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    • 3. 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。
    • 4. 发明授权
    • Composition for forming antireflective coating film and method for forming resist pattern using same
    • 用于形成抗反射涂膜的组合物和使用其形成抗蚀剂图案的方法
    • US06268108B1
    • 2001-07-31
    • US09116460
    • 1998-07-16
    • Etsuko IguchiMasakazu KobayashiHiroshi KomanoToshimasa Nakayama
    • Etsuko IguchiMasakazu KobayashiHiroshi KomanoToshimasa Nakayama
    • G03F7004
    • G03F7/091
    • The present invention provides a composition for forming an antireflective coating film which is not liable to intermixing between the resist composition layer and the antireflective coating layer and a method for forming a resist pattern having an excellent dimensional accuracy and section shape. The composition consists of (A) a compound which produces an acid upon irradiation with actinic rays, (B) a compound which undergoes crosslinking reaction in the presence of an acid, (C) a dye and (D) an organic solvent. The method for forming a resist pattern comprises applying the composition for forming an antireflective coating film to a semiconductor substrate, drying the composition coated, irradiating the entire surface of the coated material with actinic rays so that it undergoes crosslinking reaction to form an antireflective coating film thereon, applying a resist composition to the antireflective coating film, drying the coated material, and then subjecting the coated material to lithographic processing to form a resist pattern thereon.
    • 本发明提供了一种用于形成不易于在抗蚀剂组合物层和抗反射涂层之间混合的抗反射涂膜的组合物和形成具有优异的尺寸精度和截面形状的抗蚀剂图案的方法。 组合物由(A)在光化射线照射时产生酸的化合物,(B)在酸存在下进行交联反应的化合物,(C)染料和(D)有机溶剂。 形成抗蚀剂图案的方法包括将用于形成抗反射涂膜的组合物施加到半导体衬底上,干燥涂覆的组合物,用光化射线照射涂覆材料的整个表面,使其经历交联反应以形成抗反射涂膜 在其上涂布抗蚀剂组合物到抗反射涂膜上,干燥涂覆的材料,然后对涂覆材料进行光刻处理以在其上形成抗蚀剂图案。
    • 5. 发明授权
    • Compounds for use in a positive-working resist composition
    • 用于正性抗蚀剂组合物的化合物
    • US5929271A
    • 1999-07-27
    • US912123
    • 1997-08-15
    • Hideo HadaKazufumi SatoHiroshi KomanoToshimasa Nakayama
    • Hideo HadaKazufumi SatoHiroshi KomanoToshimasa Nakayama
    • C07C69/013G03F7/004G03F7/039C07C69/74
    • C07C69/013G03F7/0045G03F7/039Y10S430/115Y10S430/122
    • Proposed is novel compounds for use in a chemical-sensitization positive-working photoresist composition used in the photolithographic patterning process for the manufacture of fine electronic devices, which is capable of giving, with high photosensitivity to ArF excimer laser beams, a patterned resist layer having an excellently orthogonal cross sectional profile and high resistance against dry etching and exhibiting good adhesion to the substrate surface. While the composition comprises (A) a film-forming resinous ingredient which causes an increase of alkali solubility by interacting with an acid and (B) a radiation-sensitive acid-generating agent, the most characteristic feature of the invention consists in the use of a specific acrylic resin as the component (A), which comprises the monomeric units of a (meth)acrylic acid ester of hydroxy bicyclo�3.1.1!heptanone unsubstituted or substituted by an alkyl group such as hydroxypinanone (meth)acrylate, optionally, in combination with the monomeric units derived from (meth)acrylic acid and/or tert-butyl (meth)acrylate in a molar fraction of 3:7 to 7:3.
