JPH01139554A - 芳香族α−アミノケトン - Google Patents
芳香族α−アミノケトンInfo
- Publication number
- JPH01139554A JPH01139554A JP63250739A JP25073988A JPH01139554A JP H01139554 A JPH01139554 A JP H01139554A JP 63250739 A JP63250739 A JP 63250739A JP 25073988 A JP25073988 A JP 25073988A JP H01139554 A JPH01139554 A JP H01139554A
- Authority
- JP
- Japan
- Prior art keywords
- alk
- formula
- alkyl
- compd
- carbon atoms
- 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
- 125000003118 aryl group Chemical group 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 5
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 abstract description 4
- 238000006243 chemical reaction Methods 0.000 abstract description 4
- 150000002118 epoxides Chemical class 0.000 abstract description 2
- 238000000034 method Methods 0.000 abstract description 2
- 239000003999 initiator Substances 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 125000000467 secondary amino group Chemical class [H]N([*:1])[*:2] 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 description 11
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 5
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- -1 aliphatic ketones Chemical class 0.000 description 2
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 2
- MOIPGXQKZSZOQX-UHFFFAOYSA-N carbonyl bromide Chemical compound BrC(Br)=O MOIPGXQKZSZOQX-UHFFFAOYSA-N 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000000016 photochemical curing Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 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
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 239000007832 Na2SO4 Substances 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 235000000126 Styrax benzoin Nutrition 0.000 description 1
- 244000028419 Styrax benzoin Species 0.000 description 1
- 235000008411 Sumatra benzointree Nutrition 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 229960002130 benzoin Drugs 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 125000004386 diacrylate group Chemical group 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 235000019382 gum benzoic Nutrition 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 230000037048 polymerization activity Effects 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 229920006337 unsaturated polyester resin Polymers 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 239000008096 xylene Substances 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
-
- 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
-
- 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
-
- 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
-
- 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
Landscapes
- 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)
Abstract
(57)【要約】本公報は電子出願前の出願データであるた
め要約のデータは記録されません。
め要約のデータは記録されません。
Description
【発明の詳細な説明】
本発#Jは、α−位においてアεノ基によって置換され
た新規芳香−脂肪族ケトンに関する。
た新規芳香−脂肪族ケトンに関する。
該化合物は不飽和化合物の光重合開始剤として有用であ
る。
る。
新規な化合物は、次式■
(式中、
ArはOH%atk 1−atkl−0フエニル、もし
くは−5atkにより置換されたフェニル基を表わし、 R1およびR2は独立して炭素原子数1ないし8のアル
キル基を表わすかまたはR1およびR2は一緒になって
−(CH2)S−を表わし、そしてR4およびR5は独
立して炭素原子数1ないし12のアルキル基を表わすか
もしくは一0atkにより置換された炭素原子数2ない
し4のアルキル基を表わすか、または R4およびR5は一緒になって一〇−1−NH−1もし
くは−Natk−によって中断されうる炭素原子数4ま
たは5のアルキレン基を表わし、 atkは炭素原子数1ないし4のアルキル基を表わす。
くは−5atkにより置換されたフェニル基を表わし、 R1およびR2は独立して炭素原子数1ないし8のアル
キル基を表わすかまたはR1およびR2は一緒になって
−(CH2)S−を表わし、そしてR4およびR5は独
立して炭素原子数1ないし12のアルキル基を表わすか
もしくは一0atkにより置換された炭素原子数2ない
し4のアルキル基を表わすか、または R4およびR5は一緒になって一〇−1−NH−1もし
くは−Natk−によって中断されうる炭素原子数4ま
たは5のアルキレン基を表わし、 atkは炭素原子数1ないし4のアルキル基を表わす。
)で表わされる化合物である。
式■で表わされる化合物は、次の反応段階により芳香−
脂肪族ケトンから製造することができる。
脂肪族ケトンから製造することができる。
HsONa
Ar−CO−CHR’R” + Br2−+ Ar−C
o−CBrR’R” −一→次の方法により単一の段階
を遂行することもできる。
o−CBrR’R” −一→次の方法により単一の段階
を遂行することもできる。
当該ケトンを不活性溶媒中、好ましくは四基に窒素を・
導入する。最後に溶媒を蒸留で除去する。ブロモケトン
の精製は必要とされない。
導入する。最後に溶媒を蒸留で除去する。ブロモケトン
の精製は必要とされない。
段階B−エポキシド中間体の製造
ブロモケトンをメタノール中に溶解しそしてメタノール
中のナトリウムメトキシド1モル溶液を還流温度にて滴
下する。次いでメタノールを蒸留で除きそして残留物を
氷水中に注入しそしてエーテルで抽出する。エーテル性
溶液を水で洗浄し、Na 2 SO4上で乾燥しそして
濃縮する。
中のナトリウムメトキシド1モル溶液を還流温度にて滴
下する。次いでメタノールを蒸留で除きそして残留物を
氷水中に注入しそしてエーテルで抽出する。エーテル性
溶液を水で洗浄し、Na 2 SO4上で乾燥しそして
濃縮する。
残渣は再結晶または真空蒸留によシ謂裂することができ
る。しかし、次の段階で使用するためには精製は何ら必
要とされない。
る。しかし、次の段階で使用するためには精製は何ら必
要とされない。
段階C−α−アミノケトンの製造
原料エボキクドを、溶媒を用いずにまたは少量のトルエ
ンもしくはキシレンを添加して1モルの第二アミンで処
理し、そして100−200℃にて約10ないし20時
間の間反応させる。低沸点アミン、例えばジメチルアミ
ンまたはジエチルアミンを使用する場合、反応をオート
クレーブ中で行う。反応混合物をベンゼンで希釈しそし
て希塩酸で抽出する。その酸性水溶液をNaOHでアル
カリ性にしそしてエーテルで抽出する。エーテル性溶液
を水で洗浄し、Na2SO4上で乾燥しそして濃縮する
。粗生成物を蒸留、結晶化またはAt203カラムでの
クロマトグラフィーにより精製する。
ンもしくはキシレンを添加して1モルの第二アミンで処
理し、そして100−200℃にて約10ないし20時
間の間反応させる。低沸点アミン、例えばジメチルアミ
ンまたはジエチルアミンを使用する場合、反応をオート
クレーブ中で行う。反応混合物をベンゼンで希釈しそし
て希塩酸で抽出する。その酸性水溶液をNaOHでアル
カリ性にしそしてエーテルで抽出する。エーテル性溶液
を水で洗浄し、Na2SO4上で乾燥しそして濃縮する
。粗生成物を蒸留、結晶化またはAt203カラムでの
クロマトグラフィーにより精製する。
以下のα−アミノケトンは、これら反応段階によって合
成されたものである。
成されたものである。
式Iで表わされる化合物はエチレン性不飽和化合物の光
重合開始剤として使用することができる。その不飽和化
合物は、例えばアクリル酸もしくはメタアクリル酸のモ
ノ−もしくはポリエステル、ビニルエステル、アリルエ
ステルまたは不飽和ポリエステル樹脂であってよい。か
かる不飽和化合物の混合物は光重合性組成物としてよく
使用される。かかる光1合性組成物は、一般に薄層中に
、例えば塗料層または印刷インク層中に使用される。工
業的用途において光硬化の速度は重要な要素でありそれ
は主に光開始剤の活性に依存する。式Iで表わされる化
合物は、次の試験において示されるように高い重合活性
を有する。
重合開始剤として使用することができる。その不飽和化
合物は、例えばアクリル酸もしくはメタアクリル酸のモ
ノ−もしくはポリエステル、ビニルエステル、アリルエ
ステルまたは不飽和ポリエステル樹脂であってよい。か
かる不飽和化合物の混合物は光重合性組成物としてよく
使用される。かかる光1合性組成物は、一般に薄層中に
、例えば塗料層または印刷インク層中に使用される。工
業的用途において光硬化の速度は重要な要素でありそれ
は主に光開始剤の活性に依存する。式Iで表わされる化
合物は、次の試験において示されるように高い重合活性
を有する。
試験例
次の成分からなる混合物を製造した。
エボキクアクリレート 69部(エベク
リル(Ebecryl ) 608 、ベルギー国UC
B社製)オリゴマー トリスアクリレート
30部(OTA480.UCB社裂〕 シリコーン ジアクリレート
1部(エペクリル(Ebecryl ) 350 、
UCB社裂)光開始剤 2
部(部は全て重量部を表わす。) 混合物をガラス板上に50μmの厚さにナイフで塗布す
る。試料を80ワツトの電球を2個備えたPPG装置(
紫外線照射装置)中で照射する。試料が照射装置を通過
した後、フィルムのふき取り堅牢度を紙ハンカチでこす
ることにより試験した。通過速度を上昇させそして耐ふ
き取り性フィルムを得るための最大速度を求めた。
リル(Ebecryl ) 608 、ベルギー国UC
B社製)オリゴマー トリスアクリレート
30部(OTA480.UCB社裂〕 シリコーン ジアクリレート
1部(エペクリル(Ebecryl ) 350 、
UCB社裂)光開始剤 2
部(部は全て重量部を表わす。) 混合物をガラス板上に50μmの厚さにナイフで塗布す
る。試料を80ワツトの電球を2個備えたPPG装置(
紫外線照射装置)中で照射する。試料が照射装置を通過
した後、フィルムのふき取り堅牢度を紙ハンカチでこす
ることにより試験した。通過速度を上昇させそして耐ふ
き取り性フィルムを得るための最大速度を求めた。
それを表5に示す。
表3
1)ベンゾイン イソグロビルエーテル2)ベンジル
ジメチルケタール 表3に示すように式■で表わされる化合物の光硬化活性
は市販の光開始剤Vicure 50 (5tan−f
fer Corp−の製品)またはIrgacure
651 (チバーカイギー AGの製品)のそれに比し
て顕著により高い。
ジメチルケタール 表3に示すように式■で表わされる化合物の光硬化活性
は市販の光開始剤Vicure 50 (5tan−f
fer Corp−の製品)またはIrgacure
