CN1981240B - 使用乙烯基醚交联剂的减反射涂层 - Google Patents

使用乙烯基醚交联剂的减反射涂层 Download PDF

Info

Publication number
CN1981240B
CN1981240B CN2005800132461A CN200580013246A CN1981240B CN 1981240 B CN1981240 B CN 1981240B CN 2005800132461 A CN2005800132461 A CN 2005800132461A CN 200580013246 A CN200580013246 A CN 200580013246A CN 1981240 B CN1981240 B CN 1981240B
Authority
CN
China
Prior art keywords
composition
compound
layer
vinyl ether
base material
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Active
Application number
CN2005800132461A
Other languages
English (en)
Other versions
CN1981240A (zh
Inventor
D·J·格雷罗
R·C·考克斯
M·W·维默
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Brewer Science Inc
Original Assignee
Brewer Science Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Brewer Science Inc filed Critical Brewer Science Inc
Publication of CN1981240A publication Critical patent/CN1981240A/zh
Application granted granted Critical
Publication of CN1981240B publication Critical patent/CN1981240B/zh
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/0045Photosensitive materials with organic non-macromolecular light-sensitive compounds not otherwise provided for, e.g. dissolution inhibitors
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/09Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers
    • G03F7/091Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers characterised by antireflection means or light filtering or absorbing means, e.g. anti-halation, contrast enhancement
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00Ethers; Compounds having groups, groups or groups
    • C07C43/02Ethers
    • C07C43/03Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
    • C07C43/14Unsaturated ethers
    • C07C43/164Unsaturated ethers containing six-membered aromatic rings
    • C07C43/166Unsaturated ethers containing six-membered aromatic rings having unsaturation outside the aromatic rings
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/039Macromolecular compounds which are photodegradable, e.g. positive electron resists
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/039Macromolecular compounds which are photodegradable, e.g. positive electron resists
    • G03F7/0392Macromolecular compounds which are photodegradable, e.g. positive electron resists the macromolecular compound being present in a chemically amplified positive photoresist composition
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/09Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers
    • G03F7/095Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers having more than one photosensitive layer
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/09Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers
    • G03F7/11Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers having cover layers or intermediate layers, e.g. subbing layers
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/16Coating processes; Apparatus therefor
    • G03F7/168Finishing the coated layer, e.g. drying, baking, soaking
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/26Processing photosensitive materials; Apparatus therefor
    • G03F7/40Treatment after imagewise removal, e.g. baking
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/09Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers
    • G03F7/094Multilayer resist systems, e.g. planarising layers
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S438/00Semiconductor device manufacturing: process
    • Y10S438/942Masking
    • Y10S438/948Radiation resist
    • Y10S438/952Utilizing antireflective layer
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/31504Composite [nonstructural laminate]
    • Y10T428/31652Of asbestos
    • Y10T428/31667Next to addition polymer from unsaturated monomers, or aldehyde or ketone condensation product
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/31504Composite [nonstructural laminate]
    • Y10T428/31678Of metal
    • Y10T428/31692Next to addition polymer from unsaturated monomers
    • Y10T428/31699Ester, halide or nitrile of addition polymer
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/31504Composite [nonstructural laminate]
    • Y10T428/31855Of addition polymer from unsaturated monomers
    • Y10T428/31935Ester, halide or nitrile of addition polymer

Landscapes

  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Architecture (AREA)
  • Engineering & Computer Science (AREA)
  • Structural Engineering (AREA)
  • Materials For Photolithography (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Exposure Of Semiconductors, Excluding Electron Or Ion Beam Exposure (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Paints Or Removers (AREA)

Abstract

提供了新颖的可湿显影的减反射涂层组合物及其使用方法。所述组合物包含与交联剂和光致生酸剂一起溶解在溶剂体系中的、包含酸官能团的聚合物和/或低聚物。优选的酸官能团是羧酸,优选的交联剂是乙烯基醚交联剂。在使用时,将所述组合物施涂到基材上,并进行热交联。在曝光的时候,固化的组合物将解交联,使得它们可溶于常规的光刻胶显影溶液(例如碱性光刻胶)。