    • 提出了用于制造精细电子器件的光刻图案化方法中使用的化学增感正性光致抗蚀剂组合物中的新化合物,其能够赋予ArF准分子激光束具有高光敏性的图案化抗蚀剂层,其具有 具有优异的正交横截面轮廓和高耐干腐蚀性,并且对基材表面表现出良好的粘合性。 虽然组合物包含(A)通过与酸相互作用引起碱溶解度增加的成膜树脂成分和(B)辐射敏感的酸产生剂,但是本发明的最特征在于使用 作为组分(A)的特定丙烯酸树脂,其包含未被取代或被烷基如羟基酮(甲基)丙烯酸酯取代的羟基双环[3.1.1]庚酮的(甲基)丙烯酸酯的单体单元, 与来自(甲基)丙烯酸和/或(甲基)丙烯酸叔丁酯的单体单元组合,摩尔分数为3:7至7:3。
    • 8. 发明授权
    • Positive-working resist composition
    • 正面抗蚀剂组成
    • US6077644A
    • 2000-06-20
    • US207202
    • 1998-12-08
    • Hideo HadaKazufumi SatoHiroshi KomanoToshimasa Nakayama
    • Hideo HadaKazufumi SatoHiroshi KomanoToshimasa Nakayama
    • C07C69/013G03F7/004G03F7/039
    • C07C69/013G03F7/0045G03F7/039Y10S430/115Y10S430/122
    • Proposed is a novel chemical-sensitization positive-working photoresist composition used in the photolithographic patterning process for the manufacture of fine electronic devices, which is capable of giving, with high photosensitivity to ArF excimer laser beams, a patterned resist layer having an excellently orthogonal cross sectional profile and high resistance against dry etching and exhibiting good adhesion to the substrate surface. While the composition comprises (A) a film-forming resinous ingredient which undergoes an increase of alkali solubility by interacting with an acid and (B) a radiation-sensitive acid-generating agent, the most characteristic feature of the invention consists in the use of a specific acrylic resin as the component (A), which comprises the monomeric units of a (meth)acrylic acid ester of hydroxy bicyclo[3.1.1]heptanone unsubstituted or substituted by an alkyl group such as hydroxypinanone (meth)acrylate, optionally, in combination with the monomeric units derived from (meth)acrylic acid and/or tert-butyl (meth)acrylate in a molar fraction of 3:7 to 7:3.
    • 提出了用于制造精细电子器件的光刻图案化工艺中的新型化学增感正性光致抗蚀剂组合物,其能够赋予ArF准分子激光束具有高光敏性的具有良好正交交叉的图案化抗蚀剂层 截面轮廓和高抗干蚀刻性,并且对基材表面具有良好的粘合性。 虽然组合物包含(A)通过与酸相互作用而增加碱溶解度的成膜树脂成分和(B)辐射敏感的酸产生剂,但是本发明的最特征在于使用 作为组分(A)的特定丙烯酸树脂,其包含未被取代或被烷基如羟基酮(甲基)丙烯酸酯取代的羟基双环[3.1.1]庚酮的(甲基)丙烯酸酯的单体单元, 与来自(甲基)丙烯酸和/或(甲基)丙烯酸叔丁酯的单体单元组合,摩尔分数为3:7至7:3。
    • 9. 发明授权
    • Cyano group-containing oxime sulfonate compounds
    • 含氰基的肟磺酸盐化合物
    • US5892095A
    • 1999-04-06
    • US791814
    • 1997-01-30
    • Hideo HadaHiroshi KomanoToshimasa Nakayama
    • Hideo HadaHiroshi KomanoToshimasa Nakayama
    • C07C307/02C07C309/65C07C309/66C07C309/73G03F7/004G03F7/038G03F7/039H01L21/027C07C255/00G03F5/16G03F7/022
    • C07C309/66C07C309/65C07C309/73G03F7/0045
    • Disclosed is a novel positive-working or negative-working chemical-sensitization photoresist composition useful in the photolithographic patterning works for the manufacture of electronic devices. The photoresist composition is characterized by a unique acid-generating agent capable of releasing an acid by the pattern-wise exposure of the resist layer to actinic rays so as to increase or decrease the solubility of the resist layer in an aqueous alkaline developer solution. The acid-generating agent proposed is a novel cyano group-containing oxime sulfonate di- or triester compound represented by the general formulaA�C(CN).dbd.N--O--SO.sub.2 --R!.sub.n,in which each R is, independently from the others, an unsubstituted or substituted monovalent hydrocarbon group such as alkyl groups, A is a divalent or tervalent organic group or, preferably, phenylene group and the subscript n is 2, when A is a divalent group, or 3, when A is a tervalent group or, preferably 2. Since more than one of sulfonic acid molecules are released from one molecule of the sulfonate compound by the exposure to actinic rays, the chemical-sensitization photoresist composition exhibits high photosensitivity.
    • 公开了一种用于制造电子器件的光刻图案化工艺中的新型正性或负性化学增感光致抗蚀剂组合物。 光致抗蚀剂组合物的特征在于能够通过抗蚀剂层与光化射线的图案曝光而释放酸的独特的酸产生剂,从而增加或降低抗蚀剂层在碱性显影剂水溶液中的溶解度。 所提出的酸产生剂是由通式A [C(CN)= NO-SO 2 -R] n表示的新的含氰基的肟磺酸酯二酯或三酯化合物,其中每个R独立地为 未取代或取代的一价烃基如烷基,A是二价或三价有机基团,或优选亚苯基,下标n为2,当A为二价基团时,或3,当A为三价基团或 ,优选2.由于通过暴露于光化射线,一个以上的磺酸分子从一分子的磺酸酯化合物中释放出来,化学增感光致抗蚀剂组合物表现出高的光敏性。