651 (チバーカイギー AGの製品)のそれに比し
て顕著により高い。
Claims (1)
- (1)次式 I ▲数式、化学式、表等があります▼( I ) (式中、 ArはOH、alk、−alk、−Oフェニル、もしく
は−Salkにより置換されたフェニル基を表わし、 R^1およびR^2は独立して炭素原子数1ないし8の
アルキル基を表わすかまたはR^1およびR^2は一緒
になって−(CH_2)_5−を表わし、そしてR^4
およびR^5は独立して炭素原子数1ないし12のアル
キル基を表わすかもしくは−Oalkにより置換された
炭素原子数2ないし4のアルキル基を表わすか、または R^4およびR^5は一緒になって−O−、−NH−、
もしくは−Nalk−によって中断されうる炭素原子数
4または5のアルキレン基を表わし、alkは炭素原子
数1ないし4のアルキル基を表わす。)で表わされる化
合物。
Applications Claiming Priority (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH1588477 | 1977-12-22 | ||
CH15884/77 | 1977-12-22 | ||
CH2518/78 | 1978-03-08 | ||
CH251878 | 1978-03-08 | ||
CH9723/78-1 | 1978-09-18 | ||
CH972378 | 1978-09-18 |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP16090978A Division JPS5499185A (en) | 1977-12-22 | 1978-12-22 | Photopolymerization initiator and photopolymerizable composition |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH01139554A true JPH01139554A (ja) | 1989-06-01 |
JPH0248536B2 JPH0248536B2 (ja) | 1990-10-25 |
Family
ID=27173751
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP16090978A Granted JPS5499185A (en) | 1977-12-22 | 1978-12-22 | Photopolymerization initiator and photopolymerizable composition |
JP63250739A Granted JPH01139554A (ja) | 1977-12-22 | 1988-10-04 | 芳香族α−アミノケトン |
JP1061101A Granted JPH01308404A (ja) | 1977-12-22 | 1989-03-15 | 光重合開始剤 |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP16090978A Granted JPS5499185A (en) | 1977-12-22 | 1978-12-22 | Photopolymerization initiator and photopolymerizable composition |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP1061101A Granted JPH01308404A (ja) | 1977-12-22 | 1989-03-15 | 光重合開始剤 |
Country Status (15)
Country | Link |
---|---|
US (4) | US4318791A (ja) |
EP (1) | EP0003002B1 (ja) |
JP (3) | JPS5499185A (ja) |
AR (1) | AR226169A1 (ja) |
AT (1) | AT369392B (ja) |
AU (1) | AU529495B2 (ja) |
BR (1) | BR7808406A (ja) |
CA (1) | CA1234242A (ja) |
DD (1) | DD141320A5 (ja) |
DK (1) | DK157083C (ja) |
FI (1) | FI64169C (ja) |
GR (1) | GR71655B (ja) |
HU (1) | HU181680B (ja) |
PL (1) | PL117576B1 (ja) |
SU (1) | SU948300A3 (ja) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8217095B2 (en) | 2004-10-29 | 2012-07-10 | Dainippon Ink And Chemicals, Inc. | Active energy ray-curable ink-jet printing ink |
Families Citing this family (331)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2722264C2 (de) * | 1977-05-17 | 1984-06-28 | Merck Patent Gmbh, 6100 Darmstadt | Verwendung von substituierten Oxyalkylphenonen als Photosensibilisatoren |
DE3107087A1 (de) * | 1980-02-29 | 1981-12-24 | CIBA-GEIGY AG, 4002 Basel | "photopolymerisierbare gemische und verfahren zur photopolymerisation von kationisch polymerisierbaren verbindungen" |
DE3008411A1 (de) * | 1980-03-05 | 1981-09-10 | Merck Patent Gmbh, 6100 Darmstadt | Neue aromatisch-aliphatische ketone, ihre verwendung als photoinitiatoren sowie photopolymerisierbare systeme enthaltend solche ketone |
US4368253A (en) * | 1981-01-28 | 1983-01-11 | Ciba-Geigy Corporation | Image formation process |
DE3203096A1 (de) * | 1982-01-30 | 1983-08-04 | Merck Patent Gmbh, 6100 Darmstadt | Verwendung von hydroxyalkylphenonen als initiatoren fuer die strahlungshaertung waessriger prepolymerdispersionen |
EP0088050B1 (de) * | 1982-02-26 | 1986-09-03 | Ciba-Geigy Ag | Photohärtbare gefärbte Massen |
US4504372A (en) * | 1982-03-12 | 1985-03-12 | Ciba-Geigy Corporation | Acid-curable composition containing a masked curing catalyst, and a process for its preparation |
EP0094347B1 (de) * | 1982-05-07 | 1985-07-10 | Ciba-Geigy Ag | Verfahren zur Herstellung von 1-Hydroxyketonen |
US4498964A (en) * | 1982-06-15 | 1985-02-12 | Ciba-Geigy Corporation | Process for the photopolymerization of unsaturated compounds |
US4518676A (en) * | 1982-09-18 | 1985-05-21 | Ciba Geigy Corporation | Photopolymerizable compositions containing diaryliodosyl salts |
DE3380028D1 (en) * | 1982-10-01 | 1989-07-13 | Ciba Geigy Ag | Propiophenone derivatives as photoinitiators in the photopolymerization |
US4649062A (en) * | 1983-01-05 | 1987-03-10 | Ciba-Geigy Corporation | Ultraviolet radiation curable vehicle for ceramic colors, composition and method |
DE3465636D1 (en) * | 1983-02-18 | 1987-10-01 | Ciba Geigy Ag | Coloured photo-curable mouldings |
US4524221A (en) * | 1983-02-22 | 1985-06-18 | Minnesota Mining And Manufacturing Company | Process for the production of acyloins |
EP0117578A3 (en) * | 1983-02-23 | 1985-01-30 | Shionogi & Co., Ltd. | Azole-substituted alcohol derivatives |
US4563438A (en) * | 1983-05-06 | 1986-01-07 | Ciba Geigy Corporation | Liquid mixture of photoinitiators |
US5145885A (en) * | 1983-08-15 | 1992-09-08 | Ciba-Geigy Corporation | Photopolymerizable compositions containing aminoaryl ketone photoinitiators |
DE3471486D1 (de) * | 1983-08-15 | 1988-06-30 | Ciba Geigy Ag | Photocurable compositions |
US5124212A (en) * | 1983-10-26 | 1992-06-23 | Dow Corning Corporation | Articles prepared from fast ultraviolet radiation curing silicone composition |
US4780486A (en) * | 1983-10-26 | 1988-10-25 | Dow Corning Corporation | Fast ultraviolet radiation curing silicone composition |
US5162389A (en) * | 1983-10-26 | 1992-11-10 | Dow Corning Corporation | Fast ultraviolet radiation curing silicone composition having a high refractive index |
US4946874A (en) * | 1983-10-26 | 1990-08-07 | Dow Corning Corporation | Fast ultraviolet radiation curing silicone composition containing two vinyl polymers |
US5169879A (en) * | 1983-10-26 | 1992-12-08 | Dow Corning Corporation | Fast ultraviolet radiation curing silicone composition |
IT1176018B (it) * | 1984-04-12 | 1987-08-12 | Lamberti Flli Spa | Chetoni aromatico alifatici polimerici o polimerizzabili adatti all'impiego come fotoiniziatori di polimerizzazione |
JPS6121104A (ja) * | 1984-07-10 | 1986-01-29 | Adeka Argus Chem Co Ltd | 光重合開始剤 |
IT1208494B (it) * | 1985-01-28 | 1989-07-10 | Lamberti Flli Spa | Polimerizzazione. derivati solforati di chetoni aromatico-alifatici e alifatici come fotoiniziatori di |
US4666953A (en) * | 1985-03-28 | 1987-05-19 | Loctite Corporation | Silicone polyphotoinitiators |
DE3512179A1 (de) * | 1985-04-03 | 1986-12-04 | Merck Patent Gmbh, 6100 Darmstadt | Fotoinitiatoren fuer die fotopolymerisation in waessrigen systemen |
