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    • 4. 发明授权
    • Positive photoresist having improved processing properties
    • 正光致抗蚀剂具有改进的加工性能
    • US5369200A
    • 1994-11-29
    • US160818
    • 1993-12-03
    • Ulrich SchadeliNorbert Munzel
    • Ulrich SchadeliNorbert Munzel
    • C08F12/22C08F12/00C08F22/36C08F22/40C08F222/40C08K5/20C08L25/00C08L25/18C08L33/04C08L33/24C08L35/00G03F7/004G03F7/039
    • G03F7/039C08F222/40
    • Polymers having a molecular weight (weight average) M.sub.w from 10.sup.3 to 10.sup.6, comprising recurring structural units of the formulae (I), (IIa) and (IIb) ##STR1## in which R.sub.1 is hydrogen or methyl, Y is a direct bond or a divalent radical of the formula (III) ##STR2## in which Z is a C.sub.1 -C.sub.6 alkylene group bound to the phenyl nucleus,OR.sub.2 is an acid-cleavable radical,in which R.sub.2 is C.sub.4 -C.sub.10 tert-alkyl, allyl, cyclohex-2-enyl, C.sub.6 -C.sub.14 aryl or C.sub.7 -C.sub.16 aralkyl which are unsubstituted or mono- or poly-substituted by C.sub.1 -C.sub.6 alkyl groups, C.sub.1 -C.sub.6 alkoxy groups or halogen atoms, trialkylsilyl or a group of the formulae (IV)-(VII) ##STR3## in which R.sub.8 is C.sub.1 -C.sub.6 alkyl, or C.sub.6 -C.sub.14 aryl or C.sub.7 -C.sub.16 aralkyl which are unsubstituted or mono- or poly-substituted by C.sub.1 -C.sub.6 alkyl groups, C.sub.1 -C.sub.6 alkoxy groups or halogen atoms,R.sub.3 and R.sub.4 independently of one another are hydrogen, C.sub.1 -C.sub.6 alkyl groups, C.sub.1 -C.sub.6 alkoxy groups or halogen atoms,R.sub.5 and R.sub.6 independently of one another are hydrogen or methyl,X is C.sub.1 -C.sub.6 alkylene and R.sub.7 is C.sub.1 -C.sub.6 alkyl, or C.sub.6 -C.sub.14 aryl or C.sub.7 -C.sub.16 aralkyl which are unsubstituted or mono- or poly-substituted by C.sub.1 -C.sub.6 alkyl groups, C.sub.1 -C.sub.6 alkoxy groups or halogen atoms, or is --CO--R.sub.8 in which R.sub.8 is as defined in formula (IV), are suitable for use in DUV positive photoresists which show greatly reduced delay time effects and are distinguished by a high thermal stability and high resolution capacity.
    • 具有式(I),(IIa)和(IIb)的重复结构单元的分子量(重均分子量)Mw为103〜106的聚合物(IIa)(IIb)(IIb) )其中R 1是氢或甲基,Y是直接键或式(III)的二价基团其中Z是与苯基结合的C 1 -C 6亚烷基,OR 2是酸 - C 1 -C 6烷基,C 1 -C 6烷氧基或卤素取代的未取代或单取代或多取代的C 1 -C 10烷基,烯丙基,环己-2-烯基,C 6 -C 14芳基或C 7 -C 16芳烷基 (VI)其中R 8为C 1 -C 6烷基或C 6 -C 6烷基的化合物(Ⅶ)(Ⅶ) C1-C6烷基,C1-C6烷氧基或卤素原子未取代或单取代或多取代的-C14芳基或C7-C16芳烷基,R3和R4彼此独立地是氢,C1-C6烷基,C1-C6烷氧基或 卤素原子,R5和R6独立地表示 另一个是氢或甲基,X是C1-C6亚烷基,R7是C1-C6烷基或C6-C14芳基或C7-C16芳烷基,它们是未取代的或被C1-C6烷基,C1-C6烷氧基或卤素单取代或多取代 或者是其中R8如式(IV)中所定义的-CO-R8,适用于DUV正性光致抗蚀剂,其显示出大大降低的延迟时间效应,并被高热稳定性和高分辨能力区分。
