SU948300A3 - Фотополимеризующа с композици - Google Patents
Фотополимеризующа с композици Download PDFInfo
- Publication number
- SU948300A3 SU948300A3 SU782702501A SU2702501A SU948300A3 SU 948300 A3 SU948300 A3 SU 948300A3 SU 782702501 A SU782702501 A SU 782702501A SU 2702501 A SU2702501 A SU 2702501A SU 948300 A3 SU948300 A3 SU 948300A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- alkyl
- phenylene
- photoinitiator
- phenyl
- composition
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims description 16
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical group C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 6
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical group C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 3
- 229910052794 bromium Inorganic materials 0.000 claims description 3
- 239000000460 chlorine Substances 0.000 claims description 3
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 3
- 238000003860 storage Methods 0.000 claims description 3
- 206010034972 Photosensitivity reaction Diseases 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 2
- -1 phenylene-O -phenylene Chemical group 0.000 claims description 2
- 230000036211 photosensitivity Effects 0.000 claims description 2
- 125000001712 tetrahydronaphthyl group Chemical group C1(CCCC2=CC=CC=C12)* 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims 2
- 239000012752 auxiliary agent Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims 1
- 239000003999 initiator Substances 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 239000000049 pigment Substances 0.000 claims 1
- 239000000976 ink Substances 0.000 description 6
- 239000007788 liquid Substances 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- 229920005989 resin Polymers 0.000 description 5
- VOBUAPTXJKMNCT-UHFFFAOYSA-N 1-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound CCCCCC(OC(=O)C=C)OC(=O)C=C VOBUAPTXJKMNCT-UHFFFAOYSA-N 0.000 description 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- 239000004925 Acrylic resin Substances 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 244000028419 Styrax benzoin Species 0.000 description 2
- 235000000126 Styrax benzoin Nutrition 0.000 description 2
- 235000008411 Sumatra benzointree Nutrition 0.000 description 2
- 239000002313 adhesive film Substances 0.000 description 2
- 229960002130 benzoin Drugs 0.000 description 2
- ISAOCJYIOMOJEB-UHFFFAOYSA-N desyl alcohol Natural products C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 235000019382 gum benzoic Nutrition 0.000 description 2
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- DKEGCUDAFWNSSO-UHFFFAOYSA-N 1,8-dibromooctane Chemical compound BrCCCCCCCCBr DKEGCUDAFWNSSO-UHFFFAOYSA-N 0.000 description 1
- KWVGIHKZDCUPEU-UHFFFAOYSA-N 2,2-dimethoxy-2-phenylacetophenone Chemical compound C=1C=CC=CC=1C(OC)(OC)C(=O)C1=CC=CC=C1 KWVGIHKZDCUPEU-UHFFFAOYSA-N 0.000 description 1
- OYKPJMYWPYIXGG-UHFFFAOYSA-N 2,2-dimethylbutane;prop-2-enoic acid Chemical compound OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.CCC(C)(C)C OYKPJMYWPYIXGG-UHFFFAOYSA-N 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 230000002542 deteriorative effect Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000013507 mapping Methods 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 238000004377 microelectronic Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229920006337 unsaturated polyester resin Polymers 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/10—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms
- C07D295/104—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/108—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/703—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups
- C07C49/747—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/82—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/82—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups
- C07C49/83—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups polycyclic
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/84—Ketones containing a keto group bound to a six-membered aromatic ring containing ether groups, groups, groups, or groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
- C07D303/32—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by aldehydo- or ketonic radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/22—Radicals substituted by doubly bound hetero atoms, or by two hetero atoms other than halogen singly bound to the same carbon atom
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
- C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
- C08F2/50—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light with sensitising agents
