CN106527065B - A kind of photoresist developer - Google Patents

A kind of photoresist developer Download PDF

Info

Publication number
CN106527065B
CN106527065B CN201710062714.9A CN201710062714A CN106527065B CN 106527065 B CN106527065 B CN 106527065B CN 201710062714 A CN201710062714 A CN 201710062714A CN 106527065 B CN106527065 B CN 106527065B
Authority
CN
China
Prior art keywords
weight
development
photoresist developer
developer solution
parts
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
CN201710062714.9A
Other languages
Chinese (zh)
Other versions
CN106527065A (en
Inventor
罗利
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.)
MIANYANG EXAX ELECTRONIC MATERIALS CO Ltd
Original Assignee
MIANYANG EXAX ELECTRONIC MATERIALS CO Ltd
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 MIANYANG EXAX ELECTRONIC MATERIALS CO Ltd filed Critical MIANYANG EXAX ELECTRONIC MATERIALS CO Ltd
Priority to CN201710062714.9A priority Critical patent/CN106527065B/en
Publication of CN106527065A publication Critical patent/CN106527065A/en
Application granted granted Critical
Publication of CN106527065B publication Critical patent/CN106527065B/en
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
    • G03F7/26Processing photosensitive materials; Apparatus therefor
    • G03F7/30Imagewise removal using liquid means
    • G03F7/32Liquid compositions therefor, e.g. developers
    • G03F7/322Aqueous alkaline compositions

Landscapes

  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Photosensitive Polymer And Photoresist Processing (AREA)
  • Exposure Of Semiconductors, Excluding Electron Or Ion Beam Exposure (AREA)

Abstract

The invention discloses a kind of photoresist developer, including water, nonionic surfactant and inorganic base, nonionic surfactant includes castor oil polyoxyethylene ether, Formulas I general structure compound represented,