FR2583759B1 (fr) * | 1985-06-20 | 1988-01-15 | Atochem | Films de polyolefines photoreticulables et leur procede de fabrication |
US4741981A (en) * | 1985-07-30 | 1988-05-03 | Ricoh Co., Ltd. | Photosensitive material for electrophotography contains organic phosphite compounds |
US4691059A (en) * | 1985-08-30 | 1987-09-01 | Minnesota Mining And Manufacturing Company | Copolymerizable UV stabilizers |
US4879318A (en) * | 1986-01-28 | 1989-11-07 | Ophthalmic Research Group International, Inc. | Plastic lens composition and method for the production thereof |
US5529728A (en) * | 1986-01-28 | 1996-06-25 | Q2100, Inc. | Process for lens curing and coating |
US5415816A (en) | 1986-01-28 | 1995-05-16 | Q2100, Inc. | Method for the production of plastic lenses |
US6730244B1 (en) | 1986-01-28 | 2004-05-04 | Q2100, Inc. | Plastic lens and method for the production thereof |
US5364256A (en) * | 1986-01-28 | 1994-11-15 | Ophthalmic Research Group International, Inc. | Apparatus for the production of plastic lenses |
US6201037B1 (en) | 1986-01-28 | 2001-03-13 | Ophthalmic Research Group International, Inc. | Plastic lens composition and method for the production thereof |
US4906675A (en) * | 1986-02-12 | 1990-03-06 | Mitsui Petrochemical Industries, Ltd. | Active energy ray-curable composition |
US5288917A (en) * | 1986-04-15 | 1994-02-22 | Ciba-Geigy Corporation | Liquid photoinitiator mixtures |
DE3768919D1 (en) * | 1986-11-26 | 1991-05-02 | Ciba Geigy Ag | Fluessige photoinitiatorgemische. |
US5238782A (en) * | 1986-12-26 | 1993-08-24 | Fuji Photo Film Co., Ltd. | Photopolymerizable composition |
ES2054861T3 (es) * | 1987-03-26 | 1994-08-16 | Ciba Geigy Ag | Nuevas alfa-aminoacetofenonas como fotoiniciadores. |
GB8715435D0 (en) * | 1987-07-01 | 1987-08-05 | Ciba Geigy Ag | Forming images |
EP0302831B1 (en) * | 1987-08-05 | 1993-05-12 | Ciba-Geigy Ag | Compounds |
US4824875A (en) * | 1987-11-06 | 1989-04-25 | Dow Corning Corporation | UV curable conformal coating with moisture shadow cure |
US4956221A (en) * | 1987-11-06 | 1990-09-11 | Dow Corning Corporation | UV curable conformal coating with moisture shadow cure |
US4791045A (en) * | 1988-01-25 | 1988-12-13 | Minnesota Mining And Manufacturing Company | Photosensitizers and polymerizable compositions with mannich bases and iodonium salts |
FR2626880B1 (fr) * | 1988-02-10 | 1990-06-08 | Lafon Labor | Derives n-substitues de 2-amino-1-phenylpropanone, procede de preparation et utilisation en therapeutique |
DE3816304A1 (de) * | 1988-05-13 | 1989-11-23 | Merck Patent Gmbh | Fotoinitiator-copolymere |
DE3826947A1 (de) * | 1988-08-09 | 1990-02-22 | Merck Patent Gmbh | Thioxanthonderivate, ihre verwendung als fotoinitiatoren, fotopolymerisierbare bindemittelsysteme sowie verfahren zur herstellung einer strahlungsgehaerteten beschichtung |
US5081308A (en) * | 1988-12-15 | 1992-01-14 | Ici Americas Inc. | Ultraviolet radiation absorbing compositions of bis-1,3-diketone derivatives of cyclohexane |
JPH03115267A (ja) * | 1989-09-28 | 1991-05-16 | Maruho Kk | プロピオフエノン誘導体、その製造方法、それを含む中枢性筋弛緩剤および抗痙攣剤 |
US4987159A (en) * | 1990-04-11 | 1991-01-22 | Fratelli Lamberti S.P.A. | Carbonyl derivatives of 1-phenylindan suitable for use as polymerization photoinitiators, their preparation and use |
DE4022234A1 (de) * | 1990-07-12 | 1992-01-16 | Herberts Gmbh | Verfahren zur herstellung von schutz-, hilfs- und isoliermaterialien auf faserbasis, fuer elektrische zwecke und optische leiter unter verwendung von durch energiereiche strahlung haertbaren impraegniermassen |
JPH0453573U (ja) * | 1990-09-10 | 1992-05-07 | ||
US5160868A (en) * | 1990-10-19 | 1992-11-03 | Yang Tai Her | Adjustable brush ac/dc servo motor |
US5252694A (en) * | 1992-01-22 | 1993-10-12 | Minnesota Mining And Manufacturing Company | Energy-polymerization adhesive, coating, film and process for making the same |
US5262232A (en) * | 1992-01-22 | 1993-11-16 | Minnesota Mining And Manufacturing Company | Vibration damping constructions using acrylate-containing damping materials |
US6492413B2 (en) * | 1993-01-15 | 2002-12-10 | G.D. Searle & Co. | 3.4-diaryl thiophenes and analogs thereof having use as antiinflammatory agents |
DE4302123A1 (de) * | 1993-01-27 | 1994-07-28 | Herberts Gmbh | Verfahren zum Bedrucken von Glashohlkörpern |
ES2109687T5 (es) † | 1993-04-01 | 2001-09-01 | Ppg Ind Ohio Inc | Composiciones y metodos de obtencion de revestimientos endurecidos por radiacion de elevada brillantez. |
AU6916394A (en) * | 1993-06-04 | 1995-01-03 | Henkel Corporation | Citral acetal ethers of alpha-hydroxy phenyl ketones and polymerizable compositions |
US5474995A (en) | 1993-06-24 | 1995-12-12 | Merck Frosst Canada, Inc. | Phenyl heterocycles as cox-2 inhibitors |
US5700850A (en) | 1993-08-05 | 1997-12-23 | Kimberly-Clark Worldwide | Colorant compositions and colorant stabilizers |
US5681380A (en) | 1995-06-05 | 1997-10-28 | Kimberly-Clark Worldwide, Inc. | Ink for ink jet printers |
CA2120838A1 (en) | 1993-08-05 | 1995-02-06 | Ronald Sinclair Nohr | Solid colored composition mutable by ultraviolet radiation |
US6017661A (en) | 1994-11-09 | 2000-01-25 | Kimberly-Clark Corporation | Temporary marking using photoerasable colorants |
US6017471A (en) | 1993-08-05 | 2000-01-25 | Kimberly-Clark Worldwide, Inc. | Colorants and colorant modifiers |
US5733693A (en) | 1993-08-05 | 1998-03-31 | Kimberly-Clark Worldwide, Inc. | Method for improving the readability of data processing forms |
US5645964A (en) | 1993-08-05 | 1997-07-08 | Kimberly-Clark Corporation | Digital information recording media and method of using same |
US6211383B1 (en) | 1993-08-05 | 2001-04-03 | Kimberly-Clark Worldwide, Inc. | Nohr-McDonald elimination reaction |
US5773182A (en) | 1993-08-05 | 1998-06-30 | Kimberly-Clark Worldwide, Inc. | Method of light stabilizing a colorant |
US5721287A (en) | 1993-08-05 | 1998-02-24 | Kimberly-Clark Worldwide, Inc. | Method of mutating a colorant by irradiation |
US5865471A (en) | 1993-08-05 | 1999-02-02 | Kimberly-Clark Worldwide, Inc. | Photo-erasable data processing forms |
US5643356A (en) | 1993-08-05 | 1997-07-01 | Kimberly-Clark Corporation | Ink for ink jet printers |
