EP1509815A1 - Vernis photosensible pour enduire un support semi-conducteur ou un masque - Google Patents

Vernis photosensible pour enduire un support semi-conducteur ou un masque

Info

Publication number
EP1509815A1
EP1509815A1 EP03755914A EP03755914A EP1509815A1 EP 1509815 A1 EP1509815 A1 EP 1509815A1 EP 03755914 A EP03755914 A EP 03755914A EP 03755914 A EP03755914 A EP 03755914A EP 1509815 A1 EP1509815 A1 EP 1509815A1
Authority
EP
European Patent Office
Prior art keywords
lacquer
photosensitive
base polymer
basic structures
base
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.)
Withdrawn
Application number
EP03755914A
Other languages
German (de)
English (en)
Inventor
Michael Rogalli
Lars VÖLKEL
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.)
Infineon Technologies AG
Original Assignee
Infineon Technologies AG
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 Infineon Technologies AG filed Critical Infineon Technologies AG
Publication of EP1509815A1 publication Critical patent/EP1509815A1/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004—Photosensitive materials
    • G03F7/039—Macromolecular compounds which are photodegradable, e.g. positive electron resists
    • G03F7/0392—Macromolecular compounds which are photodegradable, e.g. positive electron resists the macromolecular compound being present in a chemically amplified positive photoresist composition
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004—Photosensitive materials
    • G03F7/039—Macromolecular compounds which are photodegradable, e.g. positive electron resists
    • G03F7/0392—Macromolecular compounds which are photodegradable, e.g. positive electron resists the macromolecular compound being present in a chemically amplified positive photoresist composition
    • G03F7/0395—Macromolecular compounds which are photodegradable, e.g. positive electron resists the macromolecular compound being present in a chemically amplified positive photoresist composition the macromolecular compound having a backbone with alicyclic moieties