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/07—Aldehydes; Ketones
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
- G03F7/028—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with photosensitivity-increasing substances, e.g. photoinitiators
- G03F7/031—Organic compounds not covered by group G03F7/029
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- Y—GENERAL 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S430/00—Radiation imagery chemistry: process, composition, or product thereof
- Y10S430/1053—Imaging 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
- Y10S430/1055—Radiation sensitive composition or product or process of making
- Y10S430/114—Initiator containing
- Y10S430/117—Free radical
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- Y—GENERAL 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S430/00—Radiation imagery chemistry: process, composition, or product thereof
- Y10S430/1053—Imaging 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
- Y10S430/1055—Radiation sensitive composition or product or process of making
- Y10S430/114—Initiator containing
- Y10S430/12—Nitrogen compound containing
-
- Y—GENERAL 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S430/00—Radiation imagery chemistry: process, composition, or product thereof
- Y10S430/1053—Imaging 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
- Y10S430/1055—Radiation sensitive composition or product or process of making
- Y10S430/114—Initiator containing
- Y10S430/12—Nitrogen compound containing
- Y10S430/121—Nitrogen in heterocyclic ring
-
- Y—GENERAL 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S430/00—Radiation imagery chemistry: process, composition, or product thereof
- Y10S430/1053—Imaging 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
- Y10S430/1055—Radiation sensitive composition or product or process of making
- Y10S430/114—Initiator containing
- Y10S430/122—Sulfur compound containing
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Spectroscopy & Molecular Physics (AREA)
- General Physics & Mathematics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polymerisation Methods In General (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Paints Or Removers (AREA)
Description
1
Изобретение относитс к фотопсши- меризующимс композици м, которые могут быть использованы в фотолитографических процессах, например, в микроэлектронике, а также при изготовлении УФ-отверждаемых печатных красок в полиграфии.
Известна фотополимеризукмца с композици Cl, включаща пленкообразующий компонент и фотоинициатор, .представл ющий собой смесь эфиров бензоила формулы /
CeHjdcfHdeHs II
где R - а
алкокси.
Недостатком указанной композиции Недостатком вл етс то, что она обладает неудовлетворительно низкой светочувствительностью и .низкой стабильностью при хранении.
Цель изобретени - повышение светочувствительности и стабильности композиции при хранении в темиоте.
Поставленна цель достигаетс тем, чтофотополимеризующа с коклозици , включающа пленкообразующий компонент и фотоинициатор, в качест-
ве фотоинициатора содержит соединение общей формулы
Г
кГ и Г т
Чс-с-л
I .I Jn
(i)
Rl
1 или 2;
где
S C -Ct-алкил или
- ij -Vj/-аллил илп
СНпСНоСОО-С -С4-аЛКИЛ}
R-как Ri или вместе с К С .-Сс-алкилен,
-фённл, тетрагидронафтил или моно- или дизамещеиный на хлор, бром C-j-C -алкил
С -Сл-алкилС -Сд-алкокси ,
тио, фенокси, если п-1, и R - фенилен-О-фенилен или , фенилен-5-фенилен, если п-2:, Х - ,
R и R| - С -С -алкил или R и i R вместе с атомом азота образуют пиперидиновоё или , морфолиновое кольцоJ R - водород, С -С -алкил,
Са-С--алкоксиалкил, Cj-Cj-алкенил
и дополнительно сшивающий ;ди- или триакрилат при следующем соотношении компонентов, вес.ч.:
Пленкообразующий компонент . 55-90 Ди- или триакрилат10-30
Фотоинициатор указанной формулы0 ,5-10
С целью получени окрагиенных изобажений композици может дополниельно , содержать 20 вес.ч. пигмена и/или 0,5 вес.ч. вcпo югaтeльнoгo редства, способствующего разливу.
В качестве фотоинициаторов струкурной формулы I могут быть использованы соединени , структурные Форулы и физические свойства которых приведены в табл. 1.
Пример 1.С помощью прибоа дл нанесени пленок на стекл нные пластины нанос т пленки толщиной 40 мк из смеси смол, состо щей из 80 ч. Plex 6616 (акрилатна смола фирмы Rohm, Darmstadt) , 20 ч триметилпропан-три-акрилата и 2 ч фотоинициатора . Пленки обдувают в течение примерно 20 с воздухом, а затем облучают под ртутной лампой среднего давлени ( Hanovia, прибор 45080). При этом образцы перемешивают под ультрафиолетовой лампой на ленте транспортера с такой скоростью , чтобы эффективное врем облучени за один проход ставл ло 0,16 с.
