JPH02120745A - Aqueous developing solution for photosensitive resin - Google Patents

Aqueous developing solution for photosensitive resin

Info

Publication number
JPH02120745A
JPH02120745A JP27340988A JP27340988A JPH02120745A JP H02120745 A JPH02120745 A JP H02120745A JP 27340988 A JP27340988 A JP 27340988A JP 27340988 A JP27340988 A JP 27340988A JP H02120745 A JPH02120745 A JP H02120745A
Authority
JP
Japan
Prior art keywords
development
sulfonic acid
developer
photosensitive resin
ratio
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.)
Pending
Application number
JP27340988A
Other languages
Japanese (ja)
Inventor
Tsutomu Sato
勉 佐藤
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.)
Somar Corp
Original Assignee
Somar Corp
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 Somar Corp filed Critical Somar Corp
Priority to JP27340988A priority Critical patent/JPH02120745A/en
Publication of JPH02120745A publication Critical patent/JPH02120745A/en
Pending legal-status Critical Current

Links

Abstract

PURPOSE:To enhance the definition of dots of a photosensitive resin layer and to shorten the time for development by incorporating a specific compd. at a specific ratio into the developing soln. CONSTITUTION:Dialkyrol amide (e.g.: lauryl diethanol amide), alkyl diphenyl ether having a sulfonic acid group, or the condensation product of naphthalene sulfonic acid is incorporated at 0.3 to 1.0wt.% into the title developing soln. The development void in the part of the smallest point of dots is defective if the content of the above-mentioned compd. is below the above-mentioned ratio. The photocured part is swollen if the ratio exceeds the above-mentioned ratio. A pH adjusting agent, such as sodium phosphate, org. solvent, such as 2-butoxyethanol, and a surfactant may be added to the developing soln.

Description

【発明の詳細な説明】 (産業上の利用分野)       □本発明は、特定
の物質を含む感光性樹脂用水系現像液に関する。本水系
現像液は、樹脂系(非狼塩系)感光剤に対し使用される
水系(非有機溶剤系)現像液である。        
□    ・(従来技術と問題点)         
“オフセット印刷に用いられるPS板の製造や、プリン
ト配線基板を製造する工程では、ネガタイプの場合、板
に感光性樹脂含有感光液を塗布して露光し、その後、未
露光部分の不必要な感光層を現像除去して、画像を形成
させる。この際に用いられろ水系現像液には、従来、ア
ルカリ性物質、界面活性剤及び水等が含まれており、さ
らに、現像液の寿命を長くするためにpH調整剤(バッ
ファー溶液)としてリン酸ナトリウム、リン酸水素ナト
リウム等が含まれていた。そして、従来の現像液では、
現像液に含まれている界面活性剤の量は、通常0.01
〜0.1重量%(対現像液)、と少量であった。。
DETAILED DESCRIPTION OF THE INVENTION (Field of Industrial Application) The present invention relates to an aqueous developer for photosensitive resins containing a specific substance. This aqueous developer is an aqueous (non-organic solvent) developer used for resin-based (non-salt-based) photosensitizers.
□ ・(Conventional technology and problems)
“In the process of manufacturing PS boards used in offset printing and printed wiring boards, in the case of negative types, the board is coated with a photosensitive liquid containing a photosensitive resin and exposed, and then the unexposed areas are exposed to unnecessary light. The layer is developed and removed to form an image.The filtrate-based developer used at this time conventionally contains alkaline substances, surfactants, water, etc. Therefore, sodium phosphate, sodium hydrogen phosphate, etc. were included as pH adjusters (buffer solutions).
The amount of surfactant contained in the developer is usually 0.01
The amount was as small as ~0.1% by weight (based on the developer). .

このような従来のアルカリ現像液には、■最小点20μ
前後の網点の現像が極端に悪いため、解像性が劣る、■
現像に長時間を要する等の欠点があった。
Such a conventional alkaline developer has a minimum point of 20μ.
The development of the front and rear halftone dots is extremely poor, resulting in poor resolution.■
There were drawbacks such as a long time required for development.

(発明の目的及び構成) 本発明は、上記した従来技術にみる欠点を克服した新規
かつ改良された水系現像液を提供しようとするもめであ
る。
(Object and Structure of the Invention) The present invention is an attempt to provide a new and improved aqueous developer that overcomes the drawbacks of the prior art described above.

本発明は下記のとおりのものである。The present invention is as follows.

(1)  ジアルキロールアミド、スルホン酸基含有ア
ルキルジフェニルエーテル又は/及びナフタレンスルホ
ン酸縮合物を、現像液に対し0.3〜1.0重量%含む
感光性樹脂用水系現像液。
(1) An aqueous developer for photosensitive resins containing 0.3 to 1.0% by weight of a dialkylolamide, a sulfonic acid group-containing alkyldiphenyl ether, or/and a naphthalene sulfonic acid condensate based on the developer.