Description

使用乙烯基醚交联剂的减反射涂层
联邦资助的研究/开发项目
本发明在美国军方空间和导弹防御指挥部(U.S.Army Space and MissileDefense Command)给予的第DASG60-01-C-0047号合同的资助下进行。美国政府享有本发明的一部分权利。
发明背景
相关申请
本申请要求2004年4月29日提交的名为ANTI-REFLECTIVE COATINGUSING VINYL ETHER CROSSLINKERS的临时申请第60/566,329号的优先权,该申请全文参考结合入本文中。
发明领域
本发明涉及新颖的可湿显影减反射涂层组合物及其使用方法。
现有技术描述
随着特征尺寸减小至小于110纳米,半导体工业需要新的更加先进的材料以达到设定的目标。需要对光刻胶和底部减反射涂层进行改进,以获得高分辨率的光刻目标。例如,由于新的光刻胶比老一代的材料薄得多,在底部减反射涂层和基材蚀刻步骤中发生的光刻胶厚度损失成了重要的问题。在光刻胶厚度减小的同时,并不能期望底部减反射涂层厚度以相同的速度减小,这使得光刻胶损失的问题进一步复杂化。一种解决该问题的方法是通过使用可湿显影的底部减反射涂层,取消底部减反射涂层蚀刻步骤。
可湿显影的底部减反射涂层通常使用可溶于碱性介质的聚酰胺酸作为聚合物粘合剂,使得可以在光刻胶显影的时候除去底部减反射涂层。通过在加热条件下使酰胺酸转化为酰亚胺,使得这些常规的可湿显影的底部减反射涂层不溶于光刻胶溶剂。该工艺可顺利进行,但是它具有两个局限性:(1)使得底部减反射涂层不溶于有机溶剂、但是可溶于碱性显影剂的烘焙温度范围可能很窄(小于10℃);(2)所述湿显影工艺是各向同性的,这意味着底部减反射涂层垂直方向的去除速率与水平方向的速率相等,这对光刻线路造成侧壁腐蚀。尽管对于较大的几何结构(大于0.2微米),这并不算问题,但是对于较小的光刻线路尺寸,这很容易导致线路上升和线路破裂。
发明简述
本发明通过提供新颖的、可用于微电子器件制造的可湿显影组合物,克服了现有技术的可湿显影减反射涂层的问题。
更具体来说,本发明的组合物包含溶解或分散在溶剂体系中的选自以下的化合物:聚合物、低聚物和它们混合物。以组合物中所有组分的总重量为100重量%计,所述组合物中的化合物的含量优选约为0.5-10重量%,优选约为0.5-5重量%,更优选约为1-4重量%。
如果所述化合物是聚合物,优选其平均分子量约为1,000-100,000道尔顿,更优选约为1,000-25,000道尔顿。优选的聚合物包括选自以下的聚合物:脂族聚合物、丙烯酸酯、甲基丙烯酸酯、聚酯、聚碳酸酯、酚醛清漆、聚酰胺酸或它们的混合物。
如果所述化合物是低聚物,优选其分子量约为500-3,000道尔顿,更优选约为500-1,500道尔顿。优选的低聚物包括取代和未取代的丙烯酸酯、甲基丙烯酸酯、酚醛清漆、异氰尿酸酯、缩水甘油醚或它们的混合物。
无论所述化合物是低聚物或聚合物,无论聚合物主链或低聚物核是何种结构,该化合物优选包含酸官能团。以该化合物的总重量为100重量%计,所述化合物中酸基团的含量优选至少约为5重量%,更优选约为5-90重量%,更优选约为5-50重量%。优选的酸基团是非酚基团,例如羧酸(-COOH)。
与现有技术中的组合物不同,所述酸基优选未被保护基团保护。也即是说至少约95%,优选至少约98%,优选约100%的酸基团无保护基团。保护基团是阻止酸反应的保护基团。
由于保护基团并不是本发明必需的,还优选所述化合物不对酸敏感。对酸敏感的聚合物或低聚物是指包含在存在酸的条件下能够被除去、分解或以其它方式转化的保护基团的聚合物或低聚物。
在另一实施方式中,可使用被保护的酸基团和未受保护的酸基团的结合。在这些实施方式中,被保护的酸基团与未被保护的酸基团的摩尔比约为1:3至3:1,更优选约为1:2至1:1。
还优选本发明的组合物包含发色团(光衰减化合物或部分)。发色团可以与化合物结合(与化合物上的官能团结合,或者直接与聚合物主链或低聚物核结合),或者发色团可以简单地物理混合在所述组合物中。以化合物的总重量为100重量%计,组合物中发色团的含量应约为5-50重量%,优选约为20-40重量%。根据用来处理所述组合物的波长选择发色团。例如,在248纳米的波长下,优选的发色团包括萘(例如萘甲酸甲基丙烯酸酯、3,7-二羟基萘甲酸)、杂环发色团、咔唑、蒽(例如甲基丙烯酸-9-蒽甲酯,9-蒽羧酸)或上述化合物的官能部分。在193纳米的波长下,优选的发色团包括取代的和未取代的苯基、杂环发色团(例如呋喃环、噻吩环)或者上述基团的官能部分。优选的本发明化合物还可包含交联剂。
优选的交联剂是乙烯基醚交联剂。优选的是,所述乙烯基醚交联剂是多官能的,更优选是三官能和四官能的。
优选的乙烯基醚交联剂具有以下化学式
R-(X-O-CH=CH2)n
式中R选自芳基(优选C6-C12)和烷基(优选C1-C18,更优选C1-C10),各X独立地选自:烷基(优选C1-C18,更优选C1-C10);烷氧基(优选C1-C18,更优选C1-C10);羧基;以及一个或多个上述基团的组合,n为2-6。最优选的乙烯基醚交联剂包括选自以下的基团:乙二醇乙烯基醚,三羟甲基丙烷三乙烯基醚,1,4-环己烷二甲醇二乙烯基醚,或它们的混合物。另一种优选的乙烯基醚交联剂具有选自以下的结构式:
优选的组合物还包含催化剂。优选的催化剂是生酸剂(acid generator),特别是光致生酸剂(photoacid generator)(″PAG,″同时包括离子型的和/或非离子型的)。任何能够在光的存在下制得酸的PAG都是合适的。优选的PAG包括鎓盐(例如全氟磺酸三苯基锍,如全氟丁基磺酸三苯基锍(triphenyl sulfonium nonaflate)和三氟甲磺酸三苯基锍(triphenyl sulfonium triflate)),磺酸肟(例如CIBA销售的商品名为的商品),和三嗪(例如购自Midori Kagaku公司的
Figure S05813246120061030D000043
以所述组合物中聚合物和低聚物固体的总重量为100重量%计,该组合物优选包含约0.1-10重量%的催化剂,更优选包含约1-5重量%的催化剂。
应当理解,该组合物中还可包含大量其它的任选组分。通常的任选组分包括表面活性剂、胺碱和助粘剂。
与实施方式无关,所述减反射组合物是通过简单地将聚合物、低聚物或其混合物分散或溶解在合适的溶剂体系中制得的,优选该分散或溶解过程在常规条件下进行足够的时间,以形成相当均匀的分散体。其他组分(例如交联剂,PAG)优选与所述化合物一起分散或溶解在溶剂体系中。
优选的溶剂体系包含选自以下的溶剂:丙二醇甲醚乙酸酯(PGMEA),丙二醇甲醚(PGME),丙二醇正丙醚(PnP),乳酸乙酯或它们的混合物。较佳的是,所述溶剂体系的沸点约为50-250℃,更优选约为100-175℃。以组合物的总重量为100重量%计,所述溶剂体系的用量应约为80-99重量%,优选约为95-99重量%。
将所述组合物施涂到基材(例如微电子基材)上的方法简单地包括通过任何已知的施涂方法(包括旋涂)将一定量的所述组合物施涂到基材表面上。所述基材可以是任何常规的电路基材,合适的基材可以是平坦的,或者可包括形貌结构(例如接触孔或通孔、沟槽)。示例性的基材包括硅、铝、钨、硅化钨、砷化镓、锗、钽、亚硝酸钽、SiGe、低k介电层、介电层(例如二氧化硅)和离子注入层。
达到所需覆盖之后,应将所得的层加热至大约100-250℃,优选加热至大约120-200℃,使得层中的化合物交联。在聚合物或低聚物包含羧酸基,且交联剂是乙烯基醚交联剂的实施方式中,所述交联的聚合物或低聚物将包含下式所示的缩醛链:
所述交联层将充分交联,使其基本不溶于常规的光刻胶溶剂。因此,当对其进行剥离试验的时候,本发明涂层的剥离百分比约小于5%,优选约小于1%,更优选约为0%。剥离试验包括首先测定固化层的厚度(在五个不同的区域测量,然后取平均值)。这是平均初始膜厚。然后将溶剂(例如乳酸乙酯)在固化的膜上搅拌约10秒钟,然后在大约2000-3500rpm的转速下离心干燥20-30秒,以除去溶剂。使用椭圆光度法在晶片上的五个不同的点上再次测量厚度,确定这些测量的平均值。这是最终平均膜厚度。
剥离量是初始平均膜厚和最终平均膜厚之差。剥离百分比为:
Figure S05813246120061030D000052
所述交联的层还具有优良的吸光性。在所用的波长(例如157纳米,193纳米,248纳米,365纳米)下,所述固化的减反射层的n值至少约为1.3,优选约为1.4-2.0,k值至少约为0.1,优选约为0.2-0.8。在所用的波长(例如157纳米,193纳米,248纳米,365纳米)下,所述固化的层的OD至少约为5/微米,优选约为5-15/微米,更优选约为10-15微米。
在这些层固化以后,可以根据具体制造过程的需要进行以后的步骤。例如可以将光刻胶施涂在固化的层上,然后通过暴露于合适波长的光,再对曝光后的光刻胶进行显影,从而形成图案。较佳的是,当光刻胶曝光的时候,本发明的涂层也曝光,在曝光的时候,PAG生成酸,这种酸使得层中的化合物“解交联”。也即是说,酸使得化合物和交联剂在热交联的时候形成的键断裂。当羧酸是聚合物或低聚物上的酸基团的时候,解交联会形成组合物中原本含有的相同聚合物或低聚物,以及醇和乙酰基醛。下面的历程显示了该反应(其中R表示聚合物主链或低聚物核,R’表示乙烯基醚交联剂余下的部分)。
应理解在发生这种解交联之后,本发明的涂层变得可以湿显影。也即是说,可以使用氢氧化四甲基铵和KOH显影剂之类的常规水性显影剂将已经曝光的固化的组合物基本(优选完全)除去。一些这样的显影剂是在市场上购得的商品名为PD523AD(购自JSR Micro),MF-319(购自美国马萨诸塞州Shipley)和NMD3(购自日本TOK)的显影剂。至少约95%,优选至少约99%,更优选100%的本发明的涂层将被氢氧化四甲基铵和/或KOH显影剂之类的碱显影剂除去。这种曝光之后在市售可得的显影剂中的高溶解百分率可以缩短生产过程并降低成本,因此相对于现有技术具有显著的优点。
优选实施方式详述
以下实施例描述了本发明的优选方法。但是应当理解,这些实施例仅仅是说明性的,不会对本发明的总体范围构成限制。
材料和方法
1.四官能乙烯基醚交联剂的室内制备
FW:  449.79       88.11     23478.55
gr:  3.6976       2.9       0.8
mmol:8.22         32.9      34.8
该反应在250毫升的三颈圆底烧瓶中,在氮气气氛下进行。Na方粒料在使用前用己烷淋洗,以除去矿物油,快速置于管瓶中进行称重,然后转移入含有50毫升THF的烧瓶中。用加液漏斗滴加(约15分钟)醇的THF溶液(20毫升),然后加热至回流,直至所有Na溶解(约30分钟)。该溶液为淡黄色均一溶液。将溶于THF的四溴杜烯(15毫升)滴加入该反应烧瓶中,使其回流过夜。在加入的同时,该混合物变为非均相(NaBr沉淀)。
冷却之后,过滤这些盐,并用THF淋洗。在旋转蒸发仪中除去THF,将余下的油重新溶解在CHCl3(25毫升)中。该氯仿溶液先用水洗涤(2×25毫升),然后用盐水洗涤(NaCl饱和盐水,25毫升)。使有机层通过硅胶床,以干燥有机层。除去溶剂。产物在真空下进一步干燥。
2.三官能乙烯基醚交联剂的室内制备
将乙二醇乙烯基醚(6克)和三乙胺(7.5毫升)混合在醚(40毫升)中,并用氯化苯均三酸(6克)的醚溶液(40%)逐滴处理。加入之后,该混合物加热至回流,处理1.5小室。过滤除去剩余的盐,该醚溶液用10%的NaOH(2×25毫升)洗涤,用水(25毫升)洗涤,然后用无水硫酸镁干燥。在负压下除去溶剂之后,得到淡黄色油状物(产率69%)。
实施例1
不含对酸敏感的基团的聚合物组合物。
在氮气气氛下将甲基丙烯酰氧基乙基邻苯二甲酸酯(28.9毫摩,得自Aldrich)和2,2′-偶氮二异丁腈(″AIBN,″0.58毫摩尔自由基引发剂,得自Aldrich)混合在50毫升四氢呋喃(″THF,″得自Aldrich)中,并加热至回流,处理15小时。使该反应冷却,浓缩至大约25毫升,然后在200毫升己烷中沉淀。在过滤和干燥之后,收集到大约8克剩余的白色粉末。使用聚苯乙烯标样,通过凝胶渗透色谱法(″GPC″)测量聚合物的分子量(″Mw″),测得分子量为68,400。
通过以下步骤制备了193纳米底部减反射涂层:制备了包含乳酸乙酯(″EL,″得自General Chemical)、上面制得的聚合物、28重量%的Vectomer5015(得自Aldrich的乙烯基醚交联剂)和4重量%的全氟丁基磺酸三苯基锍(得自Aldrich的PAG)的3%固体制剂,并用0.1微米的终点过滤器过滤。所述交联剂和PAG的量是以聚合物重量为基准计。
在1500rpm的转速下将上述制剂旋涂在硅基材上,然后在160℃烘焙。用EL淋洗该膜以确定对光刻胶溶剂的耐受能力,曝光2秒,在130℃下进行曝光后烘焙(″PEB″)加热,在显影剂(氢氧化四甲基铵或″TMAH,″商品名为PD523AD,购自JSR Micro)中浸渍60秒,使得底部减反射涂层解交联并除去。下表1显示了底部减反射涂层具有良好的耐溶剂性,只能在曝光之后用碱性显影剂除去。该实施例说明该交联/解交联工艺不需要包含对酸敏感的基团的聚合物。
表1
a曝光后烘焙
实施例2
包含发色团、酸和增溶剂的底部减反射涂层
在氮气气氛下将甲基丙烯酸(″MAA,″31.2毫摩尔,得自Aldrich)、甲基丙烯酸叔丁酯(″tBMA,″26.0毫摩尔,得自Aldrich)、甲基丙烯酸-9-蒽甲酯(″9-AMMA,″14.5毫摩尔,得自St-Jean Photochemicals Inc.)和AIBN(1.4毫摩尔)混合在60毫升THF中,并加热回流19小时。使该反应冷却,浓缩至大约35毫升,然后在150毫升己烷中沉淀。过滤和干燥之后,收集到大约10克淡黄色粉末。使用聚苯乙烯标样和GPC测得聚合物的Mw为23,800。
制备了包含所述聚合物、PGME(得自General Chemical)、PGMEA(得自General Chemical)、10%的如上所述在室内制备的四官能乙烯基醚交联剂和4%的三氟甲磺酸三苯基锍(得自Aldrich的PAG)的3%固体制剂,并用0.1微米的终点过滤器过滤。所述交联剂和PAG的量是以聚合物的重量为基准计。在1500rpm的转速下将上述制剂旋涂在硅基材上,然后在160℃下烘焙。使用可变角椭圆分光光度计(″VASE″)在248纳米测得光学常数为k=0.42,n=1.4589。用EL淋洗该膜,以测试对光刻胶溶剂的耐受能力。在淋洗和旋转干燥之后,膜厚无变化。将固化的膜浸入0.26N的TMAH溶液中,未发生膜厚损失。然而,使膜在汞-氙灯的灯光下曝光2秒,并在130℃下进行90秒的曝光后烘焙之后,该膜变得可溶于显影剂。
实施例3
用聚合物组合物控制光学性质
使用实施例2的步骤,采用各种发色团(9-AMMA)含量制备了一些聚合物,以证明可以在保持溶解性质的前提下,控制底部减反射涂层的光学性质。制备了包含PGME、PGMEA、10%的如上所述在室内制备的四官能乙烯基醚交联剂和4%的三氟甲磺酸三苯基锍PAG的3%固体制剂,并用0.1微米的终点过滤器过滤。
表2显示了通过增加聚合物中的发色团加入量,可以控制光密度和基材反射性。
表2
Figure S05813246120061030D000091
a以组合物中固体的总摩尔量为基准计
实施例4
包含酚类聚合物的比较例
制备了比较例以证明与酚醛树脂交联的乙烯基醚无法提供能够防止被光刻胶溶剂剥离的足够的交联密度。
在此过程中,将0.5克聚羟基苯乙烯(″PHS,″得自DuPont),0.02克三嗪PAG(TAZl07,得自Midori Kagaku公司),8.5克EL和各种量的室内制备的三羧基苯基三乙烯基醚混合起来,并用0.1微米的终点过滤器过滤。还制备了两种另外的制剂,其中将9-蒽羧酸(″9-ACA,″得自Aldrich的发色团)加入所述组合物中,以形成用于248纳米光刻的底部减反射涂层。将膜旋涂在硅基材上,然后在最高达205℃的各种温度下烘焙。表3显示了所得的结果,在所有情况下,当使用EL淋洗的时候,底部减反射涂层完全剥离。
表3
 
