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    • 6. 发明授权
    • Positive photoresist composition and method of forming resist pattern
    • 正型光致抗蚀剂组合物和形成抗蚀剂图案的方法
    • US07629105B2
    • 2009-12-08
    • US10566425
    • 2004-09-17
    • Akiyoshi YamazakiKazuo TaniNaoto MotoikeSatoshi MaemoriSachiko Yoshizawa
    • Akiyoshi YamazakiKazuo TaniNaoto MotoikeSatoshi MaemoriSachiko Yoshizawa
    • G03F7/004G03F7/30
    • G03F7/0045G03F7/0397Y10S430/106Y10S430/111
    • A positive resist composition that includes a resin component (A), which contains acid dissociable, dissolution inhibiting groups and exhibits increased alkali solubility under the action of acid, and an acid generator component (B) that generates acid on exposure, wherein the resin component (A) is a copolymer (A1) containing a first structural unit (a1) derived from hydroxystyrene and a second structural unit (a2) derived from a (meth)acrylate ester having an alcoholic hydroxyl group, in which a portion of the hydroxyl groups of the structural units (a1) and the alcoholic hydroxyl groups of the structural units (a2) have been protected with the acid dissociable, dissolution inhibiting groups; and either the acid generator component (B) includes a diazomethane-based acid generator and an onium salt-based acid generator; or the composition further contains a compound, which contains at least one acid dissociable, dissolution inhibiting group, and generates an organic carboxylic acid under the action of acid generated from the component (B).
    • 一种正性抗蚀剂组合物,其包含含有酸解离的溶解抑制基团并在酸的作用下表现出增加的碱溶解性的树脂组分(A)和在曝光时产生酸的酸产生剂组分(B),其中所述树脂组分 (A)是含有由羟基苯乙烯衍生的第一结构单元(a1)和衍生自具有醇羟基的(甲基)丙烯酸酯的第二结构单元(a2)的共聚物(A1),其中一部分羟基 的结构单元(a1)和结构单元(a2)的醇羟基已经被酸解离的溶解抑制基团保护; 并且酸产生剂组分(B)包括重氮甲烷基酸生成剂和鎓盐型酸发生剂; 或者组合物还含有含有至少一个酸解离的溶解抑制基团并在由组分(B)产生的酸的作用下产生有机羧酸的化合物。
    • 7. 发明授权
    • Positive resist composition
    • 正抗蚀剂组成
    • US6159652A
    • 2000-12-12
    • US20408
    • 1998-02-09
    • Mitsuru SatoKazuyuki NittaAkiyoshi YamazakiEtsuko IguchiYoshika SakaiKazufumi SatoToshimasa Nakayama
    • Mitsuru SatoKazuyuki NittaAkiyoshi YamazakiEtsuko IguchiYoshika SakaiKazufumi SatoToshimasa Nakayama
    • G03F7/004G03F7/039
    • G03F7/039G03F7/0045Y10S430/106
    • Disclosed is an improved, chemically-amplifying positive resist composition for radiations, especially UV rays, deep-UV rays, excimer laser beams, X-rays, electron beams. The composition comprises (A) a resin component whose solubility in an alkaline aqueous solution is increased by the action of acids, (B) a compound which generates an acid when exposed to radiations, and (A) a resin component, (B) an acid-generating agent and (C) an organic carboxylic acid compound, in which said resin component (A) is a mixture comprising (a) a polyhydroxystyrene where from 10 to 60 mol % of the hydroxyl groups have been substituted by residues of a general formula (I): ##STR1## wherein R.sup.1 represents a hydrogen atom or a methyl group, R.sup.2 represents a methyl group or an ethyl group, and R.sup.3 represents a lower alkyl group having 1 to 4 carbon atoms;and (b) a polyhydroxystyrene where from 10 to 60 mol % of the hydroxyl groups have been substituted by tert-butoxy-carbonyloxy groups. The composition has a high sensitivity, a high resolution, high heat resistance, good width characteristic in focus depth and good post-exposure storage stability, has good storage stability as a resist solution, and gives resist patterns with good profiles, without depending on the substrate to which it is applied. The composition is useful for forming fine patterns in producing ultra-LSIs.
