SU1560070A3 - Фотополимеризующа с композици - Google Patents

Фотополимеризующа с композици Download PDF

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Publication number
SU1560070A3
SU1560070A3 SU864028235A SU4028235A SU1560070A3 SU 1560070 A3 SU1560070 A3 SU 1560070A3 SU 864028235 A SU864028235 A SU 864028235A SU 4028235 A SU4028235 A SU 4028235A SU 1560070 A3 SU1560070 A3 SU 1560070A3
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USSR - Soviet Union
Prior art keywords
ethylenically unsaturated
initiator
compound
composition
diphenylethanone
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SU864028235A
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English (en)
Inventor
Роберт Гейтчэр Лесли
Мичель Блуменштейн Гэри
Джон Ширманн Питер
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Циба-Гейги Аг (Фирма)
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    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03CPHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C1/00Photosensitive materials
    • G03C1/72Photosensitive compositions not covered by the groups G03C1/005 - G03C1/705
    • G03C1/725Photosensitive compositions not covered by the groups G03C1/005 - G03C1/705 containing inorganic compounds
    • 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
    • G03F7/004Photosensitive materials
    • G03F7/027Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
    • G03F7/028Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with photosensitivity-increasing substances, e.g. photoinitiators
    • G03F7/029Inorganic compounds; Onium compounds; Organic compounds having hetero atoms other than oxygen, nitrogen or sulfur
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00Processes of polymerisation
    • C08F2/46Polymerisation initiated by wave energy or particle radiation
    • C08F2/48Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
    • C08F2/50Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light with sensitising agents
    • 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
    • G03F7/004Photosensitive materials
    • G03F7/04Chromates
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S430/00Radiation imagery chemistry: process, composition, or product thereof
    • Y10S430/1053Imaging affecting physical property or radiation sensitive material, or producing nonplanar or printing surface - process, composition, or product: radiation sensitive composition or product or process of making binder containing
    • Y10S430/1055Radiation sensitive composition or product or process of making
    • Y10S430/114Initiator containing
    • Y10S430/115Cationic or anionic
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S430/00Radiation imagery chemistry: process, composition, or product thereof
    • Y10S430/1053Imaging affecting physical property or radiation sensitive material, or producing nonplanar or printing surface - process, composition, or product: radiation sensitive composition or product or process of making binder containing
    • Y10S430/1055Radiation sensitive composition or product or process of making
    • Y10S430/114Initiator containing
    • Y10S430/117Free radical
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S430/00Radiation imagery chemistry: process, composition, or product thereof
    • Y10S430/1053Imaging affecting physical property or radiation sensitive material, or producing nonplanar or printing surface - process, composition, or product: radiation sensitive composition or product or process of making binder containing
    • Y10S430/1055Radiation sensitive composition or product or process of making
    • Y10S430/114Initiator containing
    • Y10S430/124Carbonyl compound containing
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S430/00Radiation imagery chemistry: process, composition, or product thereof
    • Y10S430/1053Imaging affecting physical property or radiation sensitive material, or producing nonplanar or printing surface - process, composition, or product: radiation sensitive composition or product or process of making binder containing
    • Y10S430/1055Radiation sensitive composition or product or process of making
    • Y10S430/114Initiator containing
    • Y10S430/126Halogen compound containing

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  • Chemical & Material Sciences (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Inorganic Chemistry (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Organic Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Materials Engineering (AREA)
  • Engineering & Computer Science (AREA)
  • Polymerisation Methods In General (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Exposure And Positioning Against Photoresist Photosensitive Materials (AREA)
  • Other Resins Obtained By Reactions Not Involving Carbon-To-Carbon Unsaturated Bonds (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Photosensitive Polymer And Photoresist Processing (AREA)

Abstract

Изобретение касаетс  фотоматериалов, в частности фотополимеризующейс  композиции дл  получени  печатных плат. Цель изобретени  - повышение светочувствительности покрыти . Композици  содержит, мас.ч:этиленненасыщенное соединение или смесь таких соединений 100
(*98N6-изопропилбензол)-(*98N5-циклопентадиенил) железо (2+)-гексафторфосфат (А) 0,2-3
инициатор 0,5-2, причем соотношение последнего к А составл ет от 1:3 до 2,5:1. В качестве инициатора используют 2,2-диметокси-, или 2,2-диэтокси-1,2-дифенилэтанон-1
или 2,2-диметил-2-гидроксиацетофенон, или 1-гидроксициклогексил-фенил-кетон. В этом случае относительна  светочувствительность композиции повышаетс  по сравнению с известной (инициатор трет-бутилгидроперекись) с 0,5-2 до 27 (по максимальному числс ступеней ступенчатого клина, под которым образовалась пленка полимера). 1 табл.

