CN112711176A - Photoresist stripping liquid applicable to semiconductor field and preparation method - Google Patents

Photoresist stripping liquid applicable to semiconductor field and preparation method Download PDF

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Publication number
CN112711176A
CN112711176A CN202011496711.4A CN202011496711A CN112711176A CN 112711176 A CN112711176 A CN 112711176A CN 202011496711 A CN202011496711 A CN 202011496711A CN 112711176 A CN112711176 A CN 112711176A
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applicable
semiconductor field
quaternary ammonium
photoresist
alcohol amine
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尹淞
冯继恒
鲁晨泓
张建
刘江华
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Xinyue Microelectronic Materials Jiaxing Co ltd
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Xinyue Microelectronic Materials Jiaxing Co ltd
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    • 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
    • G03F7/42Stripping or agents therefor
    • G03F7/422Stripping or agents therefor using liquids only
    • G03F7/425Stripping or agents therefor using liquids only containing mineral alkaline compounds; containing organic basic compounds, e.g. quaternary ammonium compounds; containing heterocyclic basic compounds containing nitrogen

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

Abstract

The invention discloses a photoresist stripping solution applicable to the field of semiconductors and a preparation method thereof, wherein the photoresist stripping solution comprises a quaternary ammonium compound, organic alcohol amine, a polar organic solvent and deionized water; the cleaning agent comprises, by weight, 0.5-20% of quaternary ammonium compound, 1-40% of organic alcohol amine, 20-95% of polar organic solvent and 1-50% of deionized water. The invention has good stability and good photoresist removing effect, and can not corrode the gallium arsenide and other substrates.

