JPH0451046A - Photosensitive resin composition and method for controlling its sensitivity - Google Patents
Photosensitive resin composition and method for controlling its sensitivityInfo
- Publication number
- JPH0451046A JPH0451046A JP2158275A JP15827590A JPH0451046A JP H0451046 A JPH0451046 A JP H0451046A JP 2158275 A JP2158275 A JP 2158275A JP 15827590 A JP15827590 A JP 15827590A JP H0451046 A JPH0451046 A JP H0451046A
- Authority
- JP
- Japan
- Prior art keywords
- group
- resin composition
- photosensitive resin
- formula
- polyvinyl alcohol
- 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.)
- Granted
Links
- 239000011342 resin composition Substances 0.000 title claims abstract description 16
- 230000035945 sensitivity Effects 0.000 title claims abstract description 14
- 238000000034 method Methods 0.000 title claims description 6
- 239000004372 Polyvinyl alcohol Substances 0.000 claims abstract description 19
- 150000001875 compounds Chemical class 0.000 claims abstract description 19
- 229920002451 polyvinyl alcohol Polymers 0.000 claims abstract description 19
- 150000001298 alcohols Chemical class 0.000 claims abstract description 17
- 150000001993 dienes Chemical class 0.000 claims abstract description 12
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 8
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 3
- 150000001450 anions Chemical group 0.000 claims abstract description 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract description 3
- 229910052736 halogen Inorganic materials 0.000 claims abstract 2
- 150000002367 halogens Chemical class 0.000 claims abstract 2
- 239000000126 substance Substances 0.000 claims description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 7
- 239000000839 emulsion Substances 0.000 description 10
- 238000007639 printing Methods 0.000 description 7
- 238000007650 screen-printing Methods 0.000 description 7
- 239000007788 liquid Substances 0.000 description 5
- 239000000243 solution Substances 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 150000003839 salts Chemical group 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- 230000000740 bleeding effect Effects 0.000 description 2
- DQXBYHZEEUGOBF-UHFFFAOYSA-N but-3-enoic acid;ethene Chemical compound C=C.OC(=O)CC=C DQXBYHZEEUGOBF-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 239000012954 diazonium Substances 0.000 description 2
- 150000001989 diazonium salts Chemical class 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000005038 ethylene vinyl acetate Substances 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
- 229910052753 mercury Inorganic materials 0.000 description 2
- 229920002120 photoresistant polymer Polymers 0.000 description 2
- ZWLUXSQADUDCSB-UHFFFAOYSA-N phthalaldehyde Chemical compound O=CC1=CC=CC=C1C=O ZWLUXSQADUDCSB-UHFFFAOYSA-N 0.000 description 2
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- QLAJNZSPVITUCQ-UHFFFAOYSA-N 1,3,2-dioxathietane 2,2-dioxide Chemical compound O=S1(=O)OCO1 QLAJNZSPVITUCQ-UHFFFAOYSA-N 0.000 description 1
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 1
- RYLOLRAYISQACV-UHFFFAOYSA-N 4-[2-(1-methylpyridin-1-ium-4-yl)ethenyl]benzaldehyde Chemical compound C1=C[N+](C)=CC=C1C=CC1=CC=C(C=O)C=C1 RYLOLRAYISQACV-UHFFFAOYSA-N 0.000 description 1
- 241001290610 Abildgaardia Species 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical group NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical group C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 1
- 238000006359 acetalization reaction Methods 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- IVRMZWNICZWHMI-UHFFFAOYSA-N azide group Chemical group [N-]=[N+]=[N-] IVRMZWNICZWHMI-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- SOCTUWSJJQCPFX-UHFFFAOYSA-N dichromate(2-) Chemical compound [O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O SOCTUWSJJQCPFX-UHFFFAOYSA-N 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000005530 etching Methods 0.000 description 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 1
- 229910003480 inorganic solid Inorganic materials 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical group CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
- -1 methacryloyl group Chemical group 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Landscapes
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Photosensitive Polymer And Photoresist Processing (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は、水で現像可能な印刷版、特にスクリーン印刷
版の製造に用いることができる感光性樹脂組成物及びそ
の感度調節方法に関する。DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field] The present invention relates to a photosensitive resin composition that can be used for producing water-developable printing plates, particularly screen printing plates, and a method for adjusting the sensitivity thereof.