US5514214A (en) * | 1993-09-20 | 1996-05-07 | Q2100, Inc. | Eyeglass lens and mold spin coater |
US6071979A (en) | 1994-06-30 | 2000-06-06 | Kimberly-Clark Worldwide, Inc. | Photoreactor composition method of generating a reactive species and applications therefor |
US6242057B1 (en) | 1994-06-30 | 2001-06-05 | Kimberly-Clark Worldwide, Inc. | Photoreactor composition and applications therefor |
US5685754A (en) | 1994-06-30 | 1997-11-11 | Kimberly-Clark Corporation | Method of generating a reactive species and polymer coating applications therefor |
US5739175A (en) | 1995-06-05 | 1998-04-14 | Kimberly-Clark Worldwide, Inc. | Photoreactor composition containing an arylketoalkene wavelength-specific sensitizer |
US6008268A (en) | 1994-10-21 | 1999-12-28 | Kimberly-Clark Worldwide, Inc. | Photoreactor composition, method of generating a reactive species, and applications therefor |
JP3442176B2 (ja) | 1995-02-10 | 2003-09-02 | 富士写真フイルム株式会社 | 光重合性組成物 |
US5786132A (en) | 1995-06-05 | 1998-07-28 | Kimberly-Clark Corporation | Pre-dyes, mutable dye compositions, and methods of developing a color |
RU2170943C2 (ru) | 1995-06-05 | 2001-07-20 | Кимберли-Кларк Уорлдвайд, Инк. | Новые прекрасители |
US5747550A (en) | 1995-06-05 | 1998-05-05 | Kimberly-Clark Worldwide, Inc. | Method of generating a reactive species and polymerizing an unsaturated polymerizable material |
US5798015A (en) | 1995-06-05 | 1998-08-25 | Kimberly-Clark Worldwide, Inc. | Method of laminating a structure with adhesive containing a photoreactor composition |
US5849411A (en) | 1995-06-05 | 1998-12-15 | Kimberly-Clark Worldwide, Inc. | Polymer film, nonwoven web and fibers containing a photoreactor composition |
US5811199A (en) | 1995-06-05 | 1998-09-22 | Kimberly-Clark Worldwide, Inc. | Adhesive compositions containing a photoreactor composition |
BR9609295A (pt) | 1995-06-28 | 1999-05-18 | Kimberly Clark Co | Novas substâncias corantes e modificadores de substância corante |
US6162841A (en) * | 1995-09-11 | 2000-12-19 | Lamberti S.P.A. | Betaketosulphones derivatives suitable to the use as polymerization photoinitiators and photopolymerizable systems containing the same |
US5782963A (en) | 1996-03-29 | 1998-07-21 | Kimberly-Clark Worldwide, Inc. | Colorant stabilizers |
US6099628A (en) | 1996-03-29 | 2000-08-08 | Kimberly-Clark Worldwide, Inc. | Colorant stabilizers |
CA2210480A1 (en) | 1995-11-28 | 1997-06-05 | Kimberly-Clark Worldwide, Inc. | Improved colorant stabilizers |
US5855655A (en) | 1996-03-29 | 1999-01-05 | Kimberly-Clark Worldwide, Inc. | Colorant stabilizers |
DE19546899C1 (de) | 1995-12-15 | 1997-01-09 | Herberts Gmbh | Überzugsmittel und Verwendung des Überzugsmittels |
US5891229A (en) | 1996-03-29 | 1999-04-06 | Kimberly-Clark Worldwide, Inc. | Colorant stabilizers |
US6022498A (en) | 1996-04-19 | 2000-02-08 | Q2100, Inc. | Methods for eyeglass lens curing using ultraviolet light |
US5712401A (en) * | 1996-04-29 | 1998-01-27 | First Chemical Corporation | Processes for preparing thioxanthone and derivatives thereof |
US6280171B1 (en) | 1996-06-14 | 2001-08-28 | Q2100, Inc. | El apparatus for eyeglass lens curing using ultraviolet light |
SG53043A1 (en) * | 1996-08-28 | 1998-09-28 | Ciba Geigy Ag | Molecular complex compounds as photoinitiators |
DE19635447C1 (de) * | 1996-08-31 | 1997-11-20 | Herberts Gmbh | Verfahren zur Herstellung einer Reparaturlackierung |
US6287749B1 (en) * | 1997-05-05 | 2001-09-11 | First Chemical Corporation | Biradical photoinitiators and photopolymerizable compositions |
US5989462A (en) | 1997-07-31 | 1999-11-23 | Q2100, Inc. | Method and composition for producing ultraviolent blocking lenses |
US6524379B2 (en) | 1997-08-15 | 2003-02-25 | Kimberly-Clark Worldwide, Inc. | Colorants, colorant stabilizers, ink compositions, and improved methods of making the same |
US6150420A (en) * | 1998-06-01 | 2000-11-21 | Theramax, Inc. | Method for enhanced brain delivery of bupropion |
JP2002517523A (ja) | 1998-06-03 | 2002-06-18 | キンバリー クラーク ワールドワイド インコーポレイテッド | 新規な光開始剤およびその利用 |
WO1999063006A2 (en) | 1998-06-03 | 1999-12-09 | Kimberly-Clark Worldwide, Inc. | Neonanoplasts produced by microemulsion technology and inks for ink jet printing |
JP2002520470A (ja) | 1998-07-20 | 2002-07-09 | キンバリー クラーク ワールドワイド インコーポレイテッド | 改良されたインクジェットインク組成物 |
US6416307B1 (en) | 1998-09-25 | 2002-07-09 | Q2100, Inc. | Plastic lens systems, compositions, and methods |
ES2263291T3 (es) | 1998-09-28 | 2006-12-01 | Kimberly-Clark Worldwide, Inc. | Quelatos que comprenden grupos quinoides como fotoiniciadores. |
WO2000024711A1 (en) * | 1998-10-27 | 2000-05-04 | Merck & Co., Inc. | Synthesis of methylthiophenyl hydroxyketones |
JP2002534488A (ja) * | 1999-01-12 | 2002-10-15 | クラリアント・インターナシヨナル・リミテツド | ベンゾフェノンおよび光重合開始剤としてのその使用 |
US6368396B1 (en) | 1999-01-19 | 2002-04-09 | Kimberly-Clark Worldwide, Inc. | Colorants, colorant stabilizers, ink compositions, and improved methods of making the same |
US6331056B1 (en) | 1999-02-25 | 2001-12-18 | Kimberly-Clark Worldwide, Inc. | Printing apparatus and applications therefor |
US6419873B1 (en) | 1999-03-19 | 2002-07-16 | Q2100, Inc. | Plastic lens systems, compositions, and methods |
US6294698B1 (en) | 1999-04-16 | 2001-09-25 | Kimberly-Clark Worldwide, Inc. | Photoinitiators and applications therefor |
US6368395B1 (en) | 1999-05-24 | 2002-04-09 | Kimberly-Clark Worldwide, Inc. | Subphthalocyanine colorants, ink compositions, and method of making the same |
US6698708B1 (en) | 2000-03-30 | 2004-03-02 | Q2100, Inc. | Gasket and mold assembly for producing plastic lenses |
US6716375B1 (en) | 2000-03-30 | 2004-04-06 | Q2100, Inc. | Apparatus and method for heating a polymerizable composition |
US6723260B1 (en) | 2000-03-30 | 2004-04-20 | Q2100, Inc. | Method for marking a plastic eyeglass lens using a mold assembly holder |
US6960312B2 (en) | 2000-03-30 | 2005-11-01 | Q2100, Inc. | Methods for the production of plastic lenses |
US6632535B1 (en) | 2000-06-08 | 2003-10-14 | Q2100, Inc. | Method of forming antireflective coatings |
KR100772772B1 (ko) | 2000-06-19 | 2007-11-01 | 킴벌리-클라크 월드와이드, 인크. | 신규한 광개시제 및 그의 용도 |