В табл. 2 приведено число проходов CR) необходимое дл получени твердых, не кле щихс пленок, величины твердости пленок после различного количества проходов, измеренные по Кенигу с помощью ма тникового прибора, а также приведена стабильность смеси смолы с фотоинициатором при хранении ее в темноте при .
Пример 2. На стекл нные пластины нанос т пленки толщиной 30 мк из смеси смол, состо щей из, 60 ч Uvimcr DV-530 (уретанакрилата фирмы Polychrom), 3 ч, гександиолдиакрилата и 3 ч. фотоинициатора. Пленки освещают так же, как и в примере 1. Результаты приведены в табл. 3.
Пример 3.2% фотоинициатора раствор ют в ненасыщенной полиэфирной смоле (Crystic РКЕ 306, фирма Maeder, Killwangen, Швейцари ). Эту смесь нанос т на стекл нные пластинки в виде пленок толщиной 60 мк, 1 оторые затем освещают так же, как а в примере 1. Б табл. 4 приведены данные по числу проходов пластин через прибор дл облучени , необходимых дзт получени прочных к стиранию пленок, а также по твердости по ма тниковому прибору в зависимости от числа проходов.
Пример 4. Смесь смол, состо щую из 90 ч. Zaromer ZR 8496 (акрилатна сглола BASF, ФРГ), 10 ч. гександиолдиакрилата/ 0,5 ч. ВуК 300 (средство,способствующее разлизу ,фирмы HyK-Mallinckrodt, ФРГ) и 3 ч фотоинициатора дл отверждени в атмосфере воздуха, соответственно 0,5 ч. фотоинициатора дл отверждени в атмосфере азота, с помощью спирали толщиной 15/х- электромоторным способом нанос т на куски картона . После непродолжительной выдержки на воздухе провод т отвергление с помощью ультрафиолетового прибора (модель PPG/Q, С-процессор) с ультраФиолетовой лампой мощностью 80 Вт/см. В табл. 5 приведены максимальные скорости транспортировки в м/мин, при которых в атмосфере воздуха или соответственно азота получаютс неклейкие пленки.
Пример 5. На стекл нные пластины с помощью аппарата дл наклейки нанос т слой смеси смол толщиной 30-40 мк,состо щей из70 ч. Еleery1 (полиэфиракрилат фирмы иСВ, Бельги ), 30 ч. триметилолпропантри крилата , 0,5 ч. ВуК (сред-, ство, способствующее разливу, фирмы ByK-Mallinckrodt, ФРГ) и, 3 ч. фотоинициатора . После непродолжительной выдержки на воздухе провод т отверждение с помощью ультрафиолетового прибора (модель PPG/Q, С-процессор) с ультрафиолетовой лампой мощностью 80 Вт/см. После отверждени пластины выдерживают в течение получаса
5 в нормальных климатических услови х, а затем определ ют твердость по ма т никовому прибору по Кенигу. В табл,6 приведены измеренные значени твер- I дости в зависимости от скорости
0 транспортировки пластин под лампой.
Пример 6. Синюю печатную краску получают следующим образом. Берут 55 вес.ч. сеталина АР 560
5 (Setalin - акрилатна смола фирмы Synthese, Голланди ), 17 вес.ч. 4,4-ди(р-акрилоилоксиэтокси)-дифенил-пропана-2 ,2 (Ebecryl 150), 20 вес.ч. Ingalith GLSM (синий пиг (менТ фирмы Циба Гейги, Базель), 4 вес.ч. N-метил-диэтаноламина и 4 вес.ч. соединени 8 о) в качестве фотоинициатора.
Сначала измельчают Setalin и Irgalith в шаровой мельнице с получени густотертой краски. N-метил-диэтаноламин и фотоинициатор раст-. вор ют в Ebecryl и гомогенизируют с густотзртой краской в дисковой терочной машине.
