Doessel ,  Ralph Dammel ,  Juergen Lingnau

Inventor： Karl-Friedrich Doessel ,  Ralph Dammel ,  Juergen Lingnau

IPC: C07C43/315 ,  C07C43/32 ,  C07C45/72 ,  C07C49/84 ,  G03C1/72 ,  G03F7/004 ,  G03F7/039 ,  H01L21/027 ,  H01L21/30 ,  H05K3/06

CPC classification number: G03F7/0045 ,  C07C43/315 ,  C07C43/32 ,  C07C45/72 ,  C07C49/84

Abstract: A positive radiation-sensitive mixture is disclosed comprising a compound which forms an acid under the action of actinic radiation, and an acid-cleavable compound, the acid-cleavable compound producing, as cleavage product, an aromatically-substituted alcohol of the general formula I. The radiation-sensitive mixture according to the inventionexhibits a wide processing latitude since different holding times do not cause any changes with respect to the development times. A high structural resolution is obtained with various developers ##STR1##

Abstract translation: 公开了一种阳性辐射敏感性混合物，其包括在光化辐射的作用下形成酸的化合物和可酸分解的化合物，所述酸可分解的化合物作为裂解产物产生通式I的芳香取代的醇 根据本发明的辐射敏感性混合物表现出宽的加工范围，因为不同的保持时间对于显影时间不会引起任何改变。 （I）可以获得高结构分辨率，

公开(公告)号：US4927956A

公开(公告)日：1990-05-22

申请号：US360803

申请日：1989-06-02

Applicant: Richard Vicari ,  Mohammad Aslam ,  Wilson B. Ray ,  Kenneth G. Davenport ,  Ralph Dammel ,  Juergen Lingnau ,  Karl-Friedrich Doessel

Inventor： Richard Vicari ,  Mohammad Aslam ,  Wilson B. Ray ,  Kenneth G. Davenport ,  Ralph Dammel ,  Juergen Lingnau ,  Karl-Friedrich Doessel

IPC: C07C39/373 ,  C07C45/54 ,  C07C45/63 ,  C07C49/825 ,  C07C69/157 ,  G03F7/038

CPC classification number: G03F7/038 ,  C07C39/373 ,  C07C45/54 ,  C07C45/63 ,  C07C49/825

Abstract: 3-substituted-4-hydroxy- and 4-acetoxystyrene compounds, especially 3,5-di(methyl, bromo or chloro)-4-acetoxystyrene as well as a process for its preparation. 2,6-dimethylphenol is acylated with acetic anhydride and HF catalyzed to produce 3,5-dimethyl-4-hydroxy-acetophenone. After subsequent esterification with acetic anhydride and catalyzed hydrogenation to form 1-(3',5'-dimethyl-4'-acetoxyphenyl)ethanol, this intermediate is then dehydrated with an acid and a polymerization inhibitor to produce 3,5-dimethyl-4-acetoxystyrene.

Abstract translation: 3-取代-4-羟基 - 和4-乙酰氧基苯乙烯化合物，特别是3,5-二（甲基，溴或氯）-4-乙酰氧基苯乙烯以及其制备方法。 2,6-二甲基苯酚用乙酸酐进行酰化，HF催化反应生成3,5-二甲基-4-羟基苯乙酮。 在用乙酸酐进行酯化和催化氢化后，形成1-（3'，5'-二甲基-4'-乙酰氧基苯基）乙醇，然后将该中间体用酸和阻聚剂脱水，得到3,5-二甲基-4 乙酰氧基苯乙烯

公开(公告)号：US5234791A

公开(公告)日：1993-08-10

申请号：US369677

申请日：1989-06-21

Applicant: Ralph Dammel ,  Karl-Friedrich Doessel ,  Juergen Lingnau ,  Juergen Theis

Inventor： Ralph Dammel ,  Karl-Friedrich Doessel ,  Juergen Lingnau ,  Juergen Theis

IPC: G03F7/004 ,  G03F7/029 ,  G03F7/038 ,  H01L21/027 ,  H01L21/30

CPC classification number: G03F7/0295 ,  G03F7/0045

Abstract: A radiation-curable composition which comprises a compound that forms an acid under the action of high-energy radiation and an acid-hardening substance, wherein the compound forming an acid contains aromatically linked chlorine or bromine and has a pK.sub.a value below 12. The composition and the recording material prepared therefrom display increased sensitivity, improved resolution and a high etch resistance after development.