本発明の水系現像液においては、含有される物質の種類
とその量の点が特に重要である。
In the aqueous developer of the present invention, the types and amounts of substances contained are particularly important.

含有物質は、ジアルキロールアミド、スルホン酸基含有
アルキルジフェニルエーテル又は/及びナフタレンスル
ホン酸縮合物である。
The contained substances are dialkylolamides, sulfonic acid group-containing alkyldiphenyl ethers, and/or naphthalenesulfonic acid condensates.

上記のジアルキロールアミドとしては、例えば、やし脂
肪酸ジメタツールアミド、やし脂肪酸ジェタノールアミ
ド(例えば東邦化学社製「トーホールN−230J )
 、やし脂肪酸ジブロバノールアミド、ラウリルジメタ
ツールアミド、ラウリルジェタノールアミド等が挙げら
れる。これらを1種又は2種以上使用することができる
。特に、ラウリルジェタノールアミド、やし脂肪酸ジェ
タノールアミドを使用することが好ましい。上記のスル
ホン酸基含有アルキルジフェニルエーテルやナフタレン
スルホン酸縮合物は、公知のものであって、これらに属
する具体例のそれぞれ1種又は2種以上を使用すること
ができる。
Examples of the above-mentioned dialkylolamide include coconut fatty acid dimetatoolamide, coconut fatty acid jetanolamide (for example, Toho Kagaku Co., Ltd. "Tohol N-230J")
, coconut fatty acid dibrobanolamide, lauryl dimetatoolamide, lauryl jetanolamide, and the like. One or more types of these can be used. In particular, it is preferable to use lauryl getanolamide and coconut fatty acid getanolamide. The above-mentioned sulfonic acid group-containing alkyl diphenyl ethers and naphthalene sulfonic acid condensates are known, and one or more specific examples thereof can be used.

これら物質の液における含有量は、現像液に対し0.3
〜1.0重量%である。この含有量は、従来の水系現像
液における界面活性剤0.01〜0.1重量%(前出)
に比し多量である。
The content of these substances in the solution is 0.3 to the developer solution.
~1.0% by weight. This content is 0.01 to 0.1% by weight of surfactant in conventional aqueous developing solutions (as mentioned above).
It is a large amount compared to

本発明では、上記特定の範囲で特定物質を含有させるこ
とにより所期の効果が得られ、この範囲外では所期の効
果を得ることができない。すなわち、上記特定物質の含
有量が0.3重量%未溝の場合には、網点の最小点の部
分の現像抜けが不良となって、現像を完全に行うことが
できず、逆に、1.0重量%超の場合には、光硬化膜部
分に不都合な膨潤が生じて同じく現像が不良となって、
現像を完全に行うことができず、加えて、量を多くした
ことに見合ったメリットもない。
In the present invention, the desired effect can be obtained by containing the specific substance within the above specified range, and the desired effect cannot be obtained outside this range. In other words, if the content of the specific substance is 0.3% by weight, there will be insufficient development at the minimum halftone dots, making it impossible to complete the development, and conversely, If it exceeds 1.0% by weight, undesirable swelling will occur in the photocured film portion, resulting in poor development.
Complete development cannot be carried out, and in addition, there is no merit commensurate with increasing the amount.

本発明においてジアルキロールアミド、スルホン酸含有
アルキルジフェニルエーテル又はナフタレンスルホン酸
縮合物を0.3〜1.0重量%添加する対象の実質的に
非有機溶剤系の現像液としては、例えば、水単独からな
るものや、水とアルカリからなるものや、水とアルカリ
と界面活性剤とからなるものなどが挙げられる。
In the present invention, the substantially non-organic solvent-based developer to which 0.3 to 1.0% by weight of dialkylolamide, sulfonic acid-containing alkyldiphenyl ether or naphthalene sulfonic acid condensate is added is, for example, water alone. , water and alkali, and water, alkali, and surfactant.

本発明のアルカリ現像液には、本発明の目的に反さない
限り、適宜、適量、他の物質、例えば少量の有機溶剤、
具体的には2−ブトキシェタノール等や下記の公知の界
面活性剤を添加することができる。
The alkaline developer of the present invention may contain other substances, such as a small amount of an organic solvent, in an appropriate amount, as long as it does not contradict the purpose of the present invention.
Specifically, 2-butoxyshetanol or the like and the following known surfactants can be added.