従来、印刷版、特にスクリーン印刷版製造用の水溶性感
光材料としては、ジアゾニウム塩、アジド基含有物質、
重クロム酸塩等が知られている。Conventionally, water-soluble photosensitive materials for producing printing plates, especially screen printing plates, include diazonium salts, azide group-containing substances,
Dichromate etc. are known.
しかし、これらの感光材料は、保存安定性が悪いこと、
感度が低いこと、或は公害問題を生じること等の問題点
を有していた。However, these photosensitive materials have poor storage stability.
This method has problems such as low sensitivity and pollution problems.
これに対して、特公昭５６−４０８１４号公報に開示さ
れるように、スチリルピリジニウム基及び／又はスチリ
ルキノリニウム基を付加したポリビニルアルコール誘導
体からなる水溶性感光材料が知られている。この物質は
、光架橋性を有し、非常に高感度、高解像性を備え、し
かも保存安定性に優れる等の多くの利点を有している。On the other hand, as disclosed in Japanese Patent Publication No. 56-40814, a water-soluble photosensitive material is known which is made of a polyvinyl alcohol derivative to which a styrylpyridinium group and/or a styrylquinolinium group is added. This substance has many advantages such as photo-crosslinking, very high sensitivity and high resolution, and excellent storage stability.
（発明が解決しようとする課題〕
しかし、前記感光性ポリビニルアルコール誘導体は従来
のジアゾニウム塩等に比べて感度が高過ぎるために、こ
れによるスクリーン印刷版の製版時における露光時間が
非常に短くなり、逆に露光時間の管理が困難である等の
問題があった。(Problems to be Solved by the Invention) However, since the photosensitive polyvinyl alcohol derivative has too high sensitivity compared to conventional diazonium salts, the exposure time during screen printing plate making becomes very short. On the other hand, there were problems such as difficulty in managing exposure time.
本発明の課題は、任意に感度調節されると共に露光時間
の管理が容易な、感光性ポリビニルアルコール誘導体か
らなる感光性樹脂組成物を提供することにある。また、
本発明の別の課題は、感光性ポリビニルアルコール誘導
体からなる感光性樹脂組成物の感度を任意に調節する方
法を提供することにある。An object of the present invention is to provide a photosensitive resin composition made of a photosensitive polyvinyl alcohol derivative whose sensitivity can be arbitrarily adjusted and whose exposure time can be easily managed. Also,
Another object of the present invention is to provide a method for arbitrarily adjusting the sensitivity of a photosensitive resin composition comprising a photosensitive polyvinyl alcohol derivative.
〔課題を解決するための技術手段及び作用〕本発明者ら
は、上記の課題を解決すべく検討を重ねた結果、感光性
ポリビニルアルコール誘導体に特定の光架橋性化合物を
添加することにより、本来の特性である優れた水溶性、
解像性及び保存安定性等を損なわずに、感度を任意に調
節できることを見いだし、本発明を完成するに至った。[Technical means and effects for solving the problems] As a result of repeated studies to solve the above problems, the present inventors discovered that by adding a specific photocrosslinkable compound to a photosensitive polyvinyl alcohol derivative, Excellent water solubility, which is a characteristic of
It was discovered that sensitivity can be adjusted arbitrarily without impairing resolution, storage stability, etc., and the present invention was completed.