Definitions

  • the present invention relates to a photosensitive lacquer for coating on a semiconductor substrate or a mask.
  • semiconductor substrates or masks as precursors for the exposure of the semiconductor substrates are coated with photosensitive lacquers, which are then exposed in a photolithographic step with a structure that represents a component of the circuit.
  • the exposed or unexposed structures are used after an development step as an etching or implantation mask, etc. for the transfer of the structures into the substrate or the mask.
  • the sizes of structures to be achieved on the substrates or masks are reduced.
  • the minimum structure size that can be achieved is linearly related to the wavelength of the light used in the photolithographic step. It follows that transitions to technology generations with a reduced structure size often require the provision of exposure devices which operate at a lower wavelength. In recent years, the transition from wavelengths of 365 nm to 248 nm to currently 193 nm has been accomplished for photolithographic structuring.
  • a photosensitive varnish typically comprises one or more photoactive substances, a layer-forming base polymer and a solvent.
  • the solvent is used for bring the varnish on the substrate.
  • the photoactive substance acts on the base polymer when irradiating light with a specific wavelength, changing its chemical properties. Exposed areas thus differ chemically from the unexposed areas, so that the desired areas can be selectively removed in a developer process.
  • the varnish used must be transparent to the incident light.
  • the photoactive substance must also have a sufficient sensitivity for the given wavelength of the incident light.
  • the lacquers used in the photolithographic structuring are only transparent over a limited wavelength range.
  • the diazonaphtoquinone conventionally used as a photoactive substance in conjunction with a novolak resin can only be used over a wavelength range of approximately 300 to 450 nm for the incident light.
  • Photosensitive coatings that can be used in the deep ultraviolet (DUV) wavelength range have a photosensitive acid generator as the photoactive substance, which releases an acid upon absorption of the incident light, which generates an alkali-soluble acid group by acid-catalyzed deblocking of the alkali-insoluble base polymer. This applies, for example, if it is a positive resist.
  • DUV deep ultraviolet
  • the photosensitive lacquer for the photolithographic structuring at 193 nm has a base polymer which essentially consists of cyclo-aliphatic basic structures and is transparent especially at this wavelength.
  • the paints still have considerable problems with the structure transfer to the substrate. For example, roughened edges appear in the exposed and developed structures, which lead to inadequate passivation of the side walls. Due to a reduced stability of the lacquer webs remaining after development, these can also break down, for example, in a subsequent measurement of the structure width in a scanning electron microscope.
  • Another disadvantage arises from the fact that common lacquers which are transparent at a wavelength of 193 nm interact chemically with the anti-reflection layers underneath them, so that lacquer residues can occur within the webs between the lacquer webs.
  • the photosensitive lacquer similar to the case in the case of conventional photosensitive lacquers which can be used in the ultraviolet wavelength range, comprises a photosensitive acid generator and a solvent, but in order to form the polymer matrix, the lacquer comprises hardened paint on at least two different base polymers.
  • a first base polymer comprises cyclo-aliphatic basic structures. As a further property, these basic structures have a transparency towards light radiation, in particular in the wavelength range around 193 nm, which corresponds to the light radiation of the ArF excimer laser used for the 90-110 nm structure technologies. In contrast, this first base polymer is essentially non-transparent when exposed to light of 248 nm.
  • the wavelength of 248 nm corresponds to the light radiation which is generated by a KrF excimer laser for photolithographic structuring and usually corresponds to the closest, lower technology generation above structure widths of 130 nm.
  • the at least second base polymer comprises aromatic basic structures, as are conventionally used for the 248 nm lasers.
  • the second base polymer has the property of being opaque when exposed to light of 193 nm wavelength, while it is translucent at just 248 nm.
  • the bandwidths of the specified wavelengths for the transparency of the base polymers are in each case at least so large that a substantial part of the output spectrum of the KrF (248 nm) or ArF excimer laser (193 nm) is detected thereby with its corresponding resonance mode ,
  • At least two base polymers are either in the form of block copolymers or they are together in a mixture (blend) without chemical bonds being built up. It has been found that the lacquer according to the invention also applies the advantages applicable to its wavelength range in a mixture or block copolymer formation of the at least two polymer substances in order to effect a structural transfer with high resolution can be used if only one of the wavelengths, in particular 193 nm, is used for the light irradiation.
  • the respective volume fractions of the base polymers and the total layer thickness of the lacquer are to be selected such that, despite the absorption property of the one base polymer, exposure to the base surface of the lacquer is ensured at a given light wavelength.
  • a second base polymer with aromatic base structures which is provided with a lower molar proportion than the first base polymer with the cycloaliphatic base structures, is used at an exposure wavelength of 193 nm, this has the advantage that an interaction of the lacquer with the base is reduced , This significantly reduces residual paint after an exposure and developer process in the exposed structures.
  • the reason for this are the polymer components of the second base polymer containing the aromatic basic structures.
  • the additional proportions of the second polymer also have the effect that the roughness of the resist flanks is reduced after an etching process due to the aromatic component.
  • the reason for this is an improved fluorine sidewall passivation in the exposed structures, which on the one hand leads to an increased stability of stopping webs and also to a dimensionally accurate structure transfer.
  • the so-called etch bias, a lead for etching, which must be used to compensate for the described effect is also advantageously reduced.
  • the increased resistance to etching, which is provided by the aromatic component offers a further advantage for reducing the thickness of the lacquer and, as a result, for the stability of the lacquer mask.
  • the absorption properties due to the low mole fraction of the second base polymer include the aromatic basic structures have only an insignificant influence on the total absorption or the penetration depth of the incident light. This could be compensated for by a reduced process thickness by a reduced coating thickness, an increased light intensity or an extended exposure time.
  • the proportion of the second base polymer in all the base polymers used is between 1 and 25 mol%. With such a fraction, the photosensitive lacquer still has sufficient transparency, in particular at an irradiated light wavelength of 193 nm, because the complementary base polymers comprising cyclo-aliphatic basic structures are completely transparent here. Depending on the proportion, the
  • Layer thicknesses on the semiconductor substrate or the mask are adapted in such a way that, despite the increased absorption coefficient of the coating material due to the non-transparent base polymer, the coating layer can be illuminated up to its base area.
  • a particularly advantageous value of 50-400 nm for the layer thickness of such lacquers was found for the quantitative ratio of the base polymers given above.
  • Figure 1 schematically shows a mixture of two different base polymers in one lacquer, each comprising cycloaliphatic and aromatic basic structures.
  • FIG. 1 shows a photosensitive lacquer 100 with solvents E, acid generators D and with first base polymers synthesized as block copolymers C, which comprise cycloaliphatic basic structures A, and second base polymers, which comprise aromatic basic structures B.
  • the proportion of the second base polymers containing aromatic base structures B in all base polymers A, B is 5 mol%.
  • the second base polymer with aromatic basic structures B in this exemplary embodiment comprises poly (4-hydroxystyrene) which is blocked with acid-sensitive tert-butoxycarbonyl groups.
  • the first base polymer with the cyclo-aliphatic basic structures A comprises an acid-sensitive blocking group, which here is a poly-methacrylate. It also includes an alkali-soluble cyclo-olefin maleic anhydride unit.
  • the lacquer is produced using a polymer synthesis with the specified molar proportions of the base polymers.
  • This varnish is applied to a wafer with a layer thickness of 100-150 nm, preheated in a so-called prebake step to remove the solvent from the photoresist and irradiated at the desired locations with ultraviolet light at a wavelength of 193 nm to form a structure. Due to the small proportion of the non-transparent base polymers with the aromatic basic structures B at this wavelength, the lacquer is nevertheless sufficiently transparent for the irradiated
  • ARC anti-reflection layer
  • the varnish is developed and the polymer components converted by exposure to the acid released are removed.
  • a high etching stability is achieved by adding the second base polymer comprising the aromatic basic structures B.
  • the thickness of the lacquer between 100 and 150 nm, with the proportion of 5% of the second base polymer containing aromatic basic structures B, ensures complete exposure of the desired structures over all depth ranges of the lacquer.
  • a first base polymer with cyclo-aliphatic base structures B second base polymer with aromatic base structures