Description

Photoresist stripping liquid applicable to semiconductor field and preparation method
Technical Field
The invention relates to a photoresist stripping liquid applicable to the field of semiconductors and a preparation method thereof.
Background
Photolithography is one of the most important steps in the manufacture of semiconductors and displays. The method has the main function of copying the patterns on the mask plate to a silicon wafer or other substrates to prepare for the next etching or ion implantation process. In the photoetching process, a layer of photoresist is required to be coated on a substrate, after ultraviolet exposure, the chemical property of the photoresist is changed, and after development, the exposed positive photoresist (the negative photoresist is an unexposed area and is developed and removed) is removed, so that the circuit pattern is transferred to the photoresist from a mask. And then the circuit pattern is transferred to the substrate from the photoresist through an etching process. After the above-mentioned pattern transfer is completed, the photoresist and its residues need to be cleaned for the next operation.
In the prior art, CN104635438 discloses a photoresist stripping solution containing quaternary amine oxide, epoxy organic solvent and other types of solvents, which is non-corrosive to aluminum copper substrate but corrosive to gallium arsenide substrate. CN 101842872a discloses a photoresist stripping solution, which contains hydroxylamine or hydroxylamine derivatives, quaternary ammonium compound and polar organic solvent. The product has poor stability due to the inclusion of hydroxylamine, which is prone to explosion. CN1207643C discloses a photoresist stripping solution, which contains acetoacetate or ester derivative of acetic acid, tetramethylammonium hydroxide, diol or polar organic solvent, and the stripping solution has poor stripping effect, long stripping time and high temperature for some thick-film photoresists.
Disclosure of Invention
The invention aims to solve the technical problem of providing the photoresist stripping liquid applicable to the field of semiconductors, which has good stability and good photoresist stripping effect, and can not corrode a gallium arsenide substrate
The photoresist stripping solution applicable to the field of semiconductors is realized by the following technical scheme: comprises quaternary ammonium compound, organic alcohol amine, polar organic solvent and deionized water;
the cleaning agent comprises, by weight, 0.5-20% of quaternary ammonium compound, 1-40% of organic alcohol amine, 20-95% of polar organic solvent and 1-50% of deionized water.
As a preferred technical scheme, the quaternary ammonium compound is 1-8 wt%, the organic alcohol amine is 2-30 wt%, the polar organic solvent is 30-90 wt%, and the deionized water is 1-30 wt%.
As a preferred embodiment, the quaternary ammonium compound is selected from the group consisting of tetramethylammonium hydroxide, tetraethylammonium hydroxide, tetrapropylammonium hydroxide, tetrabutylammonium hydroxide, choline, hexadecyltrimethylammonium hydroxide and benzyltrimethylammonium hydroxide.
As a preferred embodiment, the quaternary ammonium compound is preferably tetramethylammonium hydroxide or choline.
Preferably, the organic alcohol amine is at least one selected from the group consisting of monoethanolamine, N-dimethylethanolamine, N-diethylethanolamine, isopropanolamine, diisopropanolamine, triisopropanolamine, diethanolamine, triethanolamine, 3-propanolamine, 2-aminoethanolamine, ethyldiethanolamine, N-ethanolamine, and diglycolamine.
As the preferable technical scheme, the organic alcohol amine is preferably one or more of monoethanolamine, diglycolamine, N-methylethanolamine and N' N-dimethylethanolamine.
Preferably, the polar solvent is one or more selected from formamide, N-methylformamide, N-methylacetamide, N-dimethylformamide, N-dimethylacetamide, dimethyl sulfoxide, sulfolane, acetonitrile, benzonitrile, N-methyl-pyrrolidone, N-ethyl-pyrrolidone, 1-cyclohexyl-2-pyrrolidone, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, dipropylene glycol monobutyl ether, diethylene glycol dimethyl ether, triethylene glycol dimethyl ether, tetraethylene glycol dimethyl ether, hexamethylenetetramine, and propylene carbonate.
As a preferable technical scheme, the polar solvent is preferably one or more of dimethyl sulfoxide, diethylene glycol monobutyl ether or dipropylene glycol monomethyl ether.
As a preferred technical scheme, the deionized water is selected from ultrapure water larger than 18M omega.
A preparation method of photoresist stripping liquid applicable to the field of semiconductors comprises the following preparation processes: the quaternary ammonium compound, the organic alcohol amine, the polar organic solvent and the deionized water are sequentially added, stirred and dissolved, the heat release phenomenon of the organic base is controlled in the dissolving process, the temperature in the whole dissolving process is controlled below 50 ℃, and the solution is filtered by a filter element below 1um after being completely dissolved.
The invention has the beneficial effects that: the invention has good stability and good photoresist removing effect, and can not corrode the gallium arsenide and other substrates.
Detailed Description
Table 1 components and contents of photoresist stripper for examples:
Figure RE-GDA0002975488270000031
Figure RE-GDA0002975488270000041
TABLE 1
Effects of the embodiment
In order to further examine the effect of the photoresist stripping solution on removing the photoresist, the invention adopts the following technical means: firstly, cleaning a substrate by using a special cleaning agent, washing by using ultrapure water, and drying; spin-coating a photoresist film with the thickness of 2um on the substrate at 800-1000 rpm by a spin coating machine, and curing at 150 ℃ by an oven to obtain a test piece for testing the stripping performance of the photoresist stripping liquid composition on the photoresist; the cleaning process comprises the following steps: cutting the substrate coated with the photoresist into 10 x 10cm small blocks, cleaning by using the soaking or spraying process according to the embodiment, and cleaning by using deionized water and drying by using nitrogen respectively; the stripping effect and the substrate corrosion performance of the photoresist stripping solution are shown in table 2:
Figure RE-GDA0002975488270000051
TABLE 2
As can be seen from the examples in the above table, the photoresist stripper of the present invention can effectively resist on the copper substrate surface without corroding the copper substrate; the method has the characteristics of large implementation range, large operation window and the like; most importantly, the substrate such as gallium arsenide and the like is not corroded.
The above description is only an embodiment of the present invention, but the scope of the present invention is not limited thereto, and any changes or substitutions that are not thought of through the inventive work should be included in the scope of the present invention. Therefore, the protection scope of the present invention shall be subject to the protection scope defined by the claims.

Claims (10)