即ち、本発明は、スチリルピリジニウム基及び／又はス
チリルキノリニウム基を付加したポリビニルアルコール
誘導体からなる感光性樹脂組成物に、
一般式［エコ
（式中、Ｒは水素原子、ハロゲン、低級アルキル基又は
アルコキシ基を示し、Ａは
一般式［ＩＩ］、［ｍコ又は［■コ
徴とする感光性樹脂組成物を提供するものであり、同時
にスチリルピリジニウム基及び／又はスチリルキノリニ
ウム基を付加したポリビニルアルコール誘導体からなる
感光性樹脂組成物の感度調節方法をも提供する。That is, the present invention provides a photosensitive resin composition comprising a polyvinyl alcohol derivative to which a styrylpyridinium group and/or a styrylquinolinium group has been added, which has the general formula or represents an alkoxy group, and A provides a photosensitive resin composition having the general formula [II], [m or [■], and at the same time a styrylpyridinium group and/or a styrylquinolinium group is added. The present invention also provides a method for adjusting the sensitivity of a photosensitive resin composition comprising a polyvinyl alcohol derivative.
本発明に使用される感光性ポリビニルアルコール誘導体
は、
一般式［Ｖ］
で表される基を示し、前記一般式［１１］、［ｍ］及び
［ｒＶ］中のＲ１は水素原子、アルキル基又はアラルキ
ル基を示し、これらはヒドロキシル基、カルバモイル基
、エーテル結合、不飽和結合を含んでもよく、Ｒ２は水
素原子又は低級アルキル基を示し、Ｂは炭素数１〜６の
直鎖状又は分岐状アルキレン基を示し、Ｘ は陰イオン
を示す）で表されるジオレフィン型化合物を添加したこ
とを特（式中、ｍは１〜６の整数を示し、ｎは０又は１
を示し、Ｒ及びＡは前記と同義である）で表される構成
単位を有し、具体例として、ケン化度６０モル％以上の
ポリビニルアルコールの他、酢酸ビニルとこれと共重合
可能な単量体との共重合体のケン化物、及びこれらの部
分アセタール化物等の水酸基に、アセタール化又はアセ
タール交換反応によってスチリルピリジニウム基又はス
チリルキノリニウム基を付加したものを挙げることがで
きる。The photosensitive polyvinyl alcohol derivative used in the present invention represents a group represented by the general formula [V], and R1 in the general formulas [11], [m] and [rV] is a hydrogen atom, an alkyl group, or This represents an aralkyl group, which may contain a hydroxyl group, a carbamoyl group, an ether bond, or an unsaturated bond, R2 represents a hydrogen atom or a lower alkyl group, and B represents a linear or branched alkylene group having 1 to 6 carbon atoms. X represents an anion).
and R and A have the same meanings as above), and specific examples include polyvinyl alcohol with a degree of saponification of 60 mol% or more, vinyl acetate, and a unit copolymerizable therewith. Examples include saponified products of copolymers with mercury and partially acetalized products thereof, in which a styrylpyridinium group or a styrylquinolinium group is added to the hydroxyl group by acetalization or acetal exchange reaction.
本発明において添加される一般式［Ｉ］で表されるジオ
レフィン型化合物として、例えば次のような化合物を挙
げることができる。Examples of the diolefin type compound represented by the general formula [I] added in the present invention include the following compounds.
（以下、来貢余白）
前記ジオレフィン型化合物は、例えば、フタルアルデヒ
ドと
一般式［ＶＩ］、［■］又は［■コ
（式中、Ｒ’、Ｒ” Ｂ及びＸ−は前記と同義である
）
で表される四級塩とを塩基性触媒の存在下に縮合させる
ことにより得られる。このとき、一般式［ＶＩ］、［■
コ又は［■コの化合物はフタルアルデヒドの約２倍モル
量使用することが好ましい。(Hereinafter referred to as "Raikou Margin") The diolefin type compound is, for example, phthalaldehyde and the general formula [VI], [■] or [■co (in the formula, R', R''B and X- have the same meanings as above). It can be obtained by condensing quaternary salts represented by formulas [VI] and [■
It is preferable to use the compound (2) or (2) in an amount approximately twice the molar amount of phthalaldehyde.