Description

A kind of photoresist developer
Technical field
The present invention relates to make in manufacture semiconductor device, flat-panel monitor, LED, flip chip package, tartar and sophisticated sensor Photoresist developer field.
Background technique
Photoresist (also known as photoresist) refers to through ultraviolet light, excimer laser, electron beam, ion beam, X-ray etc. The irradiation or radiation of light source, the changed etch resistant thin-film material of solubility.Development is exactly place to go exposure photo-etching glue Technical process.In order to avoid photoresist changes its chemical structure because of other possible side reactions, should be shown as early as possible after exposure Shadow.Development treatment usually is carried out to photoresist using developer solution.
Existing common developer solution component, the usually combination of surfactant, alkali compounds and water, at development The purpose of reason is usually to obtain no residue, development figure with high accuracy.Such as
ZL2009100839491 is related to a kind of developing agent for flat-panel display, and the developer solution is by quaternary amine and non-ionic surface Activating agent composition, development effect is good, and operation temperature is wide.ZL2010101390849 is related to a kind of low-tension developer for positive photoresist, by Tetramethylammonium hydroxide, non-ionic surfactant polyoxyethylene ether composition, service life are long.ZL2012800148351 is related to one kind The developer solution and the developer solution method for making pattern that do not collapse when forming fine pattern, the developer solution by butyl acetate and Alcohols composition.ZL201210461049.8 is related to a kind of negative photo glue developing solution and extremely applies, which is suitable for TFT- LCD industry is prized the development of film negative photoresist.ZL2011102438981 is related to a kind of development of photoresist liquid and preparation side Method, for the developer solution without residue, foam is few.
Also the developer solution having is in order to obtain wider range of operating temperature range, as CN201110243898.1 discloses one Photic etchant developer solution of kind and the preparation method and application thereof.The developer solution includes organic alkaline matter, non-ionic surface work Property agent, polyethylene glycol per-fluoro octanoate and water shown in Formulas I there is good developing performance, low foam, without residual without adding defoaming agent The features such as slag, wide operating temperature range.CN200710180521.X has opened a kind of developing solution for heat-sensitive positive picture CTP plate.The development Liquid contains: diethanol amine, triethylamine, triethanolamine, the hydroxide of alkali metal, alkali metal silicate of (A) 10-40 parts by weight At least one of salt, alkali metal phosphate alkali compounds.It is wide with permissible operating temperature range, areas is density stabilized Property is good, versatility is good, fatigue resistance is high etc. advantage.CN200910083949.1 discloses a kind of developing agent for flat-panel display, The developer solution has the characteristics that developing performance is good, wide, low in the pollution of the environment without residue, operating temperature range.
Few documents or periodical are related to the issue of improvement of developer solution technique remaining.So-called technique remaining just refers to In one developing process treatment process, production technology is various by changing different temperature, developing time and solution level etc. The stability of its performance can still be maintained in process conditions, developer solution.The prior art is successively developed to different photoresists After processing, after a kind of each pair of photoresist developing processing of developer solution, developing performance can become unstable, and development effect gradually becomes Difference, it is necessary to which, to the developer solution after use is replaced, the developer solution more renewed can carry out the development treatment of new photoresist, and can not Only carry out the processing for a variety of photoresists by adjusting light exposure and film thickness, the technique remaining of such developer solution is poor, adaptation Photoresist type is limited.
Summary of the invention
It is an object of that present invention to provide a kind of photoresist developer, which has excellent technique remaining, It can come the processing for a variety of photoresists, development timeliness length, the scope of application of development only by adjustment light exposure and film thickness Width, and the developer solution, when coping with different various photoresists, development effect is good, and fixing efficiency and development precision are high, show Shadow stability is good, and can shorten cream time.
The present invention is achieved through the following technical solutions:
A kind of photoresist developer, including water, nonionic surfactant and inorganic base, nonionic surfactant include Castor oil polyoxyethylene ether, Formulas I general structure compound represented,
Developer solution of the invention can once shown During shadow, different photoresists is handled, and maintains the stabilization of developer solution performance, so that the development figure of each photoresist is clear Clear, development precision is high, in development process, can obtain different only by changing different light exposure and film thickness The high development precision of photoresist, improves developer solution process allowance, expands its scope of application.
Inorganic base is KOH.Potassium hydroxide can make certain tribute in development process to the stabilization of developing performance It offers.
The quality of inorganic base is the 3-5% of photoresist developer gross mass, and the quality of nonionic surfactant is photoetching The 1-10% of glue developing solution gross mass, surplus are water.The inorganic base and nonionic surfactant of this weight range can be In developing process, improves the development precision of each different photoresist, reduces foam time, enable low bubble in 30s It inside completely disappears, development is moderate within the scope of this, will not cross development or development is too late, and developer solution is stored up in -5~40 DEG C of conditions It deposits and using without medical fluid lamination, for the effective Storage period of longest up to 2 years, stability was high.
The quality of inorganic base is the 3.5-4.5% of photoresist developer gross mass.When inorganic base quality within this range When, the line width and taper angle of figure are able to maintain in a stable range, and development effect is efficiently stablized.
The quality of nonionic surfactant is the 6-10% of photoresist developer solution gross mass.
N is the integer less than or equal to 10.
N=1 or 2.When the value of n within this range when, since the number of c is smaller, steric hindrance may be made opposite Become smaller, and makes development effect more preferably.
Weight ratio between castor oil polyoxyethylene ether, Formulas I general structure compound represented is 1-3:5.In this range The variation range value of the line width of interior photoresist is constant within 0.2 micron, illustrates that the development effect of photoresist is more preferable, develops and miss Difference is small.
The compound of Formula I in photoresist developer in the present invention is existing compound, passes through ester water for Tuliposide Solution, resterification addition and obtain.
Weight ratio between castor oil polyoxyethylene ether, Formulas I general structure compound represented is 3:5.
Compared with prior art, the present invention having the following advantages and benefits:
1, developer solution of the invention has excellent technique remaining, can be used for only by adjustment light exposure and film thickness The processing of a variety of photoresists, development timeliness is long, the scope of application of development is wide;
2, for developer solution of the invention when coping with the various photoresists of different developing times, development effect is good, development Efficiency and development precision are high, and stable developing is good, and can shorten cream time.
Specific embodiment
To make the objectives, technical solutions, and advantages of the present invention clearer, below with reference to embodiment, the present invention is made Further to be described in detail, exemplary embodiment of the invention and its explanation for explaining only the invention, are not intended as to this The restriction of invention.
Changed with the proportion of additive, prepare developer solution embodiment 1-10, it is that n takes 1 entirely in I that wherein developer solution, which takes general formula,. It is that n takes 2 in I that developer solution, which takes general formula, in embodiment 11.Each reagent in embodiment can pass through commercially available acquisition.Castor oil polyoxy second Alkene ether can be the series of EL-10,12,20,30,40.
Embodiment 1
Negated 5 parts by weight of ionic surface active agent of developer solution and 3 parts by weight of inorganic base, water are 92 parts by weight.Inorganic base is Common alkali metal hydroxide, alkaline compound etc..Potassium hydroxide is all chosen for convenience of comparing embodiment as developer solution Alkali compounds.
Embodiment 2
Negated 8 parts by weight of ionic surface active agent of developer solution and 5 parts by weight of potassium hydroxide, water are 87 parts by weight.
Embodiment 3
Negated 6 parts by weight of ionic surface active agent of developer solution and 3.5 parts by weight of potassium hydroxide, water are 90.5 parts by weight.
Embodiment 4
Negated 10 parts by weight of ionic surface active agent of developer solution and 4.5 parts by weight of potassium hydroxide, water are 85.5 parts by weight.
Embodiment 5
Negated 1 parts by weight of ionic surface active agent of developer solution and 3 parts by weight of potassium hydroxide, water are 96 parts by weight.
Embodiment 6
Negated 6 parts by weight of ionic surface active agent of developer solution and 4.4 parts by weight of potassium hydroxide, water are 89.6 parts by weight.
Embodiment 7
Negated 6 parts by weight of ionic surface active agent of developer solution and 3.6 parts by weight of potassium hydroxide, water are 89.4 parts by weight.
Embodiment 8
Negated 6 parts by weight of ionic surface active agent of developer solution and 4.5 parts by weight of potassium hydroxide, water are 89.5 parts by weight.
Embodiment 9
Negated 6 parts by weight of ionic surface active agent of developer solution and 4.0 parts by weight of potassium hydroxide, water are 90 parts by weight.It is non-from In sub- surfactant, the weight ratio between castor oil polyoxyethylene ether, Formulas I general structure compound represented is 1:5.
Embodiment 10
Negated 10 parts by weight of ionic surface active agent of developer solution and 4.0 parts by weight of potassium hydroxide, water are 86 parts by weight.It is non-from In sub- surfactant, the weight ratio between castor oil polyoxyethylene ether, Formulas I general structure compound represented is 3:5.
Embodiment 11
Negated 10 parts by weight of ionic surface active agent of developer solution and 4.0 parts by weight of potassium hydroxide, water are 86 parts by weight.It is non-from In sub- surfactant, the weight ratio between castor oil polyoxyethylene ether, Formulas I general structure compound represented is 3:5, n= 2。
The development capability of developer solution to illustrate the invention, inventor have done well known experiment, experimental method: will 50ml developer solution is put into beaker, shakes 1min, measures foam height every 1min, until lather collapse, quiet after concussion one minute It sets.Have evaluated pattern situations when complete development, showing in foam situation of change, with prior art 1:CN200910083949.1 Shadow liquid;Developer solution in prior art 2:ZL2010101881253 compares, and see the table below.
The development effect obtained such as table 1.
1 development effect of table: residue retain, graphic edge clearly whether hairiness defect
Technique remaining in order to further illustrate the present invention is wide:
The photoresist that the normal development time is 80s is carried out the adjustment in the positive and negative 20s of developing time by the present invention, with same Development effect is tested for concentration range.By taking embodiment 2-5 as an example, the figure that line width is 20 microns carries out development treatment and tests it Line width within the scope of 40-80s.
The figure development effect that 2 line width of table is 20 microns
As can be seen from the above table, in the developing time of 60s-100s, the effect of photoresist can be maintained substantially, work Skill operates that surplus is wide, and developer solution has such performance, can be according to the different development timeliness of different photoresists and film thickness It is required that carrying out the disposable development treatment of the same developer solution of different photoresists, the processing scope of application is improved.
To further illustrate beneficial effects of the present invention, comparative example 1: negated 10 weight of ionic surface active agent of developer solution is set Part and 4.0 parts by weight of potassium hydroxide are measured, water is 86 parts by weight.In nonionic surfactant, castor oil polyoxyethylene ether, Formulas I Weight ratio between general structure compound represented is 1:6.Comparative example 2: negated 10 weight of ionic surface active agent of developer solution Part and 4.0 parts by weight of potassium hydroxide, water are 86 parts by weight.In nonionic surfactant, castor oil polyoxyethylene ether, Formulas I knot Weight ratio between structure general formula compound represented is 1:10.Comparative example 3: only addition 6 parts by weight of castor oil polyoxyethylene ether and 4.0 parts by weight of potassium hydroxide, water are 86 parts by weight, comparative example 4: only addition general structure I6 parts by weight and 4.0 weight of potassium hydroxide Part is measured, water is 86 parts by weight, and the adjustment in the positive and negative 20s that the photoresist that the normal development time is 80s carries out developing time is surveyed Examination development effect is compared as follows shown in table with the development effect of embodiment 10,11.
Development effect between 3 comparative example of table and embodiment compares
As can be seen from the above table, the developer formula of non-present invention range floats up and down certain within the normal development time Time, figure line width variation is larger, and figure line width is unstable, also means that the scope of application of developer solution is not wide, can not be one In secondary development treatment, the photoresist of different developing time sections is handled.
Above-described specific embodiment has carried out further the purpose of the present invention, technical scheme and beneficial effects It is described in detail, it should be understood that being not intended to limit the present invention the foregoing is merely a specific embodiment of the invention Protection scope, all within the spirits and principles of the present invention, any modification, equivalent substitution, improvement and etc. done should all include Within protection scope of the present invention.