■アニオン界面活性剤として、カルボン酸型、硫酸エス
テル型、スルホン酸型、リン酸エステル型等が、■カチ
オン界面活性剤として、脂肪族アミ類、第4級アンモニ
ウム塩類、ピリジウム塩類等が、■両性界面活性剤とし
て、カルボン酸型、硫酸エステル型、スルホン酸型、リ
ン酸エステル型等が、■非イオン界面活性剤として、エ
ーテル型、エステル型、アミノエーテル型、エーテルエ
ステル型等が挙げられる。
■Anionic surfactants include carboxylic acid type, sulfuric acid ester type, sulfonic acid ester type, phosphoric acid ester type, etc. ■Cationic surfactants include aliphatic amines, quaternary ammonium salts, pyridium salts, etc. Examples of amphoteric surfactants include carboxylic acid type, sulfate ester type, sulfonic acid type, phosphate ester type, etc. ■ Nonionic surfactants include ether type, ester type, aminoether type, ether ester type, etc. .

これらの中でもスルホン酸型アニオン界面活性剤、ジオ
クチルスルホサクシネート等は、優れた現像促進効果を
もたらし、特に好適とされる。
Among these, sulfonic acid type anionic surfactants, dioctyl sulfosuccinate and the like are particularly preferred because they provide an excellent development accelerating effect.

これら界面活性剤の1種又は2種以上を併用してもよい
One or more of these surfactants may be used in combination.

さらに、本発明の水系現像液には、本発明の目的に反さ
ない限り、適宜、適量、他の配合剤、例えば現像促進剤
や消泡剤等を添加してもよい。
Furthermore, other compounding agents such as a development accelerator and an antifoaming agent may be added to the aqueous developer of the present invention in appropriate amounts as long as they do not contradict the purpose of the present invention.

本発明の水系現像液は、感光性樹脂用の用途に供される
ものである。ここに感光性樹脂としては、けい皮酸の光
二量化反応によって硬化する光架橋のものや、モノマー
又はオリゴマー等の架橋剤を含む光重合型のものなどが
挙げられる。
The aqueous developer of the present invention is used for photosensitive resin applications. Examples of the photosensitive resin include photocrosslinked resins that are cured by a photodimerization reaction of cinnamic acid, and photopolymerizable resins containing a crosslinking agent such as a monomer or oligomer.

本発明の水系現像液の製造は、所定の物質を所定量均一
に混合することにより行われる。
The aqueous developer of the present invention is produced by uniformly mixing predetermined amounts of predetermined substances.

本発明の水系現像液は、感光性樹脂をアルカリ(水溶液
)現像するのに使用されるものであって、もとより銀塩
系感光材や有機溶剤現像において使用されるものではな
い。
The aqueous developer of the present invention is used for alkali (aqueous solution) development of photosensitive resins, and is not used for developing silver salt-based photosensitive materials or organic solvents.

〔発明の効果〕〔Effect of the invention〕

本発明の水系現像液は、下記の効果を有する。 The aqueous developer of the present invention has the following effects.

■ 最小点20μ前後の網点現像が良くなって、解像性
が良くなる。
■ Improved halftone dot development around the minimum point of 20μ, resulting in improved resolution.

■ 現像により生じた網点のエツジの部分がシャープに
なる。
■ Edges of halftone dots created by development become sharper.

■ 現像抜けが良くなることにより、膨潤がなく、光沢
のある画像が得られる。
■ By improving the development throughput, a glossy image without swelling can be obtained.

■ 現像時間を短縮できる。■ Development time can be shortened.

〔実施例及び比較例〕[Examples and comparative examples]

実施例1 〔現像液の調製〕 リン酸ナトリウム(NazPO4・1211zO)リン
酸水素ナトリウム(NallP04・11□0)2−ブ
トキシェタノール ラウリルジェタノールアミド 水 0.3重量% 0.6重量% 1.5重量% 0.4重量% 97.2重量% 〔現像液の使用〕 予めブラッシ研磨を施したアルミニウム板(縦4671
鳳、横400龍、厚さ0.2龍)の片面に、ネガ型光重
合性感光液(商品名SMR−AN、ソマール(株)製)
を、乾燥後の膜厚が6μmとなるように塗布したのち、
温度60℃のオーブン中で5分間加熱乾燥し、感光層を
形成させた。
Example 1 [Preparation of developer] Sodium phosphate (NazPO4.1211zO) Sodium hydrogen phosphate (NallP04.11□0) 2-Butoxyshetanol Lauryl jetanolamide Water 0.3% by weight 0.6% by weight 1. 5% by weight 0.4% by weight 97.2% by weight [Usage of developer] Aluminum plate (vertical 4671
A negative photopolymerizable photosensitive liquid (trade name: SMR-AN, manufactured by Somar Co., Ltd.) was applied on one side of the paper.
was applied so that the film thickness after drying was 6 μm,
The film was dried by heating in an oven at a temperature of 60° C. for 5 minutes to form a photosensitive layer.