聚合物 交联剂:PHS之比 烘焙温度(℃) PAG 发色团 EL剥离(膜厚变化%)
PHS 2:1 150,205 TAZ107 -- 100
PHS 4:1 150,205 TAZ107 -- 100
PHS 2:1 100-205a TAZ107 9-ACA 100
PHS 4:1 100-205 TAZ107 9-ACA 100
a在此温度范围内以10℃的间隔进行试验。

Claims (42)

1.下述组合物在形成抗反射涂层中的用途,所述抗反射涂层用于形成微电子器件,所述组合物包含:
选自聚合物的化合物,所述化合物包含非酚基的酸基和发色团;
乙烯基醚交联剂,它选自:
三羟甲基丙烷三乙烯基醚、1,4-环己烷二甲醇二乙烯基醚、
Figure FSB00000804100500011
或它们的混合物;和
溶剂体系,所述化合物和交联剂溶解或分散在所述溶剂体系中,所述组合物是可湿显影的。
2.如权利要求1所述用途,其特征在于所述组合物还包含生酸剂。
3.如权利要求2所述的用途,其特征在于,所述生酸剂是光致生酸剂。
4.如权利要求1所述的用途,其特征在于,所述化合物不是对酸敏感的。
5.如权利要求1所述的用途,其特征在于,所述酸基无保护基团。
6.如权利要求1所述的用途,其特征在于,所述化合物包含保护的酸基和未保护的酸基,所述保护的酸基和未保护的酸基的摩尔比为1∶3至3∶1。
7.如权利要求1所述的用途,其特征在于,以所述化合物的总重量为100重量%计,所述组合物中的发色团含量为5-50重量%。
8.如权利要求1所述的用途,其特征在于,所述酸基是羧酸。
9.如权利要求1所述的用途,其特征在于,所述聚合物选自脂族聚合物、聚丙烯酸酯、聚甲基丙烯酸酯、聚酯、聚碳酸酯、酚醛清漆、聚酰胺酸和它们的混合物。
10.如权利要求1所述的用途,其特征在于,所述聚合物的平均分子量为1,000-100,000道尔顿。
11.如权利要求1所述的用途,其特征在于,所述聚合物的平均分子量为500-3,000道尔顿。
12.如权利要求1所述的用途,其特征在于,将组合物的总重量作为100%计,所述溶剂体系在该组合物中占95-99重量%。
13.如权利要求1所述的用途,其特征在于所述乙烯基醚交联剂是四官能乙烯基醚交联剂。
14.一种形成微电子结构的方法,所述方法包括以下步骤:
提供具有表面的基材;
将组合物施涂在所述表面上,所述组合物包含:
选自聚合物的化合物,所述化合物包含非酚基的酸基和发色团;
乙烯基醚交联剂,它选自三羟甲基丙烷三乙烯基醚、1,4-环己烷二甲醇二乙烯基醚、
或它们的混合物;
溶剂体系,所述化合物和交联剂溶解或分散在所述溶剂体系中,
使所述组合物中的化合物交联,形成一层不溶于光刻胶溶剂中的组合物层,并且形成包含具有以下结构式的连接基团的交联化合物
在所述组合物上施涂光刻胶层;
使所述组合物曝光,形成所述组合物的曝光部分;
使所述组合物与显影剂接触,以从所述表面除去所述曝光的部分。
15.如权利要求14所述的方法,其特征在于,所述聚合物的平均分子量为1,000-100,000道尔顿。
16.如权利要求14所述的方法,其特征在于,所述聚合物的平均分子量为500-3,000道尔顿。
17.如权利要求14所述的方法,其特征在于,所述交联步骤包括使所述化合物热交联。
18.如权利要求14所述的方法,其特征在于,所述曝光步骤制得可溶解在光刻胶显影剂中的组合物层。
19.如权利要求14所述的方法,其特征在于,所述曝光步骤使得以下结构式所示的连接基团中的键*断裂
20.如权利要求14所述的方法,其特征在于,所述基材是微电子基材。
21.如权利要求20所述的方法,其特征在于,所述基材选自硅、铝、钨、硅化钨、砷化镓、锗、钽、亚硝酸钽、SiGe、离子注入层或介电层。
22.如权利要求21所述的方法,其特征在于,所述介电层是低k介电层。
23.如权利要求14所述的方法,其特征在于,
所述基材还包括限定孔的结构,所述结构包括侧壁和底壁;
所述施涂步骤包括将所述组合物施涂在所述孔的侧壁和底壁的至少一部分上。
24.如权利要求14所述的方法,其特征在于,所述基材包括离子注入层,所述施涂步骤包括形成与所述离子注入层相邻的所述组合物层。
25.一种形成微电子结构的方法,所述方法包括以下步骤:
提供具有表面的基材;
将组合物施涂在所述表面上,所述组合物包含含有发色团的化合物和乙烯基醚交联剂,该乙烯基醚交联剂选自三羟甲基丙烷三乙烯基醚、1,4-环己烷二甲醇二乙烯基醚、
或它们的混合物;所述化合物和乙烯基醚交联剂溶解或分散在一种溶剂体系中;所述化合物选自聚合物并包含羧酸基团;
使所述组合物中的化合物交联,形成一层不溶于光刻胶溶剂中的组合物层,并且形成包含具有以下结构式的连接基团的交联化合物
Figure FSB00000804100500042
在所述组合物上施涂光刻胶层;
使所述组合物曝光,以使得交联的化合物解交联。
26.如权利要求25所述的方法,其特征在于,所述聚合物的平均分子量为1,000-100,000道尔顿。
27.如权利要求25所述的方法,其特征在于,所述聚合物的平均分子量为500-3,000道尔顿。
28.如权利要求25所述的方法,其特征在于,所述交联步骤包括使所述化合物热交联。
29.如权利要求25所述的方法,其特征在于,所述曝光步骤制得可溶解在光刻胶显影剂中的组合物层。
30.如权利要求25所述的方法,其特征在于,所述曝光步骤使得以下结构式所示连接基团中的键*断裂
31.如权利要求25所述的方法,其特征在于,所述基材是微电子基材。
32.如权利要求29所述的方法,其特征在于,所述基材选自硅、铝、钨、硅化钨、砷化镓、锗、钽、亚硝酸钽、SiGe、离子注入层或介电层。
33.如权利要求32所述的方法,其特征在于,所述介电层是低k介电层。
34.如权利要求25所述的方法,其特征在于:
所述基材还包括限定孔的结构,所述结构包括侧壁和底壁;
所述施涂步骤包括将所述组合物施涂到所述孔的侧壁和底壁的至少一部分上。
35.如权利要求25所述的方法,其特征在于,所述基材包括离子注入层,所述施涂步骤包括形成与所述离子注入层相邻的所述组合物层。
36.由一种基材、与所述基材相邻的层以及和所述层相邻的光刻胶组合而成的产品,所述与基材相邻的层是由一种组合物形成的,该组合物包括带发色团的化合物和乙烯基醚交联剂,该乙烯基醚交联剂选自三羟甲基丙烷三乙烯基醚、1,4-环己烷二甲醇二乙烯基醚、
或它们的混合物;所述化合物和乙烯基醚交联剂溶解或分散在一种溶剂体系中,所述化合物选自聚合物并包括羧酸基团;所述与基材相邻的层包含具有下式所示连接基团的交联化合物
37.如权利要求36所述的产品,其特征在于,所述聚合物的平均分子量为1,000-100,000道尔顿。
38.如权利要求36所述的产品,其特征在于,所述聚合物的平均分子量为500-3,000道尔顿。
39.如权利要求36所述的产品,其特征在于,所述基材是微电子基材。
40.如权利要求39所述的产品,其特征在于,所述基材选自硅、铝、钨、硅化钨、砷化镓、锗、钽、亚硝酸钽、SiGe、离子注入层或介电层。
41.如权利要求40所述的产品,其特征在于,所述介电层是低k介电层。
42.如权利要求36所述的产品,其特征在于,所述层基本不溶于光刻胶溶剂。
CN2005800132461A 2004-04-29 2005-04-15 使用乙烯基醚交联剂的减反射涂层 Active CN1981240B (zh)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US56632904P 2004-04-29 2004-04-29
US60/566,329 2004-04-29
US11/105,862 US20050255410A1 (en) 2004-04-29 2005-04-14 Anti-reflective coatings using vinyl ether crosslinkers
US11/105,862 2005-04-14
PCT/US2005/012851 WO2005111719A2 (en) 2004-04-29 2005-04-15 Anti-reflective coatings using vinyl ether crosslinkers