また、該ジオレフィン型化合物は、感光性ポリビニルア
ルコール誘導体の製造原料であるホルミル基を宥するス
チリルピリジニウム塩又はスチリルキノリニウム塩の合
成時における副生成物としても得られる。The diolefin type compound can also be obtained as a by-product during the synthesis of styrylpyridinium salt or styrylquinolinium salt that frees formyl groups, which are raw materials for producing photosensitive polyvinyl alcohol derivatives.
これらのジオレフィン型化合物は、感光性ポリビニルア
ルコール誘導体に対して０．０１〜２０重量％の範囲で
添加することが好ましく、添加量を加減することにより
所望の感度に容易に調節することができる。These diolefin type compounds are preferably added in an amount of 0.01 to 20% by weight based on the photosensitive polyvinyl alcohol derivative, and the desired sensitivity can be easily adjusted by adjusting the amount added. .
本発明に係る感光性樹脂組成物には、前記感光性ポリビ
ニルアルコール誘導体及びジオレフィン型化合物以外に
、必要に応じて、通常用いられる種々の添加剤、例えば
重合体エマルジョン、光重合性不飽和化合物、光重合開
始剤等を配合することができ、さらに無機質固形物、界
面活性剤、着色剤、消泡剤等も任意に使用できる。In addition to the photosensitive polyvinyl alcohol derivative and diolefin type compound, the photosensitive resin composition according to the present invention may optionally contain various commonly used additives, such as polymer emulsions and photopolymerizable unsaturated compounds. , a photopolymerization initiator, etc. can be blended, and inorganic solids, surfactants, colorants, antifoaming agents, etc. can also be optionally used.
重合体エマルジョンとして、酢酸ビニルエマルジョン、
アクリル系エマルジョン、エチレン−酢酸ビニルエマル
ジョン、エチレン−アクリルエマルジョン、ＳＢＲラテ
ックス、塩化ビニルエマルジョン、塩化ビニリデンエマ
ルジョン、シリコン樹脂エマルジョン等を挙げることが
できる。光重合性不飽和化合物として、アクリロイル基
、メタクリロイル基、ビニルエーテル基、アクリルアミ
ド基、メタクリルアミド基等の光活性基を１個以上有す
るものを挙げることができる。また、光重合開始剤とし
ては、上記の光重合性不飽和化合物の光重合のために使
用するものは殆ど全て使用できる。As a polymer emulsion, vinyl acetate emulsion,
Examples include acrylic emulsion, ethylene-vinyl acetate emulsion, ethylene-acrylic emulsion, SBR latex, vinyl chloride emulsion, vinylidene chloride emulsion, and silicone resin emulsion. Examples of the photopolymerizable unsaturated compound include those having one or more photoactive groups such as an acryloyl group, a methacryloyl group, a vinyl ether group, an acrylamide group, and a methacrylamide group. Furthermore, as the photopolymerization initiator, almost all those used for photopolymerization of the above-mentioned photopolymerizable unsaturated compounds can be used.
本発明に係る感光性樹脂組成物は、常法に従ってスゲリ
ーン上に塗布し、乾燥した後、露光、現像することによ
りスクリーン印刷版を製造することができる。また、該
感光性樹脂組成物をプラスチックフィルム上に塗布して
スクリーン製版用既感光性フィルムを作成し、該フィル
ムをスクリーン版面に水等を用いて貼付は乾燥した後、
露光、現像してスクリーン印刷版を製造することもでき
る。A screen printing plate can be produced by applying the photosensitive resin composition according to the present invention onto sedge green according to a conventional method, drying, exposing and developing the composition. In addition, the photosensitive resin composition is applied onto a plastic film to create a photosensitive film for screen plate making, and the film is applied to the screen plate surface using water etc. After drying,
A screen printing plate can also be produced by exposure and development.
以下、本発明の実施例を比較例と対比させて説明するが
、本発明はこれらに限定されるものではない。Examples of the present invention will be described below in comparison with comparative examples, but the present invention is not limited thereto.