Landscapes

  • Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • General Physics & Mathematics (AREA)
  • Materials For Photolithography (AREA)
  • Exposure And Positioning Against Photoresist Photosensitive Materials (AREA)

Abstract

L'invention concerne un vernis photosensible (100) pour enduire un support semi-conducteur ou un masque, ce vernis étant composé d'un acidificateur photosensible (D), d'un solvant (E) et d'au moins deux polymères de base différents. Un premier polymère de base comporte des structures de base cyclo-aliphatiques (A) qui absorbent sensiblement un rayonnement lumineux de 248 nm et sont pratiquement transparentes relativement à un rayonnement lumineux de 193 nm. Un deuxième polymère de base comporte des structures de base aromatiques (B) qui absorbent sensiblement un rayonnement lumineux de 193 nm et sont pratiquement transparentes relativement à un rayonnement lumineux de 248 nm. Si un tel vernis (100) est appliqué sur un substrat en une couche d'une épaisseur allant de 50 à 400 nm et si la quantité du deuxième polymère de base à structures aromatiques varie entre 1 et 25 % en mole, alors on obtient un plus grand contraste structurel, une meilleure résistance à la corrosion et une réduction des défectuosités lors d'une exposition à une longueur d'ondes de 193 nm. Une exposition de l'ensemble de la zone profonde du vernis (100) est ainsi possible.
EP03755914A 2002-05-31 2003-05-30 Vernis photosensible pour enduire un support semi-conducteur ou un masque Withdrawn EP1509815A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE10224217 2002-05-31
DE10224217A DE10224217A1 (de) 2002-05-31 2002-05-31 Photosensitiver Lack zur Beschichtung auf einem Halbleitersubstrat oder einer Maske
PCT/DE2003/001781 WO2003102694A1 (fr) 2002-05-31 2003-05-30 Vernis photosensible pour enduire un support semi-conducteur ou un masque

Publications (1)

Publication Number Publication Date
EP1509815A1 true EP1509815A1 (fr) 2005-03-02

Family

ID=29557437

Family Applications (1)

Application Number Title Priority Date Filing Date
EP03755914A Withdrawn EP1509815A1 (fr) 2002-05-31 2003-05-30 Vernis photosensible pour enduire un support semi-conducteur ou un masque

Country Status (4)

Country Link
US (1) US7169716B2 (fr)
EP (1) EP1509815A1 (fr)
DE (1) DE10224217A1 (fr)
WO (1) WO2003102694A1 (fr)

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JP4368282B2 (ja) * 2004-09-24 2009-11-18 富士フイルム株式会社 ポジ型レジスト組成物及びそれを用いたパターン形成方法
JP4861767B2 (ja) 2005-07-26 2012-01-25 富士フイルム株式会社 ポジ型レジスト組成物およびそれを用いたパターン形成方法
TWI479266B (zh) 2005-12-27 2015-04-01 Fujifilm Corp 正型光阻組成物及使用它之圖案形成方法
TWI598223B (zh) 2006-03-10 2017-09-11 羅門哈斯電子材料有限公司 用於光微影之組成物及製程
US10295910B2 (en) 2009-12-15 2019-05-21 Rohm And Haas Electronic Materials Llc Photoresists and methods of use thereof
JP5844613B2 (ja) * 2010-11-17 2016-01-20 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 感光性コポリマーおよびフォトレジスト組成物

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Also Published As

Publication number Publication date
US20050130444A1 (en) 2005-06-16
DE10224217A1 (de) 2003-12-18
US7169716B2 (en) 2007-01-30
WO2003102694A1 (fr) 2003-12-11

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