Related Child Applications (1)

Application Number Title Priority Date Filing Date
CN201010110135.5A Division CN101916051B (zh) 2004-04-29 2005-04-15 形成微电子结构的方法

Publications (2)

Publication Number Publication Date
CN1981240A CN1981240A (zh) 2007-06-13
CN1981240B true CN1981240B (zh) 2012-09-26

Family

ID=35309829

Family Applications (2)

Application Number Title Priority Date Filing Date
CN201010110135.5A Active CN101916051B (zh) 2004-04-29 2005-04-15 形成微电子结构的方法
CN2005800132461A Active CN1981240B (zh) 2004-04-29 2005-04-15 使用乙烯基醚交联剂的减反射涂层

Family Applications Before (1)

Application Number Title Priority Date Filing Date
CN201010110135.5A Active CN101916051B (zh) 2004-04-29 2005-04-15 形成微电子结构的方法

Country Status (7)

Country Link
US (4) US20050255410A1 (zh)
EP (1) EP1743219B1 (zh)
JP (2) JP5972510B2 (zh)
KR (2) KR101308281B1 (zh)
CN (2) CN101916051B (zh)
TW (1) TWI387612B (zh)
WO (1) WO2005111719A2 (zh)

Families Citing this family (42)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20050214674A1 (en) * 2004-03-25 2005-09-29 Yu Sui Positive-working photoimageable bottom antireflective coating
US20070207406A1 (en) * 2004-04-29 2007-09-06 Guerrero Douglas J Anti-reflective coatings using vinyl ether crosslinkers
US20050255410A1 (en) 2004-04-29 2005-11-17 Guerrero Douglas J Anti-reflective coatings using vinyl ether crosslinkers
EP1757987A4 (en) * 2004-05-14 2010-04-21 Nissan Chemical Ind Ltd COMPOSITION FOR FORMING AN ANTIREFLEX FILM WITH A VINYL ETHER COMPOUND
US7816071B2 (en) * 2005-02-10 2010-10-19 Az Electronic Materials Usa Corp. Process of imaging a photoresist with multiple antireflective coatings
KR100662542B1 (ko) * 2005-06-17 2006-12-28 제일모직주식회사 반사방지 하드마스크 조성물 및 이를 이용하여 기판 상에패턴화된 재료 형상을 형성시키는 방법
KR100703007B1 (ko) * 2005-11-17 2007-04-06 삼성전자주식회사 감광성 유기 반사 방지막 형성용 조성물 및 이를 이용한패턴 형성 방법
US20070117041A1 (en) * 2005-11-22 2007-05-24 Christoph Noelscher Photosensitive coating for enhancing a contrast of a photolithographic exposure
US20070298176A1 (en) 2006-06-26 2007-12-27 Dipietro Richard Anthony Aromatic vinyl ether based reverse-tone step and flash imprint lithography
US7914974B2 (en) * 2006-08-18 2011-03-29 Brewer Science Inc. Anti-reflective imaging layer for multiple patterning process
US9645494B2 (en) 2006-12-13 2017-05-09 Nissan Chemical Industries, Ltd. Resist underlayer film forming composition containing low molecular weight dissolution accelerator
US20090098490A1 (en) * 2007-10-16 2009-04-16 Victor Pham Radiation-Sensitive, Wet Developable Bottom Antireflective Coating Compositions and Their Applications in Semiconductor Manufacturing
US8088548B2 (en) * 2007-10-23 2012-01-03 Az Electronic Materials Usa Corp. Bottom antireflective coating compositions
WO2009059031A2 (en) * 2007-10-30 2009-05-07 Brewer Science Inc. Photoimageable branched polymer
US7976894B1 (en) * 2007-11-13 2011-07-12 Brewer Science Inc. Materials with thermally reversible curing mechanism
EP2245512B1 (en) 2008-01-29 2019-09-11 Brewer Science, Inc. On-track process for patterning hardmask by multiple dark field exposures
EP2255377B1 (en) * 2008-02-22 2013-12-04 Brewer Science, Inc. Method of forming a microelectronic structure comprising dual-layer light-sensitive developer-soluble bottom anti-reflective coatings for 193-nm lithography and layer stack for its formation
DE112009000979B4 (de) * 2008-04-23 2014-12-11 Brewer Science, Inc. Photoempfindliche Hartmaske für die Mikrolithographie
US8257910B1 (en) * 2008-06-24 2012-09-04 Brewer Science Inc. Underlayers for EUV lithography
US8455176B2 (en) * 2008-11-12 2013-06-04 Az Electronic Materials Usa Corp. Coating composition
JP5218762B2 (ja) * 2008-12-12 2013-06-26 日産化学工業株式会社 レジストパターンの形成方法
US9640396B2 (en) 2009-01-07 2017-05-02 Brewer Science Inc. Spin-on spacer materials for double- and triple-patterning lithography
WO2010096615A2 (en) * 2009-02-19 2010-08-26 Brewer Science Inc. Acid-sensitive, developer-soluble bottom anti-reflective coatings
US8632948B2 (en) * 2009-09-30 2014-01-21 Az Electronic Materials Usa Corp. Positive-working photoimageable bottom antireflective coating
US20110086312A1 (en) * 2009-10-09 2011-04-14 Dammel Ralph R Positive-Working Photoimageable Bottom Antireflective Coating
WO2011074433A1 (ja) * 2009-12-16 2011-06-23 日産化学工業株式会社 感光性レジスト下層膜形成組成物
KR20120105545A (ko) * 2010-01-18 2012-09-25 닛산 가가쿠 고교 가부시키 가이샤 감광성 레지스트 하층막 형성 조성물 및 레지스트 패턴의 형성 방법
KR20110112641A (ko) * 2010-04-07 2011-10-13 한국과학기술연구원 광활성 그룹을 측쇄로 가지는 사다리 구조의 폴리실세스퀴옥산 및 이의 제조방법
US8685615B2 (en) 2010-06-17 2014-04-01 Nissan Chemical Industries, Ltd. Photosensitive resist underlayer film forming composition
US8877430B2 (en) 2010-08-05 2014-11-04 Brewer Science Inc. Methods of producing structures using a developer-soluble layer with multilayer technology
JP5820676B2 (ja) * 2010-10-04 2015-11-24 ローム アンド ハース エレクトロニック マテリアルズ エルエルシーRohm and Haas Electronic Materials LLC 下層組成物および下層を像形成する方法
JP6035017B2 (ja) 2010-10-04 2016-11-30 ローム アンド ハース エレクトロニック マテリアルズ エルエルシーRohm and Haas Electronic Materials LLC 下層組成物および下層を像形成する方法
US9960038B2 (en) 2010-12-27 2018-05-01 Brewer Science, Inc. Processes to pattern small features for advanced patterning needs
US10331032B2 (en) 2012-04-23 2019-06-25 Brewer Science, Inc. Photosensitive, developer-soluble bottom anti-reflective coating material
US9348228B2 (en) * 2013-01-03 2016-05-24 Globalfoundries Inc. Acid-strippable silicon-containing antireflective coating
JP6119667B2 (ja) 2013-06-11 2017-04-26 信越化学工業株式会社 下層膜材料及びパターン形成方法
JP6135600B2 (ja) 2013-06-11 2017-05-31 信越化学工業株式会社 下層膜材料及びパターン形成方法
JP6119669B2 (ja) 2013-06-11 2017-04-26 信越化学工業株式会社 下層膜材料及びパターン形成方法
JP6119668B2 (ja) 2013-06-11 2017-04-26 信越化学工業株式会社 下層膜材料及びパターン形成方法
KR102374880B1 (ko) * 2017-09-29 2022-03-16 후지필름 가부시키가이샤 착색 감광성 조성물 및 광학 필터의 제조 방법
KR102285555B1 (ko) * 2018-06-12 2021-08-03 주식회사 엘지화학 코팅 조성물 및 이를 이용한 마이크로 전자 소자 제조용 포지티브형 패턴의 제조방법
US11656550B2 (en) 2020-09-01 2023-05-23 Tokyo Electron Limited Controlling semiconductor film thickness