1. A photoresist stripping liquid applicable to the field of semiconductors is characterized in that: comprises quaternary ammonium compound, organic alcohol amine, polar organic solvent and deionized water.
The cleaning agent comprises, by weight, 0.5-20% of quaternary ammonium compound, 1-40% of organic alcohol amine, 20-95% of polar organic solvent and 1-50% of deionized water.
2. The photoresist stripper applicable to the semiconductor field according to claim 1, wherein: the organic alcohol amine quaternary ammonium salt comprises, by weight, 1-8% of quaternary ammonium compound, 2-30% of organic alcohol amine, 30-90% of polar organic solvent and 1-30% of deionized water.
3. The photoresist stripper applicable to the semiconductor field according to claim 1, wherein: the quaternary ammonium compound is selected from the group consisting of tetramethylammonium hydroxide, tetraethylammonium hydroxide, tetrapropylammonium hydroxide, tetrabutylammonium hydroxide, choline, hexadecyltrimethylammonium hydroxide, and benzyltrimethylammonium hydroxide.
4. The photoresist stripper applicable to the semiconductor field according to claim 1, wherein: the quaternary ammonium compound is selected from tetramethylammonium hydroxide or choline.
5. The photoresist stripper applicable to the semiconductor field according to claim 1, wherein: the organic alcohol amine is at least one selected from monoethanolamine, N-dimethylethanolamine, N-diethylethanolamine, isopropanolamine, diisopropanolamine, triisopropanolamine, diethanolamine, triethanolamine, 3-propanolamine, 2-aminoethanolamine, ethyldiethanolamine, N-ethanolamine, and diglycolamine.
6. The photoresist stripper applicable to the semiconductor field according to claim 1, wherein: the organic alcohol amine is one or more selected from monoethanolamine, diglycolamine, N-methylethanolamine and N' N-dimethylethanolamine.
7. The photoresist stripper applicable to the semiconductor field according to claim 1, wherein: the polar solvent is one or more selected from formamide, N-methylformamide, N-methylacetamide, N-dimethylformamide, N-dimethylacetamide, dimethyl sulfoxide, sulfolane, acetonitrile, benzonitrile, N-methyl-pyrrolidone, N-ethyl-pyrrolidone, 1-cyclohexyl-2-pyrrolidone, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, dipropylene glycol monobutyl ether, diethylene glycol dimethyl ether, triethylene glycol dimethyl ether, tetraethylene glycol dimethyl ether, hexamethylenetetramine and propylene carbonate.
8. The photoresist stripper applicable to the semiconductor field according to claim 1, wherein: the polar solvent is one or more selected from dimethyl sulfoxide, diethylene glycol monobutyl ether or dipropylene glycol monomethyl ether.
9. The photoresist stripper applicable to the semiconductor field according to claim 1, wherein: the deionized water is selected from ultrapure water greater than 18M Ω.
10. A preparation method of photoresist stripping liquid applicable to the field of semiconductors is characterized by comprising the following steps: the preparation process comprises the following steps: the quaternary ammonium compound, the organic alcohol amine, the polar organic solvent and the deionized water are sequentially added, stirred and dissolved, the heat release phenomenon of the organic base is controlled in the dissolving process, the temperature in the whole dissolving process is controlled below 50 ℃, and the solution is filtered by a filter element below 1um after being completely dissolved.
CN202011496711.4A 2020-12-17 2020-12-17 Photoresist stripping liquid applicable to semiconductor field and preparation method Pending CN112711176A (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN115820351A (en) * 2022-12-19 2023-03-21 芯越微电子材料(嘉兴)有限公司 Semiconductor wafer substrate cleaning solution composition and application method thereof

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2003140364A (en) * 2001-11-02 2003-05-14 Mitsubishi Gas Chem Co Inc Resist removing solution for copper wiring board
CN1578932A (en) * 2001-11-02 2005-02-09 三菱瓦斯化学株式会社 Method for releasing resist
CN104281017A (en) * 2013-07-05 2015-01-14 三星电机株式会社 Dry film resist remover composition and method for removing dry film resist using the same
CN107121901A (en) * 2017-06-23 2017-09-01 昆山欣谷微电子材料有限公司 A kind of rich water base cleaning liquid composition
CN111448520A (en) * 2017-12-08 2020-07-24 汉高股份有限及两合公司 Photoresist stripper composition

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2003140364A (en) * 2001-11-02 2003-05-14 Mitsubishi Gas Chem Co Inc Resist removing solution for copper wiring board
CN1578932A (en) * 2001-11-02 2005-02-09 三菱瓦斯化学株式会社 Method for releasing resist
CN104281017A (en) * 2013-07-05 2015-01-14 三星电机株式会社 Dry film resist remover composition and method for removing dry film resist using the same
CN107121901A (en) * 2017-06-23 2017-09-01 昆山欣谷微电子材料有限公司 A kind of rich water base cleaning liquid composition
CN111448520A (en) * 2017-12-08 2020-07-24 汉高股份有限及两合公司 Photoresist stripper composition

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN115820351A (en) * 2022-12-19 2023-03-21 芯越微电子材料(嘉兴)有限公司 Semiconductor wafer substrate cleaning solution composition and application method thereof

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