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公开(公告)号:US08900794B2
公开(公告)日:2014-12-02
申请号:US13630456
申请日:2012-09-28
Applicant: Rohm and Haas Electronic Materials LLC
Inventor: Emad Aqad , Cheng-Bai Xu , Mingqi Li , Shintaro Yamada , William Williams, III
IPC: G03F7/038 , G03F7/039 , G03F7/029 , G03F7/09 , C07C309/65
CPC classification number: G03F7/30 , C07C309/65 , C07C311/09 , C07C2603/74 , C07D313/08 , C07D313/10 , C07D327/04 , C07D493/18 , C07D497/18 , G03F7/0045 , G03F7/0046 , G03F7/038 , G03F7/0397 , G03F7/2041
Abstract: A photoacid generator compound has the formula (I): [A-(CHR1)p]k-(L)-(CH2)m—(C(R2)2)n—SO3−Z+ (I) wherein A is a substituted or unsubstituted, monocyclic, polycyclic, or fused polycyclic C5 or greater cycloaliphatic group optionally comprising O, S, N, F, or a combination comprising at least one of the foregoing, R1 is H, a single bond, or a substituted or unsubstituted C1-30 alkyl group, wherein when R1 is a single bond, R1 is covalently bonded to a carbon atom of A, each R2 is independently H, F, or C1-4 fluoroalkyl, wherein at least one R2 is not hydrogen, L is a linking group comprising a sulfonate group, a sulfonamide group, or a C1-30 sulfonate or sulfonamide-containing group, Z is an organic or inorganic cation, p is an integer of 0 to 10,k is 1 or 2, m is an integer of 0 or greater, and n is an integer of 1 or greater. A precursor compound to the photoacid generator, a photoresist composition including the photoacid generator, and a substrate coated with the photoresist composition, are also disclosed.
Abstract translation: 光生酸化合物具有式(I):其中A是取代基的[A-(CHR1)p] k-(L) - (CH2)m-(C(R2)2)n-SO3-Z +(I) 或任选包含O,S,N,F或包含前述至少之一的组合的未取代的单环,多环或稠合多环C 5或更多脂环族基团,R 1是H,单键或取代或未取代的C1 -30烷基,其中当R 1为单键时,R 1与A的碳原子共价连接,每个R 2独立地为H,F或C 1-4氟烷基,其中至少一个R 2不为氢,L为 包含磺酸酯基,磺酰胺基或C1-30磺酸酯或磺酰胺的基团的连接基团,Z是有机或无机阳离子,p是0至10的整数,k是1或2,m是整数 为0以上,n为1以上的整数。 还公开了光致酸产生剂的前体化合物,包含光致酸产生剂的光致抗蚀剂组合物和涂有光致抗蚀剂组合物的基材。
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公开(公告)号:US12228859B2
公开(公告)日:2025-02-18
申请号:US16225551
申请日:2018-12-19
Applicant: Rohm and Haas Electronic Materials LLC
Inventor: Choong-Bong Lee , Stefan J. Caporale , Jason A. DeSisto , Jong Keun Park , Cong Liu , Cheng-Bai Xu , Cecily Andes
IPC: G03F7/11 , C08F220/18 , C08F220/28 , C09D133/08 , C09D133/14 , G03F7/004 , G03F7/038 , G03F7/039 , G03F7/075 , G03F7/16 , G03F7/20 , G03F7/32 , G03F7/38
Abstract: Methods of forming an electronic device, comprise: (a) providing a semiconductor substrate comprising one or more layers to be patterned; (b) forming a photoresist layer over the one or more layers to be patterned, wherein the photoresist layer is formed from a composition that comprises: a matrix polymer comprising a unit having an acid labile group; a photoacid generator; and an organic solvent; (c) coating a photoresist overcoat composition over the photoresist layer, wherein the overcoat composition comprises: a matrix polymer; an additive polymer; a basic quencher; and an organic solvent; wherein the additive polymer has a lower surface energy than a surface energy of the matrix polymer, and wherein the additive polymer is present in the overcoat composition in an amount of from 1 to 20 wt % based on total solids of the overcoat composition; (d) exposing the photoresist layer to activating radiation; (e) heating the substrate in a post-exposure bake process; and (f) developing the exposed film with an organic solvent developer. The methods have particular applicability in the semiconductor manufacturing industry.