Description

Изобретение относитс  к области фотополимеризующихс  композиций (ФПЮ дл  получени  печатных плат.
Целью изобретени   вл етс  повышение светочувствительности покрыти .
Пример 1 . 100 мае.ч. эпокси- акрилата смешивают с 1 мае.ч. (ч изопропилбензол) -(ij -циклопентадие- нил)железо(П)-гексафтор(Ъосфата (А) и мае.ч. 2,2-диметокси-1,2-дифенил- этанона (В). Полученный раствор нанос т толщиной 1,25 мм на отражающую черную бумагу. На рассто нии 0,5 мм над покрытием монтируют ступенчатый клин с 50 ступен ми различной оптической поопусклемости. Пробы освещают через этот негатив с помощью стационарной ртутной лампы, причем выдел ема  энерги  равна 160 мДж/см1. Затем определ ют наивысшую ступень ступенчатого клина, под которой образовалась пленка полимера. Это максимальное -число ступеней  вл етс  критерием дл  относительной светочувствительности ФПК. Чем выше число ступеней, тем чувствительнее готовый препарат. Дл  данного примера число максимальных ступеней равно 13.
Примеры 2иЗ. Получают ФПК, как в примере 1, с той разницей, что измен ют количественное содержание и соотношение Л и В.
Примеры . Получают ФПК, как в примеое 1, г той разницей, что
ел
Ф
см
в качестве этиленненасыщенного соединени  ИСПОЛЬЗУЮТ полиуретанакрилаты различных марок и варьируетс  соотношение А и В.
Примеры 12 и 13. В качестве этиленненасыщенного соединени  служит полиуретанметакрилат, при этом в примере 12 инициатором  вл етс  2,2-ди- этокси-1 ,2-дифенилэтанон-1 (С), а в примере 13 - 2,2-диметил-2-гидрокси- ацетофенон (D).
Пример 14. ФПК получает смешиванием этиленненасыщенных соединений и фотоинициирующей системы при следующем соотношении, мае.ч.:
Полиуретанакрилат80
Полиэтиленгликольдимет-
ак| илатс15
N-Винилпирролидон5
(.1 -Изопропилбензол) (1/-циклопентадиенил)желеэо (11)-гексафторфосфат 3
2,2-Диметокси-1,2-дийенилэтанон-12
Раствор нанос т на черную бумагу, как описано в примере 1, и освещают через 50-ступенчатый негатив-маску с энергией излучени  160 мДж/см2. Значение относительной светочувствитель- ности равно 21 .
Примеры 15-25. Готов т смесь этиленненасыщенных соединений, как в примере 14, с той разницей, что варьируетс  количественное содержа- ние соединени  А, а в качестве инициатора служит одно из соединений из р да: 2,2-диметокси-1,2-дифенилэта- нон-1 (В); 2,2-диэтокси-1 ,2-дифенил- этанон-1 (С); 2,2-диметил-2-гидрокси- ацетофенон (D) ; 1 -гидроксициклогек- сил-фенил-кетон (Е).
Примеры 26-28 (прототип). Готов т смесь этиленненасыщенных соединений и соединени  А, как в примере 14, с той разницей, что в качестве инициатора служит трет-бутилгидропе- рекись (ТБГП).
Результаты относительной светочувствительности представлены в таблице
Как следует из таблицы, относительна  светочувствительность ФПК, включающих соединени  В, С, D и Е, значительно выше, чем ЩК-прототипа,

Claims (1)

  1. Формула изобретени 
    Фотополимеризующа с  композици , включающа  этиленненасыщенное соединение или смесь этиленненасыщенных соединений, ( -изопропилбензол)-( ч$- циклопентадиенил)железо (II} -гексафтор фосфат (А} и инициатор, отличающа с  тем, что, с целью повышени  светочувствительности, она содержит в качестве инициатора соединение из р да: 2,2-диметокси-1,2-ди- фенилэтанон- , 2,2-диэтокси-1 ,2-ди- фенилэтанон-1, 2,2-диметил-2-гидрок- сиацетофенон, 1-гидроксициклогексил- фенил-кетон при следующем соотношении компонентов, мае.ч.: Этиленненасыщенное соединение или смесь этиленненасыщенных соединений1 00 (ц -Изопропипбензол) -(ч5- циклопентадиенил)железо (II) -гексафторфосйат 0,2-3 Инициатор 0,5-2 причем соотношение А и инициатора составл ет 3:1 - 1:2,5.
SU864028235A 1985-09-23 1986-09-22 Фотополимеризующа с композици SU1560070A3 (ru)

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US06/779,343 US4707432A (en) 1985-09-23 1985-09-23 Ferrocenium/alpha-cleavage photoinitiator systems for free radical polymerizable compositions

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SU1560070A3 true SU1560070A3 (ru) 1990-04-23

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US (1) US4707432A (ru)
EP (1) EP0221010B1 (ru)
JP (1) JPH0695212B2 (ru)
KR (1) KR900005848B1 (ru)
AT (1) ATE42644T1 (ru)
AU (1) AU588627B2 (ru)
BR (1) BR8604523A (ru)
CA (1) CA1262200A (ru)
DE (1) DE3663093D1 (ru)
ES (1) ES2000400A6 (ru)
SU (1) SU1560070A3 (ru)
ZA (1) ZA867185B (ru)

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ZA867185B (en) 1987-05-27
BR8604523A (pt) 1987-05-19
KR900005848B1 (ko) 1990-08-13
ES2000400A6 (es) 1988-02-16
AU6308386A (en) 1987-03-26
JPH0695212B2 (ja) 1994-11-24
EP0221010A1 (de) 1987-05-06
EP0221010B1 (de) 1989-04-26
AU588627B2 (en) 1989-09-21
CA1262200A (en) 1989-10-03
KR870003402A (ko) 1987-04-17
JPS6290648A (ja) 1987-04-25
US4707432A (en) 1987-11-17
DE3663093D1 (en) 1989-06-01
ATE42644T1 (de) 1989-05-15

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