この感光層上に網点をパターンフィルム〔デュポン社製
 DOT  5IZE  C0NPARATOR(A−
64094)製〕を密着し、露光機(ジェットライト 
オーク社製2kW)を用い、光源から1mの距離で30
秒間露光した。
A halftone dot pattern film [DOT 5IZE C0NPARATOR (A-
64094)] and exposed using an exposure machine (jet light).
30 at a distance of 1m from the light source.
Exposure for seconds.

露光された感光層について、上記の調製した現像液を用
い、現像液温度を24℃に保持し、1.3分間浸漬現像
を行った。
The exposed photosensitive layer was subjected to immersion development for 1.3 minutes using the developer prepared above and maintaining the developer temperature at 24°C.

現像後のパターンは、きわめてきれいな網点て、再現性
も良好で、最小点20μmの網点も確実に現像されてい
た。また、硬化部分は膨潤もなく、光沢のあるレジスト
層を形成していた。さらに、未露光部の感光層は完全に
除去され、その残渣は認められなかった。
The pattern after development had extremely clear halftone dots and good reproducibility, and even halftone dots with a minimum point of 20 μm were reliably developed. Furthermore, the cured portion did not swell, forming a glossy resist layer. Furthermore, the photosensitive layer in the unexposed areas was completely removed, and no residue was observed.

実施例2〜8及び比較例1〜4 上記実施例1においてラウリルジェタノールアミド(L
DA)の量を下記第1表のように変化させた以外は、実
施例1と同様にして現像液を調製した。
Examples 2 to 8 and Comparative Examples 1 to 4 In Example 1 above, lauryl jetanolamide (L
A developer was prepared in the same manner as in Example 1, except that the amount of DA) was changed as shown in Table 1 below.

得られた現像液を使用して実施例1と同様にして現像を
行ったところ、第1表に示す結果を得た。
When the obtained developer was used for development in the same manner as in Example 1, the results shown in Table 1 were obtained.

実施例9 上記実施例1においてラウリルジェタノールアミドの代
りに、市販のスルホン酸基含有アルキルジフェニルエー
テル又は同ナフタレンスルホン酸縮合物を使用した以外
は、実施例1と同様にして現像液を調製した。
Example 9 A developing solution was prepared in the same manner as in Example 1, except that a commercially available sulfonic acid group-containing alkyl diphenyl ether or a naphthalene sulfonic acid condensate was used instead of lauryl jetanolamide.

得られた現像液を使用して現像を行ったところ、実施例
1と同様の良好な結果が得られた。
When the obtained developer was used for development, the same good results as in Example 1 were obtained.

Claims (1)

【特許請求の範囲】[Claims] (1)ジアルキロールアミド、スルホン酸基含有アルキ
ルジフェニルエーテル又は/及びナフタレンスルホン酸
縮合物を、現像液に対し0.3〜1.0重量%含む感光
性樹脂用水系現像液。
(1) An aqueous developer for photosensitive resins containing 0.3 to 1.0% by weight of a dialkylolamide, a sulfonic acid group-containing alkyldiphenyl ether, or/and a naphthalene sulfonic acid condensate based on the developer.
JP27340988A 1988-10-29 1988-10-29 Aqueous developing solution for photosensitive resin Pending JPH02120745A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP27340988A JPH02120745A (en) 1988-10-29 1988-10-29 Aqueous developing solution for photosensitive resin

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP27340988A JPH02120745A (en) 1988-10-29 1988-10-29 Aqueous developing solution for photosensitive resin

Publications (1)

Publication Number Publication Date
JPH02120745A true JPH02120745A (en) 1990-05-08

Family

ID=17527488

Family Applications (1)

Application Number Title Priority Date Filing Date
JP27340988A Pending JPH02120745A (en) 1988-10-29 1988-10-29 Aqueous developing solution for photosensitive resin

Country Status (1)

Country Link
JP (1) JPH02120745A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH04204454A (en) * 1990-11-30 1992-07-24 Tokyo Ohka Kogyo Co Ltd Developer composition for resist

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS59198452A (en) * 1983-04-25 1984-11-10 Fuji Photo Film Co Ltd Developing solution composition
JPS60130741A (en) * 1983-12-19 1985-07-12 Nippon Seihaku Kk Photosensitive lithographic plate developer

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS59198452A (en) * 1983-04-25 1984-11-10 Fuji Photo Film Co Ltd Developing solution composition
JPS60130741A (en) * 1983-12-19 1985-07-12 Nippon Seihaku Kk Photosensitive lithographic plate developer

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH04204454A (en) * 1990-11-30 1992-07-24 Tokyo Ohka Kogyo Co Ltd Developer composition for resist

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