    • 8. 发明授权
    • Copolymers crosslinkable by acid catalysis
    • 通过酸催化可交联的共聚物
    • US5274060A
    • 1993-12-28
    • US843798
    • 1992-02-27
    • Ulrich Schadeli
    • Ulrich Schadeli
    • C08F8/00C08F12/00C08F20/52C08F22/40C08F212/14G03F7/038H01L21/027H05K3/06C08F224/00C08F216/38
    • G03F7/038C08F212/14
    • Copolymers having a molecular weight (Mw) of from 10.sup.3 to 10.sup.6, measured by gel-permeation chromatography, that are crosslinkable by acid catalysis and that consist ofa) 100-80 mol. % of structural repeating units of formulae I and II ##STR1## in a ratio of from 1:1 to 1:9 and b) 0-20 mol. % of structural repeating units of formula III ##STR2## wherein X and X' each independently of the other are ##STR3## R is hydrogen or a protecting group that can be removed by the action of acids, the radicals R.sub.1 each independently of the other are C.sub.1 -C.sub.5 alkyl, phenyl or naphthyl or together are 1,2-phenylene or --[C(R.sub.3)(R.sub.4)].sub.x -- wherein R.sub.3 and/or R.sub.4 =hydrogen or methyl and x is from 2 to 5, the radicals R.sub.2 each independently of the other are hydrogen, C.sub.1 -C.sub.5 alkyl or C.sub.1 -C.sub.5 alkoxy, R.sub.5 and R.sub.7 are each hydrogen, R.sub.6 is hydrogen, halogen or methyl and R.sub.8 is hydrogen, halogen, methyl, --CH.sub.2 halogen, --CH.sub.2 CN, --CN, --COOH, --CONH.sub.2, --O--C.sub.1 -C.sub.5 alkyl, --O--CO--C.sub.1 -C.sub.5 alkyl, --COO--C.sub.1 -C.sub.5 alkyl, --COO-phenyl or phenyl, or R.sub.5 and R.sub.6 are each hydrogen and R.sub.7 and R.sub.8 together are --CO--O--CO-- or each independently of the other are --COOH or --COO--C.sub.1 -C.sub.5 alkyl, are described.The said copolymers are suitable, together with compounds that form an acid under actinic radiation, for the production of negative resist systems.
    • 通过凝胶渗透色谱法测定的分子量(Mw)为103至106的共聚物,其可通过酸催化交联并且由以下组成:a)100-80mol。 式I和II的结构重复单元的比例为1:1至1:9,b)为0-20摩尔。 式III的结构重复单元的%(III)其中X和X'各自独立地是氢或可以通过酸的作用除去的保护基,基团R1各自独立地 的另一个是C 1 -C 5烷基,苯基或萘基或一起是1,2-亚苯基或 - [C(R 3)(R 4)] x - ,其中R 3和/或R 4 =氢或甲基,x为2至5, 基团R 2各自独立地为氢,C 1 -C 5烷基或C 1 -C 5烷氧基,R 5和R 7各自为氢,R 6为氢,卤素或甲基,R 8为氢,卤素,甲基,-CH 2卤素,-CH 2 CN,-CN ,-COOH,-CONH 2,-O-C 1 -C 5烷基,-O-CO-C 1 -C 5烷基,-COO-C 1 -C 5烷基,-COO-苯基或苯基,或R 5和R 6各自为氢,并且R 7和R 8一起为 -CO-O-CO-或各自独立地为-COOH或-COO-C 1 -C 5烷基。 所述共聚物与在光化辐射下形成酸的化合物一起适用于制备负性抗蚀剂体系。
    • 10. 发明授权
    • Positive photoresist having improved processing properties