WO2002048202A1 (en) * | 2000-12-13 | 2002-06-20 | Ciba Specialty Chemicals Holding Inc. | Surface-active photoinitiators |
US7045081B2 (en) | 2001-02-20 | 2006-05-16 | Q2100, Inc. | Method of monitoring components of a lens forming apparatus |
US7052262B2 (en) | 2001-02-20 | 2006-05-30 | Q2100, Inc. | System for preparing eyeglasses lens with filling station |
US6752613B2 (en) | 2001-02-20 | 2004-06-22 | Q2100, Inc. | Apparatus for preparing an eyeglass lens having a controller for initiation of lens curing |
US7051290B2 (en) | 2001-02-20 | 2006-05-23 | Q2100, Inc. | Graphical interface for receiving eyeglass prescription information |
US7074352B2 (en) | 2001-02-20 | 2006-07-11 | Q2100, Inc. | Graphical interface for monitoring usage of components of a lens forming apparatus |
US6702564B2 (en) | 2001-02-20 | 2004-03-09 | Q2100, Inc. | System for preparing an eyeglass lens using colored mold holders |
US7037449B2 (en) | 2001-02-20 | 2006-05-02 | Q2100, Inc. | Method for automatically shutting down a lens forming apparatus |
US6790024B2 (en) | 2001-02-20 | 2004-09-14 | Q2100, Inc. | Apparatus for preparing an eyeglass lens having multiple conveyor systems |
US6899831B1 (en) | 2001-02-20 | 2005-05-31 | Q2100, Inc. | Method of preparing an eyeglass lens by delayed entry of mold assemblies into a curing apparatus |
US6875005B2 (en) | 2001-02-20 | 2005-04-05 | Q1200, Inc. | Apparatus for preparing an eyeglass lens having a gating device |
US6840752B2 (en) | 2001-02-20 | 2005-01-11 | Q2100, Inc. | Apparatus for preparing multiple eyeglass lenses |
US7060208B2 (en) | 2001-02-20 | 2006-06-13 | Q2100, Inc. | Method of preparing an eyeglass lens with a controller |
US6758663B2 (en) | 2001-02-20 | 2004-07-06 | Q2100, Inc. | System for preparing eyeglass lenses with a high volume curing unit |
US7011773B2 (en) | 2001-02-20 | 2006-03-14 | Q2100, Inc. | Graphical interface to display mold assembly position in a lens forming apparatus |
US6712331B2 (en) | 2001-02-20 | 2004-03-30 | Q2100, Inc. | Holder for mold assemblies with indicia |
US6863518B2 (en) | 2001-02-20 | 2005-03-08 | Q2100, Inc. | Mold filing apparatus having multiple fill stations |
US7083404B2 (en) | 2001-02-20 | 2006-08-01 | Q2100, Inc. | System for preparing an eyeglass lens using a mold holder |
US6676399B1 (en) | 2001-02-20 | 2004-01-13 | Q2100, Inc. | Apparatus for preparing an eyeglass lens having sensors for tracking mold assemblies |
US7139636B2 (en) | 2001-02-20 | 2006-11-21 | Q2100, Inc. | System for preparing eyeglass lenses with bar code reader |
US6893245B2 (en) | 2001-02-20 | 2005-05-17 | Q2100, Inc. | Apparatus for preparing an eyeglass lens having a computer system controller |
US6962669B2 (en) | 2001-02-20 | 2005-11-08 | Q2100, Inc. | Computerized controller for an eyeglass lens curing apparatus |
US6709257B2 (en) | 2001-02-20 | 2004-03-23 | Q2100, Inc. | Eyeglass lens forming apparatus with sensor |
US6808381B2 (en) | 2001-02-20 | 2004-10-26 | Q2100, Inc. | Apparatus for preparing an eyeglass lens having a controller |
US6655946B2 (en) | 2001-02-20 | 2003-12-02 | Q2100, Inc. | Apparatus for preparing an eyeglass lens having a controller for conveyor and curing units |
US6726463B2 (en) | 2001-02-20 | 2004-04-27 | Q2100, Inc. | Apparatus for preparing an eyeglass lens having a dual computer system controller |
US6612828B2 (en) | 2001-02-20 | 2003-09-02 | Q2100, Inc. | Fill system with controller for monitoring use |
US7124995B2 (en) | 2001-02-20 | 2006-10-24 | Q2100, Inc. | Holder for mold assemblies and molds |
US7004740B2 (en) | 2001-02-20 | 2006-02-28 | Q2100, Inc. | Apparatus for preparing an eyeglass lens having a heating system |
US6676398B2 (en) | 2001-02-20 | 2004-01-13 | Q2100, Inc. | Apparatus for preparing an eyeglass lens having a prescription reader |
US7025910B2 (en) | 2001-02-20 | 2006-04-11 | Q2100, Inc | Method of entering prescription information |
US6790022B1 (en) | 2001-02-20 | 2004-09-14 | Q2100, Inc. | Apparatus for preparing an eyeglass lens having a movable lamp mount |
ITMI20010733A1 (it) | 2001-04-05 | 2002-10-05 | Recordati Chem Pharm | Uso di inibitori dell'isoenzina cox-2 per il trattamento dell'incontinenza urinaria |
GB0118936D0 (en) * | 2001-08-02 | 2001-09-26 | Unilever Plc | Improvements relating to colour-safe fabric treatment compositions |
TWI312786B (en) * | 2001-11-08 | 2009-08-01 | Ciba Sc Holding Ag | Novel difunctional photoinitiators |
WO2003053218A2 (en) * | 2001-12-19 | 2003-07-03 | The University Of Texas Health Science Center At San Antonio | Implant coatings |
GB0205276D0 (en) * | 2002-03-06 | 2002-04-17 | Unilever Plc | Bleaching composition |
US7044429B1 (en) | 2002-03-15 | 2006-05-16 | Q2100, Inc. | Methods and systems for coating eyeglass lens molds |
US6464484B1 (en) | 2002-03-30 | 2002-10-15 | Q2100, Inc. | Apparatus and system for the production of plastic lenses |
JP2004043433A (ja) * | 2002-04-26 | 2004-02-12 | Kitai Kagi Kofun Yugenkoshi | モルフォリノケトン誘導体及びその用途 |
US20030225179A1 (en) * | 2002-04-26 | 2003-12-04 | Chiu Chingfan Chris | Novel morpholinoketone derivatives, and preparation process and uses of the same |
EP1523506B1 (en) * | 2002-07-19 | 2012-09-12 | Basf Se | New difunctional photoinitiators |
CA2519524A1 (en) * | 2003-04-16 | 2004-10-28 | Ciba Specialty Chemicals Holding Inc. | Radiation curable ink-jet ink containing an alpha hydroxy ketone as photoinitiator |
CA2522014C (en) * | 2003-05-06 | 2012-12-18 | Ciba-Specialty Chemicals Holding Inc. | Novel trifunctional photoinitiators |
JP4291638B2 (ja) | 2003-07-29 | 2009-07-08 | 富士フイルム株式会社 | アルカリ可溶性ポリマー及びそれを用いた平版印刷版原版 |
ITVA20030028A1 (it) * | 2003-08-07 | 2005-02-08 | Lamberti Spa | Sistemi fotopolimerizzabili trasparenti per la preparazione di rivestimenti ad elevato spessore. |
JP4348253B2 (ja) | 2003-08-20 | 2009-10-21 | 富士フイルム株式会社 | 導電性パターン材料及び導電性パターンの形成方法 |
ITVA20030040A1 (it) * | 2003-10-27 | 2005-04-28 | Lamberti Spa | Fotoiniziatore solido bianco in polvere e procedimento per la sua preparazione. |
CN1914560A (zh) * | 2004-02-02 | 2007-02-14 | 西巴特殊化学品控股有限公司 | 功能化学引发剂 |
JP3968089B2 (ja) * | 2004-05-25 | 2007-08-29 | シャープ株式会社 | 電子写真感光体およびそれを備える画像形成装置 |
EP1771430A2 (en) * | 2004-07-08 | 2007-04-11 | Ciba Specialty Chemicals Holding Inc. | Preparation of alpha-hydroxy and alpha-amino ketones |