〈実施例１〉
ポリビニルアルコール（平均重合度１７００、ケン化度
８８モル％）に、アセタール化反応によりＮ−メチル−
４−（ｐ−ホルミルスチリル）ピリジニウムメトサルフ
ェートを付加して、反応液を大量のアセトンに注加し、
樹脂を沈殿させ、これをメタノールで十分に洗浄し、乾
燥してスチリルピリジニウム基を付加（１，２モル％）
したポリビニルアルコール誘導体を得た。<Example 1> N-methyl-
4-(p-formylstyryl)pyridinium methosulfate was added, and the reaction solution was poured into a large amount of acetone.
The resin was precipitated, thoroughly washed with methanol, and dried to add styrylpyridinium groups (1.2 mol%).
A polyvinyl alcohol derivative was obtained.
該ポリビニルアルコール誘導体の１２．５％水溶液３０
重量部に、エチレン−酢酸ビニルエマルジョン（商品名
「エバデイックＥＰ−１ｌｌ、大日本インキ化学工業社
製）（固形分５５％）１７重量部、及び下記のジオレフ
ィン型化合物ＣＨ３−”ｅｃＨ＝ｃＨＯＣＨ＝Ｃ）ｌ＠
ＣＨ３ＣＨ３ＳＯ４ＣＨ３ＳＯ４
の１％水溶液Ｉｆｉ量部を添加混合して感光液とした。12.5% aqueous solution of the polyvinyl alcohol derivative 30
To the parts by weight, 17 parts by weight of ethylene-vinyl acetate emulsion (trade name "Everdick EP-1ll, manufactured by Dainippon Ink and Chemicals Co., Ltd.) (solid content 55%), and the following diolefin type compound CH3-"ecH=cHOCH= C)l@
Ifi parts of a 1% aqueous solution of CH3CH3SO4CH3SO4 were added and mixed to prepare a photosensitive liquid.
前記感光液を、２３０メツシユのポリエステルスクリー
ン版にパケットを用いて３回塗布及び乾燥（３０〜４０
℃）を縁り返し、厚さ１５μｍ（スクリーン厚さを含ま
ない）の感光膜を形成した。The photosensitive solution was applied three times to a 230-mesh polyester screen plate using a packet and dried (30 to 40
℃) was turned over to form a photoresist film with a thickness of 15 μm (not including the screen thickness).
前記スクリーン版の感光膜にプリント配線用ポジフィル
ムを真空蒸着し、４ＫＷの超高圧水銀灯（オーク社製）
で１ｍの距離から露光時間を種々変えて露光した。その
後、ポジフィルムを除去し、２０℃の水に２分間浸漬後
、２０℃の水で２分間シャワー洗浄して未露光部分を洗
い流し、乾燥してスクリーン印刷版を得た。A positive film for printed wiring was vacuum-deposited on the photoresist film of the screen plate, and a 4KW ultra-high pressure mercury lamp (manufactured by Oak Co., Ltd.) was used.
Exposure was carried out at various exposure times from a distance of 1 m. Thereafter, the positive film was removed, immersed in 20° C. water for 2 minutes, shower-washed with 20° C. water for 2 minutes to wash away unexposed areas, and dried to obtain a screen printing plate.
前記印刷版の解像性等を各露光時間において比較したと
ころ、最良の結果を与える露光時間（最適露光時間）は
３０秒であった。この印刷版は、耐水性及び耐溶剤性も
良好であり、線幅７０μｍの解像力を有し、これを用い
て、エツチングレジスト（商品名「プラスファインＰＥ
Ｒ−１４９ＢＪ、反応化学工業社製）で基板の銅面に印
刷したところ、にじみ、かすれがなく、良好な印刷性を
示した。When the resolution etc. of the printing plate were compared at each exposure time, the exposure time that gave the best results (optimum exposure time) was 30 seconds. This printing plate has good water resistance and solvent resistance, and has a resolution with a line width of 70 μm.
R-149BJ (manufactured by Shakako Kagaku Kogyo Co., Ltd.) was printed on the copper surface of the substrate, and there was no bleeding or blurring, showing good printability.