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公开(公告)号:US11846885B2
公开(公告)日:2023-12-19
申请号:US14577473
申请日:2014-12-19
Applicant: Rohm and Haas Electronic Materials LLC
Inventor: Cong Liu , Doris H. Kang , Deyan Wang , Cheng-Bai Xu , Mingqi Li , Chunyi Wu
IPC: G03F7/20 , G03F7/11 , G03F7/16 , G03F7/32 , C09D201/00 , C09D201/02 , C08F220/10 , C09D7/20 , C08L101/12 , C09D133/14 , C09D133/16 , H01L21/027 , C08K5/101 , C08K5/05
CPC classification number: G03F7/2041 , C08F220/10 , C08L101/12 , C09D7/20 , C09D133/14 , C09D201/00 , C09D201/02 , G03F7/11 , G03F7/16 , G03F7/20 , G03F7/32 , C08K5/05 , C08K5/101 , C09D133/16 , H01L21/0271 , C08L101/12 , C08K5/05 , C08K5/101 , C08L101/12
Abstract: Topcoat compositions are provided that can be used in immersion lithography to form photoresist patterns. The topcoat compositions include a solvent system that comprises 1) a first organic solvent represented by formula (I),
wherein R1 and R2 are alkyl groups of 3-8 carbons and the total number of carbons of R1 and R2 is greater than 6; and
2) a second organic solvent that is a C4 to C10 monovalent alcohol.-
公开(公告)号:US10809616B2
公开(公告)日:2020-10-20
申请号:US15614376
申请日:2017-06-05
Applicant: Rohm and Haas Electronic Materials LLC
Inventor: Emad Aqad , Mingqi Li , Joseph Mattia , Cheng-Bai Xu
IPC: G03F7/00 , G03F7/004 , C07J31/00 , C07C381/12 , G03F7/038
Abstract: New photoacid generator compounds (“PAGs”) are provided that comprise a cholate moiety and photoresist compositions that comprise such PAG compounds.
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公开(公告)号:US10558122B2
公开(公告)日:2020-02-11
申请号:US14685290
申请日:2015-04-13
Applicant: Rohm and Haas Electronic Materials, LLC
Inventor: Deyan Wang , Chunyi Wu , George G. Barclay , Cheng-Bai Xu
Abstract: New photoresist compositions are provided that are useful for immersion lithography. Preferred photoresist compositions of the invention comprise one or more materials that have sulfonamide substitution. Particularly preferred photoresists of the invention can exhibit reduced leaching of resist materials into an immersion fluid contacting the resist layer during immersion lithography processing.
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公开(公告)号:US10539870B2
公开(公告)日:2020-01-21
申请号:US13907789
申请日:2013-05-31
Applicant: Rohm and Haas Electronic Materials, LLC
Inventor: William Williams, III , Cong Liu , Cheng-Bai Xu
IPC: G03F7/004 , C07C269/04 , C07C271/24 , G03F7/039
Abstract: New photoresist compositions are provided that comprise a carbamate compound that comprises 1) a carbamate group and 2) an ester group. Preferred photoresists of the invention may comprise a resin with acid-labile groups; an acid generator compound; and a carbamate compound that can function to decrease undesired photogenerated-acid diffusion out of unexposed regions of a photoresist coating layer.
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公开(公告)号:US10527934B2
公开(公告)日:2020-01-07
申请号:US13665232
申请日:2012-10-31
Applicant: Rohm and Haas Electronic Materials LLC
Inventor: Gerhard Pohlers , Cong Liu , Cheng-Bai Xu , Chunyi Wu
IPC: G03F7/004 , C07C211/63 , C07C211/64 , G03F7/20 , G03F7/039
Abstract: New photoresist compositions are provided that comprise a component that comprises a radiation-insensitive ionic compound. Preferred photoresists of the invention may comprise a resin with photoacid-labile groups; a photoacid generator compound; and a radiation-insensitive ionic compound that can function to decrease undesired photogenerated-acid diffusion out of unexposed regions of a photoresist coating layer.
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公开(公告)号:US10162266B2
公开(公告)日:2018-12-25
申请号:US14145207
申请日:2013-12-31
Applicant: Rohm and Haas Electronic Materials LLC
Inventor: Gerhard Pohlers , Cheng-Bai Xu , Kevin Rowell
Abstract: Provided are methods of trimming a photoresist pattern. The methods comprise: (a) providing a semiconductor substrate; (b) forming a photoresist pattern on the substrate, wherein the photoresist pattern is formed from a chemically amplified photoresist composition comprising: a matrix polymer comprising an acid labile group; a photoacid generator; and a solvent; (c) coating a photoresist trimming composition on the substrate over the photoresist pattern, wherein the trimming composition comprises: a matrix polymer, an aromatic acid that is free of fluorine; and a solvent; (d) heating the coated substrate, thereby causing a change in polarity of the photoresist matrix polymer in a surface region of the photoresist pattern; and (e) contacting the photoresist pattern with a rinsing agent to remove the surface region of the photoresist pattern, thereby forming a trimmed photoresist pattern. The methods find particular applicability in the manufacture of semiconductor devices.
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公开(公告)号:US20170285470A1
公开(公告)日:2017-10-05
申请号:US15614376
申请日:2017-06-05
Applicant: Rohm and Haas Electronic Materials LLC
Inventor: Emad Aqad , Mingqi Li , Joseph Mattia , Cheng-Bai Xu
IPC: G03F7/004 , C07J31/00 , C07C381/12
Abstract: New photoacid generator compounds (“PAGs”) are provided that comprise a cholate moiety and photoresist compositions that comprise such PAG compounds.
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公开(公告)号:US20170153542A1
公开(公告)日:2017-06-01
申请号:US15332340
申请日:2016-10-24
Applicant: Rohm and Haas Electronic Materials LLC
Inventor: Cong Liu , Cheng-Bai Xu
IPC: G03F7/004 , C07C321/28 , G03F7/039 , G03F7/16 , G03F7/20 , G03F7/32 , C07C313/04 , G03F7/038
Abstract: New bis(sulfonyl)imide and tri(sulfonyl)methide photoacid generator compounds (“PAGs”) are provided as well as photoresist compositions that comprise such PAG compounds.
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