Claims (8)

1. a kind of photoresist developer, which is characterized in that including water, nonionic surfactant and inorganic base, non-ionic surface Activating agent includes castor oil polyoxyethylene ether, Formulas I general structure compound represented,
,
N in formula I is the integer less than or equal to 10.
2. photoresist developer according to claim 1, which is characterized in that inorganic base KOH.
3. photoresist developer according to claim 1, which is characterized in that the quality of inorganic base is that photoresist developer is total The 3-5% of quality, the quality of nonionic surfactant are the 1-10% of photoresist developer gross mass, and surplus is water.
4. photoresist developer according to claim 3, which is characterized in that the quality of inorganic base is that photoresist developer is total The 3.5-4.5% of quality.
5. photoresist developer according to claim 3, which is characterized in that the quality of nonionic surfactant is photoetching The 6-10% of glue developing solution gross mass.
6. photoresist developer according to claim 1, which is characterized in that n=1 or 2.
7. photoresist developer according to claim 1, which is characterized in that castor oil polyoxyethylene ether, Formulas I general structure Weight ratio between compound represented is 1-3:5.
8. photoresist developer according to claim 7, which is characterized in that castor oil polyoxyethylene ether, Formulas I general structure Weight ratio between compound represented is 3:5.
CN201710062714.9A 2017-01-25 2017-01-25 A kind of photoresist developer Active CN106527065B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201710062714.9A CN106527065B (en) 2017-01-25 2017-01-25 A kind of photoresist developer

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201710062714.9A CN106527065B (en) 2017-01-25 2017-01-25 A kind of photoresist developer

Publications (2)

Publication Number Publication Date
CN106527065A CN106527065A (en) 2017-03-22
CN106527065B true CN106527065B (en) 2019-06-28

Family

ID=58335837

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201710062714.9A Active CN106527065B (en) 2017-01-25 2017-01-25 A kind of photoresist developer

Country Status (1)

Country Link
CN (1) CN106527065B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108594606A (en) * 2018-04-13 2018-09-28 深圳达诚清洗剂有限公司 A kind of negative photo glue developing solution
CN116149147B (en) * 2023-04-24 2023-07-14 甘肃华隆芯材料科技有限公司 Photoresist developer and preparation method and application thereof

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL2005573C2 (en) * 2010-10-26 2012-04-27 Stichting Dienst Landbouwkundi Method for the production of glycosides from bulbs and use of the glycosides thus produced.
CN106227003A (en) * 2016-09-29 2016-12-14 杭州格林达化学有限公司 A kind of developer composition and preparation method thereof

Also Published As

Publication number Publication date
CN106527065A (en) 2017-03-22

Similar Documents

Publication Publication Date Title
Krysak et al. Development of an inorganic nanoparticle photoresist for EUV, e-beam, and 193nm lithography
JP4828833B2 (en) Immersion lithography fluid
US20050161644A1 (en) Immersion lithography fluids
KR100974840B1 (en) Washing liquid for photolithography, and method for washing exposure device using the same
KR100220885B1 (en) Chemically amplified positive resist composition
CN109313398A (en) It rinses composition, form the method for resist pattern and the preparation method of semiconductor devices
CN106527065B (en) A kind of photoresist developer
CN101133366B (en) Developer composition, process for producing the same, and method of forming resist pattern
JP2006251805A (en) Manufacturing method of optical element for microlithography, lens system obtained by the method and using method of the lens system
JP2003345026A (en) Coating liquid composition for formation of antireflection film, photoresist laminate by using the same, and method for forming photoresist pattern
KR101617169B1 (en) Cleaning composition for photolithography and method for forming photoresist pattern using the same
JP2005157259A (en) Resist upper layer film forming material and resist pattern forming method using the same
KR20050075328A (en) Composition for antireflection coating and method for forming pattern
CN110023841A (en) The method of the method and manufacturing semiconductor devices of lithography composition, formation corrosion-resisting pattern
US12084628B2 (en) Composition comprising a primary and a secondary surfactant, for cleaning or rinsing a product
JP2009032914A (en) Etching solution
JP2007123776A (en) Cleaning liquid and cleaning method
JP3868686B2 (en) Photoresist pattern forming method with reduced defects and developer for reducing defects
JP2005079140A (en) Immersion optical system, liquid medium and exposure devise
JP2007258638A (en) Immersion exposure method and immersion exposure device
US5747224A (en) Stock developer solutions for photoresists and developer solutions prepared by dilution thereof
KR20170026187A (en) Resist pattern forming method and developer for lithography
KR100927448B1 (en) Photoresist developer
JP2006073967A (en) Immersion liquid for liquid immersion lithography method, and resist pattern forming method using the immersion liquid
JP4589809B2 (en) Barrier film forming material and pattern forming method using the same

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
GR01 Patent grant
GR01 Patent grant