なお、本実施例で得られた感光液は、液状或はスクリー
ン版に感光膜を形成した状態で１年間保存しても問題な
く製版に使用でき、良好な保存安定性を示した。The photosensitive solution obtained in this example could be used for plate making without any problem even if it was stored for one year in liquid form or in a state where a photosensitive film was formed on a screen plate, and showed good storage stability.
〈実施例２〉
ジオレフィン型化合物の１％水溶液１重量部を４重量部
とした以外は、実施例１と同様にして感光液を調製し、
スクリーン印刷版を得た。<Example 2> A photosensitive liquid was prepared in the same manner as in Example 1, except that 1 part by weight of a 1% aqueous solution of a diolefin type compound was changed to 4 parts by weight,
A screen printed version was obtained.
製版時における最適露光時間は８０秒であった。この印
刷版は、耐水性及び耐溶剤性も良好であり、線幅７０μ
ｍの解像力を有し、これを用いて、エツチングレジスト
（商品名「プラスファイン ＰＥＲ−１４９ＢＪ、反応
化学工業社製）で基板の銅面に印刷したところ、にじみ
、かすれがなく、良好な印刷性を示した。The optimum exposure time during plate making was 80 seconds. This printing plate has good water resistance and solvent resistance, and has a line width of 70 μm.
When this was used to print on the copper surface of a substrate with an etching resist (trade name: "Plus Fine PER-149BJ", manufactured by Shakako Kagaku Kogyo Co., Ltd.), there was no bleeding or blurring, and the printability was good. showed that.
なお、本実施例で得られた感光液も、実施例１と同様に
、液状或はスクリーン版に感光膜を形成した状態で１年
間保存しても問題なく製版に使用でき、良好な保存安定
性を示した。As in Example 1, the photosensitive solution obtained in this example can be used for plate making without any problem even if it is stored for one year in liquid form or in a state where a photosensitive film is formed on a screen plate, and has good storage stability. showed his sexuality.
（比較例１〉
ジオレフィン型化合物を添加しなかった以外は、実施例
１と同様にして感光液を調製し、スクリーン印刷版を得
た。(Comparative Example 1) A photosensitive liquid was prepared in the same manner as in Example 1, except that no diolefin type compound was added, and a screen printing plate was obtained.
しかし、製版時に場ける最適露光時間は１０秒以下であ
り、適正な印刷版を再現性よく作成することが困難であ
った。However, the optimum exposure time during plate making is 10 seconds or less, making it difficult to create appropriate printing plates with good reproducibility.
以上のように、本発明では、スチリルピリジニウム基及
び／又はスチリルキノリニウム基を付加したポリビニル
アルコール誘導体からなる感光性樹脂組成物の感度を、
ジオレフィン型化合物の添加により、本来の特性を損な
うことなく任意に調節でき、露光時間の管理が容易にな
ると共に所望の印刷版を再現性よく製造することができ
る。As described above, in the present invention, the sensitivity of a photosensitive resin composition made of a polyvinyl alcohol derivative to which a styrylpyridinium group and/or a styrylquinolinium group is added is
By adding a diolefin type compound, it is possible to arbitrarily adjust the properties without impairing the original properties, and the exposure time can be easily managed and a desired printing plate can be manufactured with good reproducibility.