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5939235A (en) * 1993-02-05 1999-08-17 Fuji Photo Film Co., Ltd. Positive-working light-sensitive composition
CN1942826A (zh) * 2004-03-25 2007-04-04 Az电子材料美国公司 正性操作的可光成像的底部抗反射涂层

Family Cites Families (194)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4175175A (en) 1963-07-16 1979-11-20 Union Carbide Corporation Polyarylene polyethers
USB392136I5 (zh) * 1964-08-26
US3561962A (en) * 1966-09-01 1971-02-09 Xerox Corp Method of image reproduction by photo-polymerization and blushing
US3629036A (en) * 1969-02-14 1971-12-21 Shipley Co The method coating of photoresist on circuit boards
JPS48891Y1 (zh) 1969-03-10 1973-01-11
US3682641A (en) * 1970-03-23 1972-08-08 Du Pont Photoresist developer extender baths containing polyoxyalkylene ethers and esters and process of use
US3615615A (en) 1970-04-13 1971-10-26 Eastman Kodak Co Photographic emulsions including reactive quaternary salts
US3833374A (en) * 1970-07-14 1974-09-03 Metalphoto Corp Coloring of anodized aluminum
US3894163A (en) * 1971-03-08 1975-07-08 Western Electric Co Additives to negative photoresists which increase the sensitivity thereof
US3856751A (en) 1972-06-14 1974-12-24 Eastman Kodak Co Diacid-xanthylium ion polyester and photographic element comprised thereof
US3873361A (en) * 1973-11-29 1975-03-25 Ibm Method of depositing thin film utilizing a lift-off mask
US3976524A (en) * 1974-06-17 1976-08-24 Ibm Corporation Planarization of integrated circuit surfaces through selective photoresist masking
CA1077787A (en) * 1975-11-21 1980-05-20 National Aeronautics And Space Administration Abrasion resistant coatings for plastic surfaces
EP0001879B2 (en) * 1977-09-07 1989-11-23 Imperial Chemical Industries Plc Thermoplastic aromatic polyetherketones, a method for their preparation and their application as electrical insulants
JPS5471579A (en) * 1977-11-17 1979-06-08 Matsushita Electric Ind Co Ltd Electron beam resist
US4244799A (en) * 1978-09-11 1981-01-13 Bell Telephone Laboratories, Incorporated Fabrication of integrated circuits utilizing thick high-resolution patterns
US4369090A (en) * 1980-11-06 1983-01-18 Texas Instruments Incorporated Process for etching sloped vias in polyimide insulators
US4430419A (en) * 1981-01-22 1984-02-07 Nippon Telegraph & Telephone Public Corporation Positive resist and method for manufacturing a pattern thereof
US4397722A (en) * 1981-12-31 1983-08-09 International Business Machines Corporation Polymers from aromatic silanes and process for their preparation
EP0098922A3 (en) * 1982-07-13 1986-02-12 International Business Machines Corporation Process for selectively generating positive and negative resist patterns from a single exposure pattern
US4910122A (en) * 1982-09-30 1990-03-20 Brewer Science, Inc. Anti-reflective coating
US4526856A (en) * 1983-05-23 1985-07-02 Allied Corporation Low striation positive diazoketone resist composition with cyclic ketone(s) and aliphatic alcohol as solvents
US4996247A (en) * 1984-02-10 1991-02-26 General Electric Company Enhancing color stability to sterilizing radiation of polymer compositions
JPS60262150A (ja) * 1984-06-11 1985-12-25 Nippon Telegr & Teleph Corp <Ntt> 三層レジスト用中間層材料及びそれを用いた三層レジストパタン形成方法
DE3425063A1 (de) * 1984-07-07 1986-02-06 Licentia Patent-Verwaltungs-Gmbh, 6000 Frankfurt Maske fuer die roentgenlithographie
US4578328A (en) * 1984-07-09 1986-03-25 General Electric Company Photopatternable polyimide compositions and method for making
US4683024A (en) * 1985-02-04 1987-07-28 American Telephone And Telegraph Company, At&T Bell Laboratories Device fabrication method using spin-on glass resins
US4732841A (en) * 1986-03-24 1988-03-22 Fairchild Semiconductor Corporation Tri-level resist process for fine resolution photolithography
US4742152A (en) * 1986-05-27 1988-05-03 United Technologies Corporation High temperature fluorinated polyimides
US5091047A (en) * 1986-09-11 1992-02-25 National Semiconductor Corp. Plasma etching using a bilayer mask
US4808513A (en) * 1987-04-06 1989-02-28 Morton Thiokol, Inc. Method of developing a high contrast, positive photoresist using a developer containing alkanolamine
US4927736A (en) * 1987-07-21 1990-05-22 Hoechst Celanese Corporation Hydroxy polyimides and high temperature positive photoresists therefrom
JP2557898B2 (ja) * 1987-07-31 1996-11-27 株式会社東芝 半導体装置
US5137780A (en) * 1987-10-16 1992-08-11 The Curators Of The University Of Missouri Article having a composite insulative coating
US4803147A (en) * 1987-11-24 1989-02-07 Hoechst Celanese Corporation Photosensitive polyimide polymer compositions
US4845265A (en) * 1988-02-29 1989-07-04 Allied-Signal Inc. Polyfunctional vinyl ether terminated ester oligomers
US4891303A (en) * 1988-05-26 1990-01-02 Texas Instruments Incorporated Trilayer microlithographic process using a silicon-based resist as the middle layer
US5304626A (en) * 1988-06-28 1994-04-19 Amoco Corporation Polyimide copolymers containing 3,3',4,4'-tetracarboxybiphenyl dianhydride (BPDA) moieties
KR910000832A (ko) * 1988-06-28 1991-01-30 랄프 챨스 메더스트 인터레벨 유전체 및 기질 피복물용의 저유전상수 및 저수분흡수율을 갖는 폴리이미드 및 코폴리이미드
DE3835737A1 (de) * 1988-10-20 1990-04-26 Ciba Geigy Ag Positiv-fotoresists mit erhoehter thermischer stabilitaet
US5024922A (en) * 1988-11-07 1991-06-18 Moss Mary G Positive working polyamic acid/imide and diazoquinone photoresist with high temperature pre-bake
US5169494A (en) 1989-03-27 1992-12-08 Matsushita Electric Industrial Co., Ltd. Fine pattern forming method
US5057399A (en) 1989-03-31 1991-10-15 Tony Flaim Method for making polyimide microlithographic compositions soluble in alkaline media
US5198153A (en) * 1989-05-26 1993-03-30 International Business Machines Corporation Electrically conductive polymeric
US5246782A (en) * 1990-12-10 1993-09-21 The Dow Chemical Company Laminates of polymers having perfluorocyclobutane rings and polymers containing perfluorocyclobutane rings
EP0431971B1 (en) 1989-12-07 1995-07-19 Kabushiki Kaisha Toshiba Photosensitive composition and resin-encapsulated semiconductor device
US5126231A (en) * 1990-02-26 1992-06-30 Applied Materials, Inc. Process for multi-layer photoresist etching with minimal feature undercut and unchanging photoresist load during etch
JPH0414212A (ja) * 1990-05-02 1992-01-20 Dainippon Printing Co Ltd レジストパターン形成方法
US5066566A (en) * 1990-07-31 1991-11-19 At&T Bell Laboratories Resist materials
JP3041972B2 (ja) * 1991-01-10 2000-05-15 富士通株式会社 半導体装置の製造方法
EP0536690B1 (en) * 1991-10-07 1998-09-09 Fuji Photo Film Co., Ltd. Light-sensitive composition
JP3014065B2 (ja) * 1991-10-29 2000-02-28 日本ビクター株式会社 光ディスク,ガラスマスタ,ガラススタンパ,ガラス基板,それらの製造方法
DE69331471T2 (de) 1992-07-22 2002-06-20 Asahi Chemical Ind Photoempfindliche Polyimidvorlaüferzusammensetzung
US5370969A (en) 1992-07-28 1994-12-06 Sharp Kabushiki Kaisha Trilayer lithographic process
US5362608A (en) 1992-08-24 1994-11-08 Brewer Science, Inc. Microlithographic substrate cleaning and compositions therefor
US5443941A (en) * 1993-03-01 1995-08-22 National Semiconductor Corporation Plasma polymer antireflective coating
JPH06295064A (ja) * 1993-04-09 1994-10-21 Kansai Paint Co Ltd 感光性組成物及びパターンの製造方法
US5397684A (en) * 1993-04-27 1995-03-14 International Business Machines Corporation Antireflective polyimide dielectric for photolithography
JPH07183194A (ja) * 1993-12-24 1995-07-21 Sony Corp 多層レジストパターン形成方法
US5691101A (en) 1994-03-15 1997-11-25 Kabushiki Kaisha Toshiba Photosensitive composition
SG54108A1 (en) 1994-03-31 1998-11-16 Catalysts & Chem Ind Co Coating solution for formation of coating and use thereof
JP3033443B2 (ja) * 1994-06-29 2000-04-17 信越化学工業株式会社 反射防止膜材料
US5607824A (en) * 1994-07-27 1997-03-04 International Business Machines Corporation Antireflective coating for microlithography