Полученной таким образом печатной краской набивают специальную бу магу с помощью пробного печатного 5 набора. Услови следуклцие: Печатна краска, Набивное давление , кгс/м 25 Скорость набивки , м/с2 Пробы облучают УФ-лучами (мощность лампы 80 Вт/см, рассто ние от лам1т 11 см), врем облучени варьи руют изменением скорости транспорти ровки проб. Высушивание поверхности определ оот испытёшием трени , прижи vMaH к пробе белую бумагу под давлеСоединение
Физические свойства нием 25 кгс/см2.. Если бумага остаетс белой, результат считаетс положительньлм , что имеет место на всех пробах, облученных при скорости транспортировки 75 м/мин. При использовании в качестве фотоинициатора изобутилового эфира бензоина (по прототипу), максимальна скорость транспортировки состав4 л ет не более 15 м/мин. Печатна краска с со единением За сохран етс в темноте без ухудшени свойств не менее 30 дней, а краска с изопропиловым эфиром бензоина желатин и виру ет с в течение одних сутой. Таблица 1 IX «
кроа б т, кип.
0-№о
Kpftno 110-112 78-80°
Kpg 120° т. кип.
Масл ниста жидкость
150
Кро , 1 т, кип.
КРОИ °
т.кип.
КРО,. 130 т.кип.
о СНз
е-1-он.
Кр,,, 130 т.кип.
f- II I Т.хип.
5
Vd---|ОН воскообразный
HO-Mii
СНз
Продолжение табл. 1
Т. кип.
Т.кип. ISQ
о ЙН / продукт
toj
о dHs
18
йн.
dH, о
1 5 II
Т.пл. 141-143°
ciH.3
ЙНз
н,е Hjd
Продолжение табл. 1
О-н
т.кип,
i
е-|-/))
Т,пл. 110-112 енз
Т.пл. 34 Т.кип. 150
Т. кип. 150
Т,Ш1. 68-71 Т.кип. 210°
Масл ниста жидкость
Масл ниста жидкость
Масл ниста жидкость
Масл ниста жидкость
Т.ш. 38-41 2-Фенил-ди-метокси112 (б) -ацетофенон (сравнение) б П-Метил- oL/ oL-диморфолиноацетофенон (сравнение )8 92 .(8) oL / о1 -Диморфолино84 (17) ацетофенон (сравнение) 17
Фотоинициатор
1 2
Диэтоксиаг.етофекон (сравнение)
трет-Бутиловый эфир бензоина (прототип)
2-Фенилдиметоксиацетофенон (сравнение)
Т а б Л и ц а
3D
5 -1 1
Таблица 3
Твердость по ма тниковому прибору по Кенигу в зависимости от числа проходов (D)
129(3)
157(3)
156(10)
136(12)
155(8) 121 (8) 130 (10) 100 (10) 109 (12) 98 (19)
Таблица 5 Таблица б
Таблица 4
Claims (2)
- Продолжение табл. б 5Q гг Формула изобретени 1. Фотополимеризующа с композици , включающа пленкообразующий компонент и фотоинициатор, отличающа с тем, что, с целью повышени светочувствительности и стабильности композиции при хранении в темноте, в качестве фотоинициатора она содержит соединение общей форглулы О :R i ffc-V L 4гг -J/7 где п - 1 или 2 ; R - фенил, тетрагидронафтил, или МОНО-, или дизамещенный на хлор, бром С,-С4.-алккл,, С)-С -алкокси, С -С -алкилтио , фенокси, если h-1, R3 - фенилер-О-фенилен и фенилен-5-фенилен, если X - , OR R - (,-алкил или СН,СНаСОО-С -С4-алкил gi - как R или вместе с R С4-С5-алкилен/„ R и R5 - С.,-С4-апкил или R R вместе с атомом азота разуют пиперидиновое или морфолиновое кольцо} R - водррод, С;,-С(,-алкил, С -алкоксиалкил, СуС -алкен и дополнительно сдаивающий агент ди или триакрилат при следующем отношении котлпоиентов, вес.ч.: Пленкообразу щий ко1«1онент Дй- 0ЛИ три крилат Фотоинициатрр указанной фор-- ,- , о:,5-го мули