JP5089866B2 (ja) | 2004-09-10 | 2012-12-05 | 富士フイルム株式会社 | 平版印刷方法 |
EP1799638B1 (en) * | 2004-09-29 | 2008-07-30 | Ciba Holding Inc. | Process for preparing aromatic thiophenyl ketones |
JP4967378B2 (ja) * | 2005-03-29 | 2012-07-04 | セイコーエプソン株式会社 | インク組成物 |
JP2006276640A (ja) * | 2005-03-30 | 2006-10-12 | Taiyo Ink Mfg Ltd | 感光性ペースト及びそれを用いて得られる焼成物パターン |
JP4474317B2 (ja) | 2005-03-31 | 2010-06-02 | 富士フイルム株式会社 | 平版印刷版の作製方法 |
ITVA20050032A1 (it) * | 2005-05-13 | 2006-11-14 | Lamberti Spa | Esteri fenilgliossilici generanti residui a bassa migrabilita' e odore |
JP2006335826A (ja) | 2005-05-31 | 2006-12-14 | Fujifilm Holdings Corp | インクジェット記録用インク組成物およびこれを用いた平版印刷版の作製方法 |
WO2007002597A2 (en) | 2005-06-27 | 2007-01-04 | Biovail Laboratories International S.R.L. | Modified-release formulations of a bupropion salt |
JP4317853B2 (ja) * | 2006-01-12 | 2009-08-19 | シャープ株式会社 | 電子写真感光体、その製造方法およびそれを用いた画像形成装置 |
JP5276264B2 (ja) | 2006-07-03 | 2013-08-28 | 富士フイルム株式会社 | インク組成物、インクジェット記録方法、印刷物、及び、平版印刷版の製造方法 |
EP1927633A1 (en) | 2006-11-30 | 2008-06-04 | Seiko Epson Corporation | Ink composition, two-pack curing ink composition set, and recording method and recorded matter using these |
EP1944173B1 (en) * | 2007-01-15 | 2010-04-21 | FUJIFILM Corporation | Ink composition and inkjet recording method using the same |
JP5472670B2 (ja) | 2007-01-29 | 2014-04-16 | セイコーエプソン株式会社 | インクセット、インクジェット記録方法及び記録物 |
EP1955858B1 (en) | 2007-02-06 | 2014-06-18 | FUJIFILM Corporation | Ink-jet recording method and device |
US8240808B2 (en) | 2007-02-07 | 2012-08-14 | Fujifilm Corporation | Ink-jet head maintenance device, ink-jet recording device and ink-jet head maintenance method |
JP5227521B2 (ja) | 2007-02-26 | 2013-07-03 | 富士フイルム株式会社 | インク組成物、インクジェット記録方法、印刷物、及び、インクセット |
JP5224699B2 (ja) | 2007-03-01 | 2013-07-03 | 富士フイルム株式会社 | インク組成物、インクジェット記録方法、印刷物、平版印刷版の製造方法、及び平版印刷版 |
US8894197B2 (en) | 2007-03-01 | 2014-11-25 | Seiko Epson Corporation | Ink set, ink-jet recording method, and recorded material |
JP5098397B2 (ja) * | 2007-03-29 | 2012-12-12 | コニカミノルタホールディングス株式会社 | インクジェットインク、及びインクジェット記録方法 |
JP5243072B2 (ja) | 2007-03-30 | 2013-07-24 | 富士フイルム株式会社 | インク組成物、並びに、それを用いた画像記録方法及び画像記録物 |
JP5306681B2 (ja) | 2007-03-30 | 2013-10-02 | 富士フイルム株式会社 | 重合性化合物、重合体、インク組成物、印刷物及びインクジェット記録方法 |
JP4601009B2 (ja) * | 2007-03-30 | 2010-12-22 | 富士フイルム株式会社 | インクジェット記録用インクセット及びインクジェット記録方法 |
US9199934B2 (en) * | 2007-04-04 | 2015-12-01 | Basf Se | Alpha-hydroxyketones |
JP4816976B2 (ja) * | 2007-08-09 | 2011-11-16 | セイコーエプソン株式会社 | 光硬化型インク組成物 |
EP2028241A1 (en) * | 2007-08-09 | 2009-02-25 | Seiko Epson Corporation | Photocurable ink composition, ink cartridge, inkjet recording method and recorded matter |
EP2048539A1 (en) | 2007-09-06 | 2009-04-15 | FUJIFILM Corporation | Processed pigment, pigment-dispersed composition, colored photosensitive composition, color filter, liquid crystal display element, and solid image pickup element |
JP4766281B2 (ja) * | 2007-09-18 | 2011-09-07 | セイコーエプソン株式会社 | インクジェット記録用非水系インク組成物、インクジェット記録方法および記録物 |
JP5255369B2 (ja) * | 2007-09-25 | 2013-08-07 | 富士フイルム株式会社 | 光硬化性コーティング組成物、オーバープリント及びその製造方法 |
US9442372B2 (en) | 2007-09-26 | 2016-09-13 | Fujifilm Corporation | Pigment dispersion composition, photocurable composition and color filter |
US8129447B2 (en) * | 2007-09-28 | 2012-03-06 | Fujifilm Corporation | Ink composition and inkjet recording method using the same |
JP5227560B2 (ja) | 2007-09-28 | 2013-07-03 | 富士フイルム株式会社 | インク組成物、インクジェット記録方法、印刷物、及び、成形印刷物の製造方法 |
JP4898618B2 (ja) | 2007-09-28 | 2012-03-21 | 富士フイルム株式会社 | インクジェット記録方法 |
JP5265165B2 (ja) | 2007-09-28 | 2013-08-14 | 富士フイルム株式会社 | 塗布装置及びこれを用いるインクジェット記録装置 |
WO2009057523A1 (ja) | 2007-11-01 | 2009-05-07 | Fujifilm Corporation | 顔料分散組成物、着色硬化性組成物、カラーフィルタ及びその製造方法 |
GB0724863D0 (en) | 2007-12-21 | 2008-01-30 | Unilever Plc | Fabric treatment active |
JP5457636B2 (ja) * | 2008-01-22 | 2014-04-02 | 富士フイルム株式会社 | 光硬化性組成物、光硬化性インク組成物、光硬化物の製造方法、及び、インクジェット記録方法 |
JP5254632B2 (ja) | 2008-02-07 | 2013-08-07 | 富士フイルム株式会社 | インク組成物、インクジェット記録方法、印刷物、及び、成形印刷物 |
JP5147499B2 (ja) | 2008-02-13 | 2013-02-20 | 富士フイルム株式会社 | 感光性着色組成物、並びにカラーフィルタ及びその製造方法 |
US20090214797A1 (en) | 2008-02-25 | 2009-08-27 | Fujifilm Corporation | Inkjet ink composition, and inkjet recording method and printed material employing same |
JP2009269397A (ja) * | 2008-02-29 | 2009-11-19 | Seiko Epson Corp | 不透明層の形成方法、記録方法、インクセット、インクカートリッジ、記録装置 |
JP5583329B2 (ja) | 2008-03-11 | 2014-09-03 | 富士フイルム株式会社 | 顔料組成物、インク組成物、印刷物、インクジェット記録方法、及びポリアリルアミン誘導体 |
CN101978004B (zh) | 2008-03-17 | 2013-11-06 | 富士胶片株式会社 | 颜料分散组合物、着色感光性组合物、光固化性组合物、滤色器、液晶显示元件及固体摄像元件 |
JP4914862B2 (ja) | 2008-03-26 | 2012-04-11 | 富士フイルム株式会社 | インクジェット記録方法、及び、インクジェット記録装置 |
JP5155920B2 (ja) | 2008-03-31 | 2013-03-06 | 富士フイルム株式会社 | 感光性透明樹脂組成物、カラーフィルタの製造方法及びカラーフィルター |
JP5414367B2 (ja) | 2008-06-02 | 2014-02-12 | 富士フイルム株式会社 | 顔料分散物及びそれを用いたインク組成物 |
KR101646284B1 (ko) | 2008-06-06 | 2016-08-05 | 바스프 에스이 | 광개시제 혼합물 |
JP5441369B2 (ja) * | 2008-07-16 | 2014-03-12 | 富士フイルム株式会社 | 光硬化性組成物、インク組成物及びそれを用いたインクジェット記録方法 |
JP5258428B2 (ja) * | 2008-07-16 | 2013-08-07 | 富士フイルム株式会社 | 水性インク組成物、インクジェット記録用水性インク組成物およびインクジェット記録方法 |
JP2010024277A (ja) * | 2008-07-16 | 2010-02-04 | Fujifilm Corp | インクジェット用インク組成物、及び、インクジェット記録方法 |
JP5106285B2 (ja) * | 2008-07-16 | 2012-12-26 | 富士フイルム株式会社 | 光硬化性組成物、インク組成物、及び該インク組成物を用いたインクジェット記録方法 |
JP5383133B2 (ja) | 2008-09-19 | 2014-01-08 | 富士フイルム株式会社 | インク組成物、インクジェット記録方法及び印刷物成形体の製造方法 |
JP2010077228A (ja) | 2008-09-25 | 2010-04-08 | Fujifilm Corp | インク組成物、インクジェット記録方法、及び、印刷物 |
KR101648996B1 (ko) | 2008-11-03 | 2016-08-17 | 바스프 에스이 | 광개시제 혼합물 |
JP5344892B2 (ja) * | 2008-11-27 | 2013-11-20 | 富士フイルム株式会社 | インクジェット用インク組成物、及びインクジェット記録方法 |
JP2010180330A (ja) | 2009-02-05 | 2010-08-19 | Fujifilm Corp | 非水系インク、インクセット、画像記録方法、画像記録装置、および記録物 |
JP5350827B2 (ja) | 2009-02-09 | 2013-11-27 | 富士フイルム株式会社 | インク組成物、及び、インクジェット記録方法 |
JP5340198B2 (ja) | 2009-02-26 | 2013-11-13 | 富士フイルム株式会社 | 分散組成物 |
JP2010209183A (ja) | 2009-03-09 | 2010-09-24 | Fujifilm Corp | インク組成物及びインクジェット記録方法 |
JP5349095B2 (ja) | 2009-03-17 | 2013-11-20 | 富士フイルム株式会社 | インク組成物、及び、インクジェット記録方法 |
JP5349097B2 (ja) | 2009-03-19 | 2013-11-20 | 富士フイルム株式会社 | インク組成物、インクジェット記録方法、印刷物、及び、成形印刷物の製造方法 |
