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    • 1. 发明授权
    • Photoresist composition
    • 光刻胶组成
    • US5800964A
    • 1998-09-01
    • US717779
    • 1996-09-24
    • Mitsuru SatoKazuyuki NittaHideo HadaTatsuya HashiguchiHiroshi KomanoToshimasa Nakayama
    • Mitsuru SatoKazuyuki NittaHideo HadaTatsuya HashiguchiHiroshi KomanoToshimasa Nakayama
    • G03F7/004G03F7/038G03F7/039H01L21/027
    • G03F7/0045Y10S430/12Y10S430/122
    • Disclosed is a novel and improved photoresist composition which comprises: (A) a film-forming resinous compound which is, in the presence of an acid, subject to a change in the solubility in an alkaline solution; and (B) an acid-generating agent capable of releasing an acid by the exposure to actinic rays which is an oxime sulfonate compound represented by the general formula NC--CR.sup.1 .dbd.N--O--SO.sub.2 --R.sup.2, in which R.sup.1 and R.sup.2 are, each independently from the other, an unsubstituted or halogen-substituted monovalent aliphatic hydrocarbon group, e.g., alkyl, cycloalkyl, alkenyl and cycloalkenyl groups. By virtue of the non-aromatic nature of the component (B) as well as good solubility thereof in organic solvents and high acid strength of the acid released therefrom, the composition is highly transparent to deep ultraviolet light even when the content of the component (B) is relatively large and the photosensitivity of the composition is very high so that the photoresist composition is capable of giving a patterned resist layer having excellent characteristics.
    • 公开了一种新颖且改进的光致抗蚀剂组合物,其包含:(A)在酸存在下,在碱溶液中溶解度变化的成膜树脂化合物; 和(B)能够通过暴露于由通式NC-CR1 = NO-SO2-R2表示的肟磺酸盐化合物的光化射线释放酸的酸产生剂,其中R 1和R 2各自独立地为 另一个,未取代或卤素取代的一价脂族烃基,例如烷基,环烷基,烯基和环烯基。 由于组分(B)的非芳香性质以及其在有机溶剂中的良好溶解性和从其释放的酸的高酸强度,组合物对于深紫外光是高度透明的,即使组分( B)相对较大并且组合物的光敏性非常高,使得光致抗蚀剂组合物能够提供具有优异特性的图案化抗蚀剂层。
    • 2. 发明授权
    • Cyanooxime sulfonate compound
    • 氰基肟磺酸盐化合物
    • US5714625A
    • 1998-02-03
    • US712884
    • 1996-09-12
    • Hideo HadaTatsuya HashiguchiHiroshi KomanoToshimasa Nakayama
    • Hideo HadaTatsuya HashiguchiHiroshi KomanoToshimasa Nakayama
    • G03F7/004C07C309/65C07C309/66C07C255/35
    • C07C309/65C07C309/66C07C2101/10C07C2101/16
    • Disclosed is a class of novel cyanooxime sulfonate compounds represented by the general formula NC--CR.sup.1 .dbd.N--O--SO.sub.2 --R.sup.2, in which R.sup.1 and R.sup.2 are, each independently from the other, an unsubstituted or halogen-substituted monovalent aliphatic hydrocarbon group selected from the group consisting of alkyl, cycloalkyl, alkenyl and cycloalkenyl groups. The group R.sup.1 is preferably a cycloalkenyl group, e.g. 1-cyclopentenyl or 1-cyclohexenyl group, and R.sup.2 is preferably a lower alkyl group having 1 to 4 carbon atoms. The compound releases an acid by the irradiation with ultraviolet light and is useful as an acid generating agent in an acid-sensitive photoresist composition. By virtue of the high transparency of the compound to ultraviolet, high acid strength of the acid generated therefrom and good solubility of the compound in organic solvents, the photoresist composition compounded with the compound as an acid generating agent is imparted with high sensitivity to ultraviolet and capable of giving a patterned resist layer having excellent characteristics.
    • 公开了一类由通式NC-CR1 = NO-SO2-R2表示的新型氰基肟磺酸盐化合物,其中R 1和R 2各自独立地为未取代或卤素取代的一价脂族烃基,其选自 由烷基,环烷基,烯基和环烯基组成的组。 基团R1优选为环烯基,例如 1-环戊烯基或1-环己烯基,R2优选为具有1〜4个碳原子的低级烷基。 该化合物通过紫外线照射而释放酸,并且可用作酸敏感光刻胶组合物中的酸产生剂。 由于化合物对紫外线的高透明度,由其产生的酸的高酸强度和化合物在有机溶剂中的良好溶解性,与作为酸产生剂的化合物混合的光致抗蚀剂组合物赋予对紫外线的高灵敏度, 能够赋予具有优异特性的图案化抗蚀剂层。
    • 3. 发明授权
    • Positive photoresist compositions and multilayer resist materials using
the same
    • 正型光致抗蚀剂组合物和使用其的多层抗蚀剂材料
    • US5728504A
    • 1998-03-17
    • US652389
    • 1996-05-23
    • Hiroshi HosodaSatoshi NiikuraAtsushi SawanoTatsuya HashiguchiKazuyuki NittaHidekatsu KoharaToshimasa Nakayama
    • Hiroshi HosodaSatoshi NiikuraAtsushi SawanoTatsuya HashiguchiKazuyuki NittaHidekatsu KoharaToshimasa Nakayama
    • G03F7/11G03F7/022G03F7/26H01L21/027G03F7/023
    • G03F7/022
    • A positive photoresist composition comprising (A) an alkali-soluble resin and (B) a light-sensitive component comprising at least one compound represented by the following general formula (I): ##STR1## where R.sup.1, R.sup.2 and R.sup.3 are each independently a hydrogen atom, an alkyl group having 1-3 carbon atoms or an alkoxy group having 1-3 carbon atoms; R.sup.4 is a hydrogen atom or an alkyl group having 1-3 carbon atoms; a, b and c are an integer of 1-3; l, m and n are an integer of 1-3, in which at least part of the hydroxyl groups present are esterified with a quinonediazidosulfonic acid and a sulfonic acid which has a group represented by the following formula (II): --SO.sub.2 --R.sup.5 (II) where R.sup.5 is a substituted or unsubstituted alkyl group, an alkenyl group or a substituted or unsubstituted aryl group, thereby forming a mixed ester, and a multilayer resist material in which a positive photoresist layer formed of said positive photoresist composition is provided on an anti-reflective coating over a substrate are capable of forming high-resolution resist patterns with good cross-sectional profiles and permit a wider margin of exposure and better depth-of-focus characteristics.
    • 一种正性光致抗蚀剂组合物,其包含(A)碱溶性树脂和(B)包含至少一种由以下通式(I)表示的化合物的光敏性组分:其中R 1,R 2和R 3是 各自独立地为氢原子,具有1-3个碳原子的烷基或具有1-3个碳原子的烷氧基; R4是氢原子或具有1-3个碳原子的烷基; a,b和c为1-3的整数; l,m和n是1-3的整数,其中存在的羟基的至少一部分与醌二叠氮磺酸和具有下式(II)表示的基团的磺酸酯化:-SO 2 -R 5 (II)其中R5是取代或未取代的烷基,烯基或取代或未取代的芳基,从而形成混合酯,以及多层抗蚀剂材料,其中由所述正性光致抗蚀剂组合物形成的正性光致抗蚀剂层设置在 衬底上的抗反射涂层能够形成具有良好横截面轮廓的高分辨率抗蚀剂图案,并允许更宽的曝光余量和更好的聚焦深度特性。