以上 特許出願人 互応化学工業株式会社 代理人 弁理士 安 藤 惇 逸that's all Patent applicant: Goo Chemical Industry Co., Ltd. Agent Patent Attorney Atsushi Yasufuji
Claims (2)
リニウム基を付加したポリビニルアルコール誘導体から
なる感光性樹脂組成物に、 一般式［ I ］ ▲数式、化学式、表等があります▼［ I ］ （式中、Ｒは水素原子、ハロゲン、低級アルキル基又は
アルコキシ基を示し、Ａは 一般式［II］、［III］又は［IV］ ▲数式、化学式、表等があります▼［II］ ▲数式、化学式、表等があります▼［III］ ▲数式、化学式、表等があります▼［IV］ で表される基を示し、前記一般式［II］、［III］及び
［IV］中のＲ＾１は水素原子、アルキル基又はアラルキ
ル基を示し、これらはヒドロキシル基、カルバモイル基
、エーテル結合、不飽和結合を含んでもよく、Ｒ＾２は
水素原子又は低級アルキル基を示し、Ｂは炭素数１〜６
の直鎖状又は分岐状アルキレン基を示し、Ｘ＾−は陰イ
オンを示す）で表されるジオレフィン型化合物を添加し
たことを特徴とする感光性樹脂組成物。(1) A photosensitive resin composition consisting of a polyvinyl alcohol derivative to which a styrylpyridinium group and/or a styrylquinolinium group has been added has the general formula [I] ▲mathematical formula, chemical formula, table, etc.▼[I] (in the formula , R represents a hydrogen atom, a halogen, a lower alkyl group, or an alkoxy group, and A is a general formula [II], [III] or [IV] ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ [II] ▲ Numerical formulas, chemical formulas, There are tables, etc. ▼ [III] ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ [IV] Indicates the group represented by the above general formulas [II], [III] and [IV], where R^1 is hydrogen. represents an atom, an alkyl group, or an aralkyl group, which may contain a hydroxyl group, a carbamoyl group, an ether bond, or an unsaturated bond, R^2 represents a hydrogen atom or a lower alkyl group, and B has 1 to 6 carbon atoms.
1. A photosensitive resin composition containing a diolefin type compound represented by the following formula (representing a linear or branched alkylene group, and X^- representing an anion).
リニウム基を付加したポリビニルアルコール誘導体から
なる感光性樹脂組成物に請求項１記載の一般式［ I ］
で表されるジオレフィン型化合物を添加することを特徴
とする感光性樹脂組成物の感度調節方法。(2) A photosensitive resin composition comprising a polyvinyl alcohol derivative to which a styrylpyridinium group and/or a styrylquinolinium group has been added, and the general formula [I] according to claim 1
A method for adjusting the sensitivity of a photosensitive resin composition, which comprises adding a diolefin type compound represented by:
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2158275A JP2578010B2 (en) | 1990-06-17 | 1990-06-17 | Photosensitive resin composition and method for adjusting its sensitivity |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2158275A JP2578010B2 (en) | 1990-06-17 | 1990-06-17 | Photosensitive resin composition and method for adjusting its sensitivity |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0451046A true JPH0451046A (en) | 1992-02-19 |
| JP2578010B2 JP2578010B2 (en) | 1997-02-05 |
Family
ID=15668046
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2158275A Expired - Fee Related JP2578010B2 (en) | 1990-06-17 | 1990-06-17 | Photosensitive resin composition and method for adjusting its sensitivity |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2578010B2 (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002356473A (en) * | 2001-05-29 | 2002-12-13 | Yuichiro Haramoto | Viologen derivative having the same chemical structure as liquid crystal compound and applicable as electron transporting EL device, and method for producing the same |
| CN101241304B (en) | 2007-02-09 | 2012-05-09 | 上海中大科技发展有限公司 | A water-resistant and environment-friendly rotary screen plate-making photosensitive adhesive |
| CN101592864B (en) | 2008-05-30 | 2012-07-11 | 上海中大科技发展有限公司 | One-component water-emulsion type photosensitive material for rotary screen plate making |
-
1990
- 1990-06-17 JP JP2158275A patent/JP2578010B2/en not_active Expired - Fee Related
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002356473A (en) * | 2001-05-29 | 2002-12-13 | Yuichiro Haramoto | Viologen derivative having the same chemical structure as liquid crystal compound and applicable as electron transporting EL device, and method for producing the same |
| CN101241304B (en) | 2007-02-09 | 2012-05-09 | 上海中大科技发展有限公司 | A water-resistant and environment-friendly rotary screen plate-making photosensitive adhesive |
| CN101592864B (en) | 2008-05-30 | 2012-07-11 | 上海中大科技发展有限公司 | One-component water-emulsion type photosensitive material for rotary screen plate making |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2578010B2 (en) | 1997-02-05 |
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