JP5383289B2 (ja) | 2009-03-31 | 2014-01-08 | 富士フイルム株式会社 | インク組成物、インクジェット用であるインク組成物、インクジェット記録方法、およびインクジェット法による印刷物 |
WO2010119924A1 (ja) | 2009-04-16 | 2010-10-21 | 富士フイルム株式会社 | カラーフィルタ用重合性組成物、カラーフィルタ、及び固体撮像素子 |
CN101923282B (zh) * | 2009-06-09 | 2012-01-25 | 清华大学 | 纳米压印抗蚀剂及采用该纳米压印抗蚀剂的纳米压印方法 |
CN102471233B (zh) | 2009-06-29 | 2015-07-22 | Dic株式会社 | 迈克尔加成反应物和活性能量射线固化性组合物 |
JP5572026B2 (ja) | 2009-09-18 | 2014-08-13 | 富士フイルム株式会社 | インク組成物、及び、インクジェット記録方法 |
JP5530141B2 (ja) | 2009-09-29 | 2014-06-25 | 富士フイルム株式会社 | インク組成物及びインクジェット記録方法 |
JP2011152747A (ja) * | 2010-01-28 | 2011-08-11 | Seiko Epson Corp | 水性インク組成物、およびインクジェット記録方法ならびに記録物 |
JP5692490B2 (ja) * | 2010-01-28 | 2015-04-01 | セイコーエプソン株式会社 | 水性インク組成物、およびインクジェット記録方法ならびに記録物 |
JP5554114B2 (ja) | 2010-03-29 | 2014-07-23 | 富士フイルム株式会社 | 活性放射線硬化型インクジェット用インク組成物、印刷物、印刷物の製造方法、印刷物成形体、及び印刷物成形体の製造方法 |
JP5591745B2 (ja) | 2010-03-31 | 2014-09-17 | 富士フイルム株式会社 | 活性放射線硬化性インク組成物、インクジェット記録用インク組成物、並びに印刷物、および印刷物成形体の製造方法 |
JP2012031388A (ja) | 2010-05-19 | 2012-02-16 | Fujifilm Corp | 印刷方法、オーバープリントの作製方法、ラミネート加工方法、発光ダイオード硬化性コーティング組成物、及び、発光ダイオード硬化性インク組成物 |
RU2570902C2 (ru) | 2010-06-28 | 2015-12-20 | Басф Се | Отбеливающая композиция, не содержащая металл |
JP5606817B2 (ja) | 2010-07-27 | 2014-10-15 | 富士フイルム株式会社 | 活性放射線硬化型インクジェット用インク組成物、印刷物、印刷物成形体、及び印刷物の製造方法 |
EP2423277A3 (en) | 2010-08-27 | 2012-05-09 | Fujifilm Corporation | Ink composition for inkjet recording, inkjet recording method and inkjet printed article |
CN103601629B (zh) * | 2010-11-12 | 2015-08-26 | 深圳市有为化学技术有限公司 | 对位或间位官能团化芳香酮类化合物、其制备方法及其光聚合引发剂 |
US8816211B2 (en) | 2011-02-14 | 2014-08-26 | Eastman Kodak Company | Articles with photocurable and photocured compositions |
US20120208914A1 (en) | 2011-02-14 | 2012-08-16 | Deepak Shukla | Photoinitiator compositions and uses |
US20120207935A1 (en) | 2011-02-14 | 2012-08-16 | Deepak Shukla | Photocurable inks and methods of use |
CN103391979A (zh) | 2011-02-28 | 2013-11-13 | 富士胶片株式会社 | 油墨组合物、图像形成方法及印相物 |
JP2012201874A (ja) | 2011-03-28 | 2012-10-22 | Fujifilm Corp | インク組成物、及び画像形成方法 |
JP5300904B2 (ja) | 2011-03-31 | 2013-09-25 | 富士フイルム株式会社 | インク組成物及び画像形成方法 |
JP5764416B2 (ja) | 2011-07-08 | 2015-08-19 | 富士フイルム株式会社 | インク組成物及び画像形成方法 |
EP2760947B1 (en) | 2011-09-29 | 2015-11-04 | FUJIFILM Corporation | Inkjet ink composition and inkjet recording method |
CN102504054B (zh) * | 2011-11-01 | 2014-07-02 | 长沙新宇高分子科技有限公司 | 降低直至消除voc排放的多官能团羟基酮光引发剂 |
EP2791187A4 (en) * | 2011-12-16 | 2015-07-15 | Univ Akron | SUBSTITUTED PHENACYLMOLECULES AND LIGHT-SENSITIVE POLYMERS |
JP5770765B2 (ja) | 2012-03-09 | 2015-08-26 | 富士フイルム株式会社 | 放射線硬化型インクジェットインクセット及びインクジェット記録方法 |
EP2644664B1 (en) | 2012-03-29 | 2015-07-29 | Fujifilm Corporation | Actinic radiation-curing type ink composition, inkjet recording method, decorative sheet, decorative sheet molded product, process for producing in-mold molded article, and in-mold molded article |
JP5606567B2 (ja) | 2012-04-19 | 2014-10-15 | 富士フイルム株式会社 | 活性光線硬化型インク組成物、インクジェット記録方法、加飾シート、加飾シート成形物、インモールド成形品の製造方法及びインモールド成形品 |
WO2014041940A1 (ja) | 2012-09-14 | 2014-03-20 | 富士フイルム株式会社 | 硬化性組成物および画像形成方法 |
CN104703682B (zh) | 2012-09-28 | 2016-05-18 | 富士胶片株式会社 | 高分子功能性膜及其制造方法 |
ES2655681T3 (es) | 2012-09-28 | 2018-02-21 | Fujifilm Corporation | Membrana polimérica funcional y método para su producción |
EP2909165B1 (en) | 2012-10-19 | 2018-05-30 | IGM Group B.V. | Hybrid photoinitiators |
CN103012317B (zh) | 2012-12-23 | 2014-10-15 | 惠州市华泓新材料有限公司 | 烷基苯基衍生物和其作为光引发剂的应用 |
JP6126498B2 (ja) | 2013-02-15 | 2017-05-10 | 富士フイルム株式会社 | 高分子機能性膜及びその製造方法 |
JP5980702B2 (ja) | 2013-03-07 | 2016-08-31 | 富士フイルム株式会社 | インクジェットインク組成物、インクジェット記録方法、及び、成型印刷物の製造方法 |
EP2965803B1 (en) | 2013-03-07 | 2019-05-15 | FUJIFILM Corporation | Functional polymer membrane and manufacturing method therefor |
JP6004971B2 (ja) | 2013-03-12 | 2016-10-12 | 富士フイルム株式会社 | 加飾シート成形物又はインモールド成形品製造用インクジェットインク組成物、加飾シート成形物又はインモールド成形品製造用インクジェット記録方法、加飾シート成形物又はインモールド成形品製造用インクセット、加飾シート成形物又はインモールド成形品製造用加飾シート、加飾シート成形物、及び、インモールド成形品の製造方法 |
JP5939644B2 (ja) | 2013-08-30 | 2016-06-22 | 富士フイルム株式会社 | 画像形成方法、インモールド成型品の製造方法、及び、インクセット |
CN103709036B (zh) * | 2013-12-03 | 2015-07-29 | 天津久日化学股份有限公司 | 双官能团苯甲酰基甲酸羟基酮酯类化合物及含该类化合物的光引发剂 |
US10011730B2 (en) * | 2014-03-20 | 2018-07-03 | Fujifilm Speciality Ink Systems Limited | Printing ink |
JP6066960B2 (ja) | 2014-05-30 | 2017-01-25 | 富士フイルム株式会社 | 成形加工用活性光線硬化型インク組成物、インクセット、インクジェット記録方法、成形加工用加飾シート、加飾シート成形物及びインモールド成形品の製造方法 |
EP3176153B1 (en) * | 2014-08-01 | 2020-04-08 | Adeka Corporation | Novel polymerization initiator and radically polymerizable composition containing same |
CN104151267B (zh) * | 2014-08-08 | 2016-04-27 | 广东鑫钰新材料股份有限公司 | 芳基上含氮杂环取代的1-羟基环己基苯甲酮的制备方法 |
WO2016034963A1 (en) | 2014-09-04 | 2016-03-10 | Basf Se | Polycyclic photoinitiators |
JP6561126B2 (ja) | 2015-08-27 | 2019-08-14 | 富士フイルム株式会社 | 感光性組成物、画像形成方法、及び膜形成方法 |
EP3412694B1 (en) | 2016-02-05 | 2021-12-08 | FUJIFILM Corporation | Aqueous dispersion, method for manufacturing the same, and image forming method |
WO2017135088A1 (ja) | 2016-02-05 | 2017-08-10 | 富士フイルム株式会社 | 水分散物及びその製造方法、並びに画像形成方法 |
WO2017135085A1 (ja) | 2016-02-05 | 2017-08-10 | 富士フイルム株式会社 | 水分散物及びその製造方法、並びに画像形成方法 |
CN108602367B (zh) | 2016-02-10 | 2020-07-14 | 富士胶片株式会社 | 喷墨记录方法 |
EP3575372B1 (en) | 2017-01-30 | 2022-12-28 | FUJIFILM Corporation | Active-ray-curable ink composition and inkjet recording method |
WO2018155174A1 (ja) | 2017-02-24 | 2018-08-30 | 富士フイルム株式会社 | 光硬化性インク組成物、及び、画像形成方法 |
EP3587513B1 (en) | 2017-02-24 | 2023-12-06 | FUJIFILM Corporation | Photo-curable ink composition and method for forming image |
EP3604458B1 (en) | 2017-03-30 | 2021-05-05 | FUJIFILM Corporation | Photocurable ink composition and image formation method |
WO2018186225A1 (ja) | 2017-04-03 | 2018-10-11 | 富士フイルム株式会社 | インク組成物及びその製造方法、並びに画像形成方法 |
CN110475830B (zh) | 2017-04-03 | 2022-03-25 | 富士胶片株式会社 | 油墨组合物及其制造方法、以及图像形成方法 |
EP3395793B9 (en) * | 2017-04-24 | 2021-09-29 | IGM Group B.V. | Process for the preparation of alpha-functionalized ketones |
JP6924260B2 (ja) | 2017-04-26 | 2021-08-25 | 富士フイルム株式会社 | 光硬化性インク組成物、及び、画像形成方法 |
JP6861811B2 (ja) | 2017-06-20 | 2021-04-21 | 富士フイルム株式会社 | 光硬化性インク組成物、及び、画像形成方法 |