    • 公开了用于辐射,特别是紫外线,深紫外线,准分子激光束,X射线,电子束的改进的化学增幅正性抗蚀剂组合物。 该组合物包含(A)通过酸的作用在碱性水溶液中的溶解度增加的树脂成分,(B)暴露于辐射时产生酸的化合物,(A)树脂成分,(B) 酸性发生剂和(C)有机羧酸化合物,其中所述树脂组分(A)是包含(a)多羟基苯乙烯的混合物,其中10至60mol%的羟基已被一般的残基取代 式(I):其中R1表示氢原子或甲基,R2表示甲基或乙基,R3表示碳原子数1〜4的低级烷基。 和(b)聚羟基苯乙烯,其中10至60摩尔%的羟基已被叔丁氧基 - 羰基氧基取代。 该组合物具有高灵敏度,高分辨率,高耐热性,聚焦深度的良好宽度特性和良好的曝光后储存稳定性,作为抗蚀剂溶液具有良好的储存稳定性,并且具有良好外形的抗蚀剂图案,而不依赖于 底物。 该组合物可用于在制造超LSI时形成精细图案。
    • 8. 发明授权
    • Chemical-sensitization photoresist composition
    • 化学增感光刻胶组合物
    • US5908730A
    • 1999-06-01
    • US898320
    • 1997-07-22
    • Kazuyuki NittaKazufumi SatoAkiyoshi YamazakiYoshika SakaiToshimasa Nakayama
    • Kazuyuki NittaKazufumi SatoAkiyoshi YamazakiYoshika SakaiToshimasa Nakayama
    • G03F7/004G03F7/038G03F7/039
    • G03F7/038G03F7/0045G03F7/039
    • Proposed is a positive- or negative-working chemical-sensitization photoresist composition having advantages in respect of the contrast and resolution of patterning, photosensitivity and cross sectional profile of the patterned resist layer as well as in respect of stability of the latent image formed by pattern-wise exposure to light before post-exposure baking treatment. The composition comprises: (A) 100 parts by weight of a film-forming resinous ingredient which causes a change, i.e. increase or decrease, of solubility in an aqueous alkaline solution by the interaction with an acid; and (B) from 0.5 to 20 parts by weight of a radiation-sensitive acid-generating agent which is a diazomethane compound represented by the general formulaR.sup.1 --SO.sub.2 --C(.dbd.N.sub.2)--SO.sub.2 --R.sup.2,in which R.sup.1 and R.sup.2 are each, independently from the other, a monovalent cyclic group substituted on the cyclic nucleus by an acid-dissociable group such as a tert-butoxycarbonyl and acetal groups.
    • 提出了一种正性或负性的化学增感光致抗蚀剂组合物,其在图案化抗蚀剂层的图案的对比度和分辨率,光敏性和横截面轮廓方面以及关于通过图案形成的潜像的稳定性方面具有优势 在曝光前烘烤处理下曝光。 该组合物包含:(A)100重量份成膜树脂成分,其通过与酸的相互作用而引起在碱性水溶液中的溶解度的改变,即增加或减少; 和(B)0.5〜20重量份的辐射敏感性酸产生剂,其为通式R 1 -SO 2 -C(= N 2)-SO 2 -R 2表示的重氮甲烷化合物,其中R 1和R 2为 各自独立地是通过酸解离基团如叔丁氧基羰基和缩醛基在环状核上取代的一价环状基团。
    • 9. 发明授权
    • Positive resist composition
    • 正抗蚀剂组成
    • US5955240A
    • 1999-09-21
    • US738784
    • 1996-10-29
    • Kazufumi SatoKazuyuki NittaAkiyoshi YamazakiYoshika SakaiToshimasa Nakayama
    • Kazufumi SatoKazuyuki NittaAkiyoshi YamazakiYoshika SakaiToshimasa Nakayama
    • G03F7/004G03F7/039H01L21/027
    • G03F7/0392G03F7/0045Y10S430/106
    • Disclosed is an improved, chemically-amplifying positive resist composition for radiations, especially UV rays, deep-UV rays, excimer laser beams, X-rays, electron beams. The composition comprises (A) a resin component whose solubility in an alkaline aqueous solution is increased by the action of acids, (B) a chemical compound which generates an acid when exposed to radiations, and (C) an organic carboxylic acid compound and (D) an amine, in which said resin component (A) is a mixture comprising (a) a polyhydroxystyrene having a weight-average molecular weight of from 8,000 to 25,000 and a molecular weight distribution (Mw/Mn) of 1.5 or less where from 10 to 60 mol % of the hydroxyl groups have been substituted by residues of a general formula (I): ##STR1## wherein R.sup.1 represents a hydrogen atom or a methyl group, R.sup.2 represents a methyl group or an ethyl group, and R.sup.3 represents a lower alkyl group having 1 to 4 carbon atoms;and (b) a polyhydroxystyrene having a weight-average molecular weight of from 8,000 to 25,000 and a molecular weight distribution (M.sub.w /M.sub.n) of 1.5 or less where from 10 to 60 mol % of the hydroxyl groups have been substituted by tert-butoxycarbonyloxy groups. The composition has a high sensitivity, a high resolution, high heat resistance, good width characteristic in focus depth and good post-exposure storage stability, has good storage stability as a resist solution, and gives resist patterns with good profiles, without depending on the substrate to which it is applied. The composition is useful for forming fine patterns in producing ultra-LSIs.
    • 公开了用于辐射,特别是紫外线,深紫外线,准分子激光束,X射线,电子束的改进的化学增幅正性抗蚀剂组合物。 该组合物包含(A)通过酸的作用在碱性水溶液中的溶解度增加的树脂成分,(B)暴露于辐射时产生酸的化合物,(C)有机羧酸化合物和( D)胺,其中所述树脂组分(A)是包含(a)重均分子量为8,000至25,000的聚羟基苯乙烯和分子量分布(Mw / Mn)为1.5以下的混合物,其中, 10〜60mol%的羟基已被通式(I)的残基取代:其中R1表示氢原子或甲基,R2表示甲基或乙基,R3表示低级烷基 具有1至4个碳原子; 和(b)重均分子量为8,000〜25,000,分子量分布(Mw / Mn)为1.5以下的聚羟基苯乙烯,其中10〜60摩尔%的羟基已被叔丁氧羰基氧基 团体 该组合物具有高灵敏度,高分辨率,高耐热性,聚焦深度的良好宽度特性和良好的曝光后储存稳定性,作为抗蚀剂溶液具有良好的储存稳定性,并且具有良好外形的抗蚀剂图案,而不依赖于 底物。 该组合物可用于在制造超LSI时形成精细图案。