JP3325715B2 (ja) 1994-08-24 2002-09-17 ホーヤ株式会社 反射防止性を有する光学部材の製造方法
JPH08110638A (ja) 1994-10-13 1996-04-30 Hitachi Chem Co Ltd 感光性樹脂組成物およびレジスト像の製造法
US5688987A (en) 1994-11-09 1997-11-18 Brewer Science, Inc. Non-subliming Mid-UV dyes and ultra-thin organic arcs having differential solubility
US5554473A (en) * 1994-11-23 1996-09-10 Mitsubishi Chemical America, Inc. Photoreceptor having charge transport layers containing a copolycarbonate and layer containing same
US5542971A (en) * 1994-12-01 1996-08-06 Pitney Bowes Bar codes using luminescent invisible inks
US5545588A (en) * 1995-05-05 1996-08-13 Taiwan Semiconductor Manufacturing Company Method of using disposable hard mask for gate critical dimension control
DE69628613T2 (de) * 1995-07-12 2004-04-29 Mitsubishi Engineering-Plastics Corp. Polycarbonatharzzusammensetzung
US5968324A (en) 1995-12-05 1999-10-19 Applied Materials, Inc. Method and apparatus for depositing antireflective coating
KR100206597B1 (ko) * 1995-12-29 1999-07-01 김영환 반도체 장치의 미세패턴 제조방법
KR100223329B1 (ko) * 1995-12-29 1999-10-15 김영환 반도체 소자의 미세 패턴 제조방법
KR19990008362A (ko) * 1996-03-06 1999-01-25 얀 드'해머,헤르베르트 볼만 리프트-오프 이미징 프로파일을 얻기 위한 방법
US5633210A (en) * 1996-04-29 1997-05-27 Taiwan Semiconductor Manufacturing Company, Ltd. Method for forming damage free patterned layers adjoining the edges of high step height apertures
US5807790A (en) * 1996-05-07 1998-09-15 Advanced Micro Devices, Inc. Selective i-line BARL etch process
US5861231A (en) * 1996-06-11 1999-01-19 Shipley Company, L.L.C. Copolymers and photoresist compositions comprising copolymer resin binder component
US5739254A (en) * 1996-08-29 1998-04-14 Xerox Corporation Process for haloalkylation of high performance polymers
JP3135508B2 (ja) * 1996-10-22 2001-02-19 キヤノン株式会社 パターン形成方法およびデバイス生産方法
JPH10149531A (ja) 1996-11-15 1998-06-02 Sony Corp 磁気記録媒体及びその製造方法
US5952448A (en) * 1996-12-31 1999-09-14 Korea Research Institute Of Chemical Technology Stable precursor of polyimide and a process for preparing the same
TW432257B (en) * 1997-01-31 2001-05-01 Shinetsu Chemical Co High molecular weight silicone compound, chemically amplified positive resist composition and patterning method
US6232386B1 (en) * 1997-02-26 2001-05-15 Integument Technologies, Inc. Polymer composites having an oxyhalo surface and methods for making same
JP4350168B2 (ja) 1997-03-07 2009-10-21 コーニング インコーポレイテッド チタニアドープ溶融シリカの製造方法
JPH10307394A (ja) 1997-05-09 1998-11-17 Hitachi Ltd ポジ型感光性樹脂組成物とそれを用いたパターン形成方法並びに電子装置の製法
TW473653B (en) 1997-05-27 2002-01-21 Clariant Japan Kk Composition for anti-reflective film or photo absorption film and compound used therein
US6428894B1 (en) * 1997-06-04 2002-08-06 International Business Machines Corporation Tunable and removable plasma deposited antireflective coatings
US6054254A (en) * 1997-07-03 2000-04-25 Kabushiki Kaisha Toshiba Composition for underlying film and method of forming a pattern using the film
JP3473887B2 (ja) * 1997-07-16 2003-12-08 東京応化工業株式会社 反射防止膜形成用組成物及びそれを用いたレジストパターンの形成方法
US6124077A (en) * 1997-09-05 2000-09-26 Kansai Paint Co., Ltd. Visible light-sensitive compositions and pattern formation process
KR100566042B1 (ko) * 1997-10-07 2006-05-25 간사이 페인트 가부시키가이샤 포지티브형전착포토레지스트조성물및패턴의제조방법
US6218292B1 (en) * 1997-12-18 2001-04-17 Advanced Micro Devices, Inc. Dual layer bottom anti-reflective coating
US6338936B1 (en) * 1998-02-02 2002-01-15 Taiyo Ink Manufacturing Co., Ltd. Photosensitive resin composition and method for formation of resist pattern by use thereof
US5998569A (en) 1998-03-17 1999-12-07 International Business Machines Corporation Environmentally stable optical filter materials
US6156665A (en) 1998-04-13 2000-12-05 Lucent Technologies Inc. Trilayer lift-off process for semiconductor device metallization
US6451498B1 (en) * 1998-05-28 2002-09-17 Atotech Deutschland Gmbh Photosensitive composition
JP3673399B2 (ja) 1998-06-03 2005-07-20 クラリアント インターナショナル リミテッド 反射防止コーティング用組成物
US6063547A (en) * 1998-06-11 2000-05-16 Chartered Semiconductor Manufacturing, Ltd. Physical vapor deposition poly-p-phenylene sulfide film as a bottom anti-reflective coating on polysilicon
US6121098A (en) * 1998-06-30 2000-09-19 Infineon Technologies North America Corporation Semiconductor manufacturing method
US6976904B2 (en) 1998-07-09 2005-12-20 Li Family Holdings, Ltd. Chemical mechanical polishing slurry
US6103456A (en) * 1998-07-22 2000-08-15 Siemens Aktiengesellschaft Prevention of photoresist poisoning from dielectric antireflective coating in semiconductor fabrication
US6071662A (en) * 1998-07-23 2000-06-06 Xerox Corporation Imaging member with improved anti-curl backing layer
TWI250379B (en) 1998-08-07 2006-03-01 Az Electronic Materials Japan Chemical amplified radiation-sensitive composition which contains onium salt and generator
US6380611B1 (en) * 1998-09-03 2002-04-30 Micron Technology, Inc. Treatment for film surface to reduce photo footing
US6268282B1 (en) * 1998-09-03 2001-07-31 Micron Technology, Inc. Semiconductor processing methods of forming and utilizing antireflective material layers, and methods of forming transistor gate stacks
US6410209B1 (en) * 1998-09-15 2002-06-25 Shipley Company, L.L.C. Methods utilizing antireflective coating compositions with exposure under 200 nm
JP3852889B2 (ja) * 1998-09-24 2006-12-06 富士写真フイルム株式会社 フォトレジスト用反射防止膜材料組成物
US6361833B1 (en) * 1998-10-28 2002-03-26 Henkel Corporation Composition and process for treating metal surfaces
US6114085A (en) 1998-11-18 2000-09-05 Clariant Finance (Bvi) Limited Antireflective composition for a deep ultraviolet photoresist
US6162587A (en) * 1998-12-01 2000-12-19 Advanced Micro Devices Thin resist with transition metal hard mask for via etch application
US6165695A (en) 1998-12-01 2000-12-26 Advanced Micro Devices, Inc. Thin resist with amorphous silicon hard mask for via etch application
US6127070A (en) 1998-12-01 2000-10-03 Advanced Micro Devices, Inc. Thin resist with nitride hard mask for via etch application
US6156658A (en) 1998-12-02 2000-12-05 Advanced Micro Devices, Inc. Ultra-thin resist and silicon/oxide hard mask for metal etch
US6200907B1 (en) * 1998-12-02 2001-03-13 Advanced Micro Devices, Inc. Ultra-thin resist and barrier metal/oxide hard mask for metal etch
US6020269A (en) * 1998-12-02 2000-02-01 Advanced Micro Devices, Inc. Ultra-thin resist and nitride/oxide hard mask for metal etch
US6171763B1 (en) * 1998-12-02 2001-01-09 Advanced Micro Devices, Inc. Ultra-thin resist and oxide/nitride hard mask for metal etch
US6306560B1 (en) 1998-12-02 2001-10-23 Advanced Micro Devices, Inc. Ultra-thin resist and SiON/oxide hard mask for metal etch
US6309926B1 (en) 1998-12-04 2001-10-30 Advanced Micro Devices Thin resist with nitride hard mask for gate etch application
US6046112A (en) * 1998-12-14 2000-04-04 Taiwan Semiconductor Manufacturing Company Chemical mechanical polishing slurry
US6207238B1 (en) * 1998-12-16 2001-03-27 Battelle Memorial Institute Plasma enhanced chemical deposition for high and/or low index of refraction polymers
US6251562B1 (en) * 1998-12-23 2001-06-26 International Business Machines Corporation Antireflective polymer and method of use
KR100363695B1 (ko) * 1998-12-31 2003-04-11 주식회사 하이닉스반도체 유기난반사방지중합체및그의제조방법
US6136511A (en) 1999-01-20 2000-10-24 Micron Technology, Inc. Method of patterning substrates using multilayer resist processing
US6136679A (en) 1999-03-05 2000-10-24 Taiwan Semiconductor Manufacturing Company Gate micro-patterning process
US6316165B1 (en) 1999-03-08 2001-11-13 Shipley Company, L.L.C. Planarizing antireflective coating compositions
US6426125B1 (en) * 1999-03-17 2002-07-30 General Electric Company Multilayer article and method of making by ARC plasma deposition
US6458509B1 (en) 1999-04-30 2002-10-01 Toagosei Co., Ltd. Resist compositions