- 2. Композици пр П.1, о т л и ч а ю ад а q -- T6W7 4Tt);,С йелью ijc i iettH«-окрашенных изображеннй, она дополнительно содержит 20 вес пигмента и/нли 0,5 . вспомог тельного средства, способствукщвг разливу. 16 по признакам: при R - ,-алкил или СН,2 СНг СОО-С-1-С4-алкил; R - как R или вместе с R - Сд -Су-алкилен/ R -фенил или моно- или дизамещенный на хлор, бром .-с1лкил, -сШКОКСИ, С -С -с1ЛКИЛтио , если п-1, и R фенилен-О-фенилен или фенилеи-5-Ленилен, если п-2, X - , R и R - С -С -алкил или R и R вместе с атомом азота образуют пиперидиновое или морфолиновое кольцо, R - водород или (j-алкил , С -С -алкоксиалкил , С5-С5-алкенил. при R - замещенный фенокси прн R - тетрагидронафтил , если п-1. чники инфО1жации, внимание Дри -экспертизе ФРГ 2107934, 4, опублик. 1971.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH1588477 | 1977-12-22 | ||
CH251878 | 1978-03-08 | ||
CH972378 | 1978-09-18 |
Publications (1)
Publication Number | Publication Date |
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SU948300A3 true SU948300A3 (ru) | 1982-07-30 |
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ID=27173751
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Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SU782702501A SU948300A3 (ru) | 1977-12-22 | 1978-12-21 | Фотополимеризующа с композици |
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US (4) | US4318791A (ru) |
EP (1) | EP0003002B1 (ru) |
JP (3) | JPS5499185A (ru) |
AR (1) | AR226169A1 (ru) |
AT (1) | AT369392B (ru) |
AU (1) | AU529495B2 (ru) |
BR (1) | BR7808406A (ru) |
CA (1) | CA1234242A (ru) |
DD (1) | DD141320A5 (ru) |
DK (1) | DK157083C (ru) |
FI (1) | FI64169C (ru) |
GR (1) | GR71655B (ru) |
HU (1) | HU181680B (ru) |
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-
1980
- 1980-01-24 AR AR279736A patent/AR226169A1/es active
-
1988
- 1988-10-04 JP JP63250739A patent/JPH01139554A/ja active Granted
-
1989
- 1989-03-15 JP JP1061101A patent/JPH01308404A/ja active Granted
Also Published As
Publication number | Publication date |
---|---|
JPH0257081B2 (ru) | 1990-12-04 |
AU4277578A (en) | 1979-06-28 |
FI64169C (fi) | 1983-10-10 |
US4321118A (en) | 1982-03-23 |
BR7808406A (pt) | 1980-05-20 |
JPH0248536B2 (ru) | 1990-10-25 |
DK157083B (da) | 1989-11-06 |
AT369392B (de) | 1982-12-27 |
DD141320A5 (de) | 1980-04-23 |
PL212042A1 (pl) | 1979-09-10 |
US4308400A (en) | 1981-12-29 |
FI64169B (fi) | 1983-06-30 |
JPH01308404A (ja) | 1989-12-13 |
GR71655B (ru) | 1983-06-20 |
EP0003002B1 (de) | 1984-06-13 |
EP0003002A2 (de) | 1979-07-11 |
FI783919A (fi) | 1979-06-23 |
US4315807A (en) | 1982-02-16 |
EP0003002A3 (en) | 1980-01-09 |
ATA917678A (de) | 1982-05-15 |
JPH0134242B2 (ru) | 1989-07-18 |
DK157083C (da) | 1990-03-19 |
JPS5499185A (en) | 1979-08-04 |
AR226169A1 (es) | 1982-06-15 |
PL117576B1 (en) | 1981-08-31 |
AU529495B2 (en) | 1983-06-09 |
DK576278A (da) | 1979-06-23 |
CA1234242A (en) | 1988-03-15 |
HU181680B (en) | 1983-11-28 |
US4318791A (en) | 1982-03-09 |
JPH01139554A (ja) | 1989-06-01 |
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