Abstract translation: 一种可辐射固化的组合物，其包含在高能辐射作用下形成酸的化合物和酸固化物质，其中形成酸的化合物含有芳族连接的氯或溴，并且pKa值低于12。 并且由此制备的记录材料在显影后显示增加的灵敏度，改进的分辨率和高的耐蚀刻性。

公开(公告)号：US5072025A

公开(公告)日：1991-12-10

申请号：US559759

申请日：1990-07-26

Applicant: Richard Vicari ,  Mohammad Aslam ,  Wilson B. Ray ,  Kenneth G. Davenport ,  Ralph Dammel ,  Juergen Lingnau ,  Karl-Friedrich Doessel

Inventor： Richard Vicari ,  Mohammad Aslam ,  Wilson B. Ray ,  Kenneth G. Davenport ,  Ralph Dammel ,  Juergen Lingnau ,  Karl-Friedrich Doessel

IPC: C07C39/373 ,  C07C45/54 ,  C07C45/63 ,  C07C49/825 ,  G03F7/038

CPC classification number: G03F7/038 ,  C07C39/373 ,  C07C45/54 ,  C07C45/63 ,  C07C49/825

Abstract: 3-substituted-4-hydroxy- and 4-acetoxystyrene compounds, especially 3,5-di(methyl, bromo or chloro)-4-acetoxystyrene as well as a process for its preparation. 2,6-dimethylphenol is acylated with acetic anhydride and HF catalyzed to produce 3,5-dimethyl-4-hydroxy-acetophenone. After subsequent esterification with acetic anhydride and catalyzed hydrogenation to form 1-(3',5'-dimethyl-4'-acetoxyphenyl)ethanol, this intermediate is then dehydrated with an acid and a polymerization inhibitor to produce 3,5-dimethyl-4-acetoxystyrene.

Abstract translation: 3-取代-4-羟基 - 和4-乙酰氧基苯乙烯化合物，特别是3,5-二（甲基，溴或氯）-4-乙酰氧基苯乙烯以及其制备方法。 2,6-二甲基苯酚用乙酸酐进行酰化，HF催化反应生成3,5-二甲基-4-羟基苯乙酮。 在用乙酸酐进行酯化和催化氢化后，形成1-（3'，5'-二甲基-4'-乙酰氧基苯基）乙醇，然后将该中间体用酸和阻聚剂脱水，得到3,5-二甲基-4 乙酰氧基苯乙烯

公开(公告)号：US4933495A

公开(公告)日：1990-06-12

申请号：US384181

申请日：1989-07-24

Applicant: Mohammad Aslam ,  Richard Vicari ,  Ralph Dammel ,  Juergen Lingnau ,  Karl-Friedrich Doessel

Inventor： Mohammad Aslam ,  Richard Vicari ,  Ralph Dammel ,  Juergen Lingnau ,  Karl-Friedrich Doessel

IPC: C07C45/54 ,  C07C45/63 ,  C08F8/12 ,  C08F112/14

CPC classification number: C08F112/14 ,  C07C45/54 ,  C07C45/63 ,  C08F8/12

Abstract: The present invention relates to a process for the production of 3-mono or 3,5-disubstituted-4-acetoxystyrene wherein the 3- or 3,5-substitution is independently C.sub.1 to C.sub.10 alkyl, chlorine, bromine, iodine, --NO.sub.2, --NH.sub.2, or --SO.sub.3 H, a process for its polymerization, hydrolysis, and use in a variety of compositions.

Abstract translation: 本发明涉及制备3-单或3,5-二取代-4-乙酰氧基苯乙烯的方法，其中3-或3,5-取代独立地为C1-C10烷基，氯，溴，碘，-NO2， -NH 2或-SO 3 H，其在多种组合物中的聚合，水解和使用的方法。

公开(公告)号：US5217843A

公开(公告)日：1993-06-08

申请号：US491817

申请日：1990-03-12

Applicant: Ralph Dammel ,  Juergen Lingnau ,  Georg Pawlowski ,  Juergen Theis

Inventor： Ralph Dammel ,  Juergen Lingnau ,  Georg Pawlowski ,  Juergen Theis

IPC: G03F7/039 ,  G03F7/004 ,  H01L21/027

CPC classification number: G03F7/0045

Abstract: A positive radiation-sensitive mixture is disclosed which contains a compound which forms an acid under the action of high-energy radiation, and an acid-cleavable compound, wherein the compound which forms an acid contains aliphatically bound halogen (chlorine or bromine) and has a pK.sub.a value of less than about 12 or is a derivative of a compound having such a pK.sub.a value which can be converted into the free compound by acid catalysis. A positive recording material and a process for recording high-energy radiation using the material are also disclosed. The mixture, and in particular the recording material produced therefrom, has relatively high sensitivity and improved resolution and, in addition, does not exhibit image fogging after development.

Abstract translation: 公开了一种阳离子敏感性混合物，其包含在高能量辐射的作用下形成酸的化合物和酸可分解的化合物，其中形成酸的化合物含有脂族结合的卤素（氯或溴）并具有 pKa值小于约12，或者是具有这样的pKa值的化合物的衍生物，其可以通过酸催化转化成游离化合物。 还公开了正记录材料和使用该材料记录高能辐射的方法。 混合物，特别是由其制备的记录材料具有相对高的灵敏度和改进的分辨率，此外，显影后不会发生图像起雾。