US6616692B1 (en) * 1999-04-30 2003-09-09 Advanced Medical Optics, Inc. Intraocular lens combinations
US6110653A (en) 1999-07-26 2000-08-29 International Business Machines Corporation Acid sensitive ARC and method of use
JP4512217B2 (ja) * 1999-08-20 2010-07-28 富士フイルム株式会社 アリールシラン化合物、発光素子材料およびそれを使用した発光素子
WO2001015211A1 (en) * 1999-08-26 2001-03-01 Brewer Science Improved fill material for dual damascene processes
KR100533379B1 (ko) * 1999-09-07 2005-12-06 주식회사 하이닉스반도체 유기 난반사 방지막용 조성물과 이의 제조방법
WO2001040865A1 (en) * 1999-11-30 2001-06-07 Brewer Science, Inc. Non-aromatic chromophores for use in polymer anti-reflective coatings
US20020009599A1 (en) * 2000-01-26 2002-01-24 Welch Cletus N. Photochromic polyurethane coating and articles having such a coating
TW439118B (en) * 2000-02-10 2001-06-07 Winbond Electronics Corp Multilayer thin photoresist process
WO2001063358A1 (en) * 2000-02-22 2001-08-30 Brewer Science, Inc. Organic polymeric antireflective coatings deposited by chemical vapor deposition
US6461717B1 (en) * 2000-04-24 2002-10-08 Shipley Company, L.L.C. Aperture fill
JP2001344732A (ja) 2000-05-29 2001-12-14 Fujitsu Ltd 磁気記録媒体用基板及びその製造方法、並びに磁気記録媒体の評価方法
JP2001338926A (ja) 2000-05-29 2001-12-07 Sony Corp 半導体装置の製造方法
TW556047B (en) * 2000-07-31 2003-10-01 Shipley Co Llc Coated substrate, method for forming photoresist relief image, and antireflective composition
KR100917101B1 (ko) 2000-08-04 2009-09-15 도요 보세키 가부시키가이샤 플렉시블 금속적층체 및 그 제조방법
JP3948646B2 (ja) * 2000-08-31 2007-07-25 東京応化工業株式会社 ポジ型レジスト組成物及びそれを用いたレジストパターン形成方法
US6503689B2 (en) * 2000-09-19 2003-01-07 Shipley Company, L.L.C. Antireflective composition
US6455416B1 (en) * 2000-10-24 2002-09-24 Advanced Micro Devices, Inc. Developer soluble dyed BARC for dual damascene process
JP3787271B2 (ja) 2000-11-20 2006-06-21 東京応化工業株式会社 微細レジストホールパターン形成方法
US20030054117A1 (en) * 2001-02-02 2003-03-20 Brewer Science, Inc. Polymeric antireflective coatings deposited by plasma enhanced chemical vapor deposition
US6444582B1 (en) * 2001-02-05 2002-09-03 United Microelectronics Corp. Methods for removing silicon-oxy-nitride layer and wafer surface cleaning
WO2002066539A1 (en) 2001-02-16 2002-08-29 Dominion Energy, Inc. Poly amic acid system for polyimides
US6309955B1 (en) 2001-02-16 2001-10-30 Advanced Micro Devices, Inc. Method for using a CVD organic barc as a hard mask during via etch
TW594416B (en) * 2001-05-08 2004-06-21 Shipley Co Llc Photoimageable composition
TW576859B (en) * 2001-05-11 2004-02-21 Shipley Co Llc Antireflective coating compositions
US6680252B2 (en) * 2001-05-15 2004-01-20 United Microelectronics Corp. Method for planarizing barc layer in dual damascene process
EP1395417B1 (en) * 2001-05-29 2006-08-02 Essilor International Compagnie Generale D'optique Method for forming on-site a coated optical article
US6605545B2 (en) * 2001-06-01 2003-08-12 United Microelectronics Corp. Method for forming hybrid low-K film stack to avoid thermal stress effect
US6458705B1 (en) 2001-06-06 2002-10-01 United Microelectronics Corp. Method for forming via-first dual damascene interconnect structure
US6548387B2 (en) * 2001-07-20 2003-04-15 United Microelectronics Corporation Method for reducing hole defects in the polysilicon layer
US6624068B2 (en) * 2001-08-24 2003-09-23 Texas Instruments Incorporated Polysilicon processing using an anti-reflective dual layer hardmask for 193 nm lithography
US6586560B1 (en) * 2001-09-18 2003-07-01 Microchem Corp. Alkaline soluble maleimide-containing polymers
EP1448669B1 (en) * 2001-09-27 2010-04-07 LG Chem Ltd. Adhesive composition comprising a polyimide copolymer and method for preparing the same
KR100465866B1 (ko) 2001-10-26 2005-01-13 주식회사 하이닉스반도체 유기반사방지막 조성물 및 그의 제조방법
US6916537B2 (en) * 2001-11-01 2005-07-12 Transitions Optical Inc. Articles having a photochromic polymeric coating
JP2003162065A (ja) 2001-11-26 2003-06-06 Mitsubishi Electric Corp 露光装置、露光マスク、露光方法、表示装置及び電子部品
JP3773445B2 (ja) 2001-12-19 2006-05-10 セントラル硝子株式会社 含フッ素脂環族ジアミンおよびこれを用いた重合体
US7070914B2 (en) * 2002-01-09 2006-07-04 Az Electronic Materials Usa Corp. Process for producing an image using a first minimum bottom antireflective coating composition
US20030215736A1 (en) 2002-01-09 2003-11-20 Oberlander Joseph E. Negative-working photoimageable bottom antireflective coating
US6844131B2 (en) * 2002-01-09 2005-01-18 Clariant Finance (Bvi) Limited Positive-working photoimageable bottom antireflective coating
US7261997B2 (en) * 2002-01-17 2007-08-28 Brewer Science Inc. Spin bowl compatible polyamic acids/imides as wet developable polymer binders for anti-reflective coatings
US6488509B1 (en) 2002-01-23 2002-12-03 Taiwan Semiconductor Manufacturing Company Plug filling for dual-damascene process
US6846612B2 (en) * 2002-02-01 2005-01-25 Brewer Science Inc. Organic anti-reflective coating compositions for advanced microlithography
KR20030068729A (ko) * 2002-02-16 2003-08-25 삼성전자주식회사 반사 방지용 광흡수막 형성 조성물 및 이를 이용한 반도체소자의 패턴 형성 방법
US6911293B2 (en) 2002-04-11 2005-06-28 Clariant Finance (Bvi) Limited Photoresist compositions comprising acetals and ketals as solvents
US6852474B2 (en) * 2002-04-30 2005-02-08 Brewer Science Inc. Polymeric antireflective coatings deposited by plasma enhanced chemical vapor deposition
US6849293B2 (en) * 2002-05-02 2005-02-01 Institute Of Microelectronics Method to minimize iso-dense contact or via gap filling variation of polymeric materials in the spin coat process
US7265431B2 (en) 2002-05-17 2007-09-04 Intel Corporation Imageable bottom anti-reflective coating for high resolution lithography
US6872506B2 (en) * 2002-06-25 2005-03-29 Brewer Science Inc. Wet-developable anti-reflective compositions
US6740469B2 (en) * 2002-06-25 2004-05-25 Brewer Science Inc. Developer-soluble metal alkoxide coatings for microelectronic applications
US6638853B1 (en) 2002-07-03 2003-10-28 Taiwan Semiconductor Manufacturing Co. Ltd. Method for avoiding photoresist resist residue on semioconductor feature sidewalls
KR20040009384A (ko) * 2002-07-23 2004-01-31 삼성전자주식회사 포토레지스트용 현상액에 용해되는 유기 바닥 반사 방지조성물과 이를 이용한 사진 식각 공정
US7108958B2 (en) 2002-07-31 2006-09-19 Brewer Science Inc. Photosensitive bottom anti-reflective coatings
US20040077173A1 (en) * 2002-10-17 2004-04-22 Swaminathan Sivakumar Using water soluble bottom anti-reflective coating
KR100487948B1 (ko) 2003-03-06 2005-05-06 삼성전자주식회사 이중 다마신 기술을 사용하여 비아콘택 구조체를 형성하는방법
KR100539494B1 (ko) 2003-05-02 2005-12-29 한국전자통신연구원 전기광학 및 비선형 광학 고분자로서의 곁사슬형폴리아미드 에스테르, 그것의 제조 방법 및 그것으로부터제조된 필름
KR101156200B1 (ko) 2003-05-23 2012-06-18 다우 코닝 코포레이션 습식 에치율이 높은 실록산 수지계 반사 방지 피막 조성물
US7364832B2 (en) * 2003-06-11 2008-04-29 Brewer Science Inc. Wet developable hard mask in conjunction with thin photoresist for micro photolithography
JP4173414B2 (ja) 2003-08-28 2008-10-29 東京応化工業株式会社 反射防止膜形成用組成物およびレジストパターンの形成方法
US7074527B2 (en) 2003-09-23 2006-07-11 Freescale Semiconductor, Inc. Method for fabricating a mask using a hardmask and method for making a semiconductor device using the same
JP5368674B2 (ja) * 2003-10-15 2013-12-18 ブルーワー サイエンス アイ エヌ シー. 現像液に可溶な材料および現像液に可溶な材料をビアファーストデュアルダマシン適用において用いる方法
KR20050045560A (ko) 2003-11-12 2005-05-17 삼성전자주식회사 리세스 게이트 트랜지스터의 채널형성용 이온주입 방법
US20070207406A1 (en) 2004-04-29 2007-09-06 Guerrero Douglas J Anti-reflective coatings using vinyl ether crosslinkers
US20050255410A1 (en) 2004-04-29 2005-11-17 Guerrero Douglas J Anti-reflective coatings using vinyl ether crosslinkers
EP1757987A4 (en) 2004-05-14 2010-04-21 Nissan Chemical Ind Ltd COMPOSITION FOR FORMING AN ANTIREFLEX FILM WITH A VINYL ETHER COMPOUND
KR20060028220A (ko) 2004-09-24 2006-03-29 주식회사 하이닉스반도체 반도체장치의 제조 방법
KR20070087356A (ko) 2006-02-23 2007-08-28 주식회사 하이닉스반도체 반도체 소자의 미세 패턴 형성 방법
US7914974B2 (en) * 2006-08-18 2011-03-29 Brewer Science Inc. Anti-reflective imaging layer for multiple patterning process