    • 正光致抗蚀剂具有改进的加工性能
    • US5397680A
    • 1995-03-14
    • US249972
    • 1994-05-27
    • Ulrich SchadeliNorbert Munzel
    • Ulrich SchadeliNorbert Munzel
    • C08F12/22C08F12/00C08F22/36C08F22/40C08F222/40C08K5/20C08L25/00C08L25/18C08L33/04C08L33/24C08L35/00G03F7/004G03F7/039G03C1/73
    • G03F7/039C08F222/40
    • Polymers having a molecular weight (weight average) M.sub.w from 10.sup.3 to 10.sup.6, comprising recurring structural units of the formulae (I), (IIa) and (IIb) ##STR1## in which R.sub.1 is hydrogen or methyl, Y is a direct bond or a divalent radical of the formula (III) ##STR2## in which Z is a C.sub.1 -C.sub.6 alkylene group bound to the phenyl nucleus,OR.sub.2 is an acid-cleavable radical,in which R.sub.2 is C.sub.4 -C.sub.10 tert-alkyl, allyl, cyclohex-2-enyl, C.sub.6 -C.sub.14 aryl or C.sub.7 -C.sub.16 aralkyl which are unsubstituted or mono- or poly-substituted by C.sub.1 -C.sub.6 alkyl groups, C.sub.1 -C.sub.6 alkoxy groups or halogen atoms, trialkylsilyl or a group of the formulae (IV)-(VII) ##STR3## in which R.sub.8 is C.sub.1 -C.sub.6 alkyl, or C.sub.6 -C.sub.14 aryl or C.sub.7 -C.sub.16 aralkyl which are unsubstituted or mono- or poly-substituted by C.sub.1 -C.sub.6 alkyl groups, C.sub.1 -C.sub.6 alkoxy groups or halogen atoms,R.sub.3 and R.sub.4 independently of one another are hydrogen, C.sub.1 -C.sub.6 alkyl groups, C.sub.1 -C.sub.6 alkoxy groups or halogen atoms,R.sub.5 and R.sub.6 independently of one another are hydrogen or methyl,X is C.sub.1 -C.sub.6 alkylene and R.sub.7 is C.sub.1 -C.sub.6 alkyl, or C.sub.6 -C.sub.14 aryl or C.sub.7 -C.sub.16 aralkyl which are unsubstituted or mono- or poly-substituted by C.sub.1 -C.sub.6 alkyl groups, C.sub.1 -C.sub.6 alkoxy groups or halogen atoms, or is --CO--R.sub.8 in which R.sub.8 is as defined in formula (IV),are suitable for use in DUV positive photoresists which show greatly reduced delay time effects and are distinguished by a high thermal stability and high resolution capacity.
    • 具有式(I),(IIa)和(IIb)的重复结构单元的分子量(重均分子量)Mw为103〜106的聚合物(IIa)(IIb)(IIb) )其中R 1是氢或甲基,Y是直接键或式(III)的二价基团其中Z是与苯基结合的C 1 -C 6亚烷基,OR 2是酸 - C 1 -C 6烷基,C 1 -C 6烷氧基或卤素取代的未取代或单取代或多取代的C 1 -C 10烷基,烯丙基,环己-2-烯基,C 6 -C 14芳基或C 7 -C 16芳烷基 (VI)其中R 8为C 1 -C 6烷基或C 6 -C 6烷基的化合物(Ⅶ)(Ⅶ) C1-C6烷基,C1-C6烷氧基或卤素原子未取代或单取代或多取代的-C14芳基或C7-C16芳烷基,R3和R4彼此独立地是氢,C1-C6烷基,C1-C6烷氧基或 卤素原子,R5和R6独立地表示 另一个是氢或甲基,X是C1-C6亚烷基,R7是C1-C6烷基或C6-C14芳基或C7-C16芳烷基,它们是未取代的或被C1-C6烷基,C1-C6烷氧基或卤素单取代或多取代 或者是其中R8如式(IV)中所定义的-CO-R8,适用于DUV正性光致抗蚀剂,其显示出大大降低的延迟时间效应,并被高热稳定性和高分辨能力区分。