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5939235A (en) * 1993-02-05 1999-08-17 Fuji Photo Film Co., Ltd. Positive-working light-sensitive composition
CN1942826A (zh) * 2004-03-25 2007-04-04 Az电子材料美国公司 正性操作的可光成像的底部抗反射涂层

Also Published As

Publication number Publication date
JP2007536389A (ja) 2007-12-13
KR20120015360A (ko) 2012-02-21
US20120156613A1 (en) 2012-06-21
TW200615312A (en) 2006-05-16
TWI387612B (zh) 2013-03-01
KR101308281B1 (ko) 2013-09-13
US20090317747A1 (en) 2009-12-24
CN101916051B (zh) 2014-07-23
WO2005111719A2 (en) 2005-11-24
EP1743219A4 (en) 2010-04-28
EP1743219A2 (en) 2007-01-17
KR101308191B1 (ko) 2013-09-13
CN1981240A (zh) 2007-06-13
US20050255410A1 (en) 2005-11-17
JP5511887B2 (ja) 2014-06-04
WO2005111719A3 (en) 2006-11-09
CN101916051A (zh) 2010-12-15
JP5972510B2 (ja) 2016-08-17
JP2012188671A (ja) 2012-10-04
US9110372B2 (en) 2015-08-18
EP1743219B1 (en) 2015-12-09
KR20070012812A (ko) 2007-01-29
US20070117049A1 (en) 2007-05-24
US7601483B2 (en) 2009-10-13

Similar Documents

Publication Publication Date Title
CN1981240B (zh) 使用乙烯基醚交联剂的减反射涂层
CN101659615B (zh) 含有开环邻苯二甲酸酐的有机防反射层组合物及其制备方法
JP4791433B2 (ja) 反射防止膜用組成物、反射防止膜の製造方法、および半導体素子の製造方法
CN101627340A (zh) 使用乙烯醚交联剂的抗反射涂层
EP2070107B1 (en) Anti-reflective imaging layer for multiple patterning process
CN102227680A (zh) 光敏性组合物
JP2007113014A (ja) 有機反射防止重合体およびその製造方法
CN101835735A (zh) 底部抗反射涂料组合物
KR20000048649A (ko) 포토레지스트 조성물에 사용되는 반사 방지 코팅
KR100687850B1 (ko) 유기반사방지막 조성물 및 그의 제조방법
KR100721182B1 (ko) 유기반사방지막 조성물 및 그의 제조방법
JP2003183329A (ja) 有機反射防止膜の組成物及びその製造方法
CN109791355B (zh) 光致产酸剂和包含其的用于厚膜的化学增幅型正性光致抗蚀剂组合物
JP3848551B2 (ja) 有機反射防止膜の組成物及びその製造方法
KR100574486B1 (ko) 유기반사방지막 조성물 및 그의 제조방법
EP2000852B1 (en) Halogenated anti-reflective coatings
KR100687851B1 (ko) 유기반사방지막 조성물 및 그의 제조방법
KR100721181B1 (ko) 유기반사방지막 조성물 및 그의 제조방법
KR102230622B1 (ko) 포토레지스트 조성물 및 이를 이용한 포토레지스트 필름

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C14 Grant of patent or utility model
GR01 Patent grant