EP3660111A4 (en) | 2017-07-26 | 2020-07-22 | FUJIFILM Corporation | INK COMPOSITION, PRODUCTION METHOD AND IMAGE GENERATION METHOD |
CN111051440B (zh) | 2017-08-29 | 2022-09-06 | 富士胶片株式会社 | 油墨组合物及其制造方法、以及图像形成方法 |
JP6882499B2 (ja) | 2017-09-27 | 2021-06-02 | 富士フイルム株式会社 | 活性エネルギー線硬化型インクジェットインク、遮光膜、及び遮光膜の製造方法 |
WO2019188481A1 (ja) | 2018-03-27 | 2019-10-03 | 富士フイルム株式会社 | 光硬化性インク組成物及び画像形成方法 |
JP6932243B2 (ja) | 2018-03-27 | 2021-09-08 | 富士フイルム株式会社 | 光硬化性インク組成物及び画像形成方法 |
GB201815407D0 (en) | 2018-09-21 | 2018-11-07 | Fujifilm Mfg Europe Bv | Membranes suitable for detecting, filtering and/or purifying biomolecules and metal-ions |
GB201815405D0 (en) | 2018-09-21 | 2018-11-07 | Fujifilm Mfg Europe Bv | Membranes suitable for detecting, filtering and/or purifying biomolecules |
EP3902878A1 (en) * | 2018-12-28 | 2021-11-03 | IGM Resins Italia S.r.l. | Photoinitiators |
EP3936579A4 (en) | 2019-03-06 | 2022-04-20 | FUJIFILM Corporation | INK-JET PRINTING INK COMPOSITION, IMAGE PRINTING METHOD AND OBJECT WITH PRINTED IMAGE |
EP3950856B1 (en) | 2019-03-29 | 2024-04-17 | FUJIFILM Corporation | Photocurable ink composition and image recording method |
GB201904581D0 (en) | 2019-04-02 | 2019-05-15 | Fujifilm Mfg Europe Bv | Membranes and processes for their preparation |
GB201917711D0 (en) | 2019-12-04 | 2020-01-15 | Fujifilm Mfg Europe Bv | Affinity membranes, compounds, compositions and processes for their preparation and use |
GB201917710D0 (en) | 2019-12-04 | 2020-01-15 | Fujifilm Mfg Europe Bv | Affinity membranes, compounds, compositions and processes for their preparation and use |
EP4183845A4 (en) | 2020-07-15 | 2023-12-06 | FUJIFILM Corporation | INK SET FOR RECORDING A SECURITY IMAGE, SECURITY IMAGE RECORDING METHOD AND SECURITY IMAGE RECORDING |
GB202013838D0 (en) | 2020-09-03 | 2020-10-21 | Fujifilm Mfg Europe Bv | Composite membrane |
GB202015379D0 (en) | 2020-09-29 | 2020-11-11 | Fujifilm Mfg Europe Bv | Membranes |
GB202015436D0 (en) | 2020-09-30 | 2020-11-11 | Fujifilm Mfg Europe Bv | Compositions and polymer films |
GB202015440D0 (en) | 2020-09-30 | 2020-11-11 | Fujifilm Mfg Europe Bv | Compounds, compositions and polymer films |
GB202015546D0 (en) | 2020-09-30 | 2020-11-11 | Fujifilm Mfg Europe Bv | Membranes |
GB202019478D0 (en) | 2020-12-10 | 2021-01-27 | Fujifilm Corp | Purifying polar liquids |
GB202101153D0 (en) | 2021-01-28 | 2021-03-17 | Fujifilm Mfg Europe Bv | Polymer films |
GB202104408D0 (en) | 2021-03-29 | 2021-05-12 | Fujifilm Mfg Europe Bv | Cationically charged membranes |
GB202104403D0 (en) | 2021-03-29 | 2021-05-12 | Fujifilm Mfg Europe Bv | Polymer Film |
CN117545783A (zh) * | 2021-08-26 | 2024-02-09 | 富士胶片株式会社 | 固化性组合物、固化物的制造方法、膜、光学元件、图像传感器、固体摄像元件、图像显示装置及自由基聚合引发剂 |
GB202113996D0 (en) | 2021-09-30 | 2021-11-17 | Fujifilm Mfg Europe Bv | Films and their uses |
GB202113997D0 (en) | 2021-09-30 | 2021-11-17 | Fujifilm Mfg Europe Bv | Membranes |
GB202113999D0 (en) | 2021-09-30 | 2021-11-17 | Fujifilm Mfg Europe Bv | Membranes |
GB202114000D0 (en) | 2021-09-30 | 2021-11-17 | Fujifilm Mfg Europe Bv | Membranes |
CN113861010A (zh) * | 2021-10-13 | 2021-12-31 | 深圳市芯研材料科技有限公司 | 单取代及多取代官能团芳香酮类化合物、其制备方法及其光聚合引发剂 |
GB202201759D0 (en) | 2022-02-11 | 2022-03-30 | Fujifilm Mfg Europe Bv | Membranes |
GB202204625D0 (en) | 2022-03-31 | 2022-05-18 | Fujifilm Mfg Europe Bv | Bipolar membranes |
GB202204633D0 (en) | 2022-03-31 | 2022-05-18 | Fujifilm Mfg Europe Bv | Bipolar membranes |
GB202204631D0 (en) | 2022-03-31 | 2022-05-18 | Fujifilm Mfg Europe Bv | Membranes |
GB202207568D0 (en) | 2022-05-24 | 2022-07-06 | Fujifilm Mfg Europe Bv | Membranes |
WO2024068595A1 (en) | 2022-09-29 | 2024-04-04 | Fujifilm Manufacturing Europe Bv | Membranes |
WO2024068598A1 (en) | 2022-09-29 | 2024-04-04 | Fujifilm Manufacturing Europe Bv | Membranes |
WO2024068601A1 (en) | 2022-09-29 | 2024-04-04 | Fujifilm Manufacturing Europe Bv | Membranes |
WO2024132502A1 (en) | 2022-12-22 | 2024-06-27 | Fujifilm Manufacturing Europe Bv | Membranes |
WO2024132498A1 (en) | 2022-12-22 | 2024-06-27 | Fujifilm Manufacturing Europe Bv | Membranes |
Family Cites Families (40)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE651543C (de) * | 1936-03-21 | 1937-10-16 | Chemische Werke Vorm H & E Alb | Verfahren zur Herstellung von ªÏ-Dimethylaminoalkylarylketonen |
DE671786C (de) * | 1937-11-16 | 1939-02-13 | Albert Ag Chem Werke | Verfahren zur Herstellung von N-[(Benzoylphenyl)-methyl]-tetrahydro-p-oxazin |
US2588123A (en) * | 1946-11-13 | 1952-03-04 | Gen Electric | Preparation of vinyltetrahydronaphthalenes |
US2722512A (en) * | 1952-10-23 | 1955-11-01 | Du Pont | Photopolymerization process |
BE565446A (ja) * | 1957-03-06 | |||
CH365381A (fr) * | 1957-03-29 | 1962-11-15 | Morren Henri | Procédé pour la préparation de dérivés de la pipérazine |
NL128358C (ja) * | 1958-12-19 | |||
DE1164388B (de) * | 1959-03-02 | 1964-03-05 | Temmler Werke | Verfahren und Vorrichtung zur Herstellung von Aryl-alkylbromketonen |
NL283329A (ja) * | 1961-09-18 | |||
US3465039A (en) * | 1962-09-17 | 1969-09-02 | Andreas J Rottendorf Chem Fab | Therapeutically active secondary and tertiary 1 - halogenphenyl - 2 - amino-alkanones (1) |
US3171858A (en) * | 1963-08-30 | 1965-03-02 | Parke Davis & Co | alpha-ethylamino-o-methylisobutyrophenone |
NL125868C (ja) * | 1964-01-29 | |||
DE1694149C2 (de) * | 1967-05-06 | 1976-01-02 | Bayer Ag, 5090 Leverkusen | Polyester-Form- und Überzugsmassen |
DE1769854C3 (de) * | 1968-07-26 | 1982-08-19 | Bayer Ag, 5090 Leverkusen | Photoinitiatoren und Verfahren zur Photopolymerisation |
DE1807301A1 (de) * | 1968-11-06 | 1970-06-04 | Bayer Ag | Neue Buttersaeurederivate |
DE1902051A1 (de) * | 1969-01-16 | 1970-08-13 | Bayer Ag | Verfahren zur Herstellung alpha-substituierter Benzoine und Benzoinäther |
US3578682A (en) * | 1969-03-20 | 1971-05-11 | Ash Stevens Inc | 2,5-bis-(2-n-lower alkyl amino isopropyl)-1,3,4-trithiolanes and process for the preparation thereof |
DE1923266B2 (de) * | 1969-05-07 | 1977-09-29 | Basf Ag, 6700 Ludwigshafen | Alpha-hydroxymethylbenzoinaether |
BE759838A (fr) * | 1969-12-04 | 1971-06-03 | Wellcome Found | Cetones a activite biologique |
US3657088A (en) * | 1969-12-17 | 1972-04-18 | Bayer Ag | Moulding and coating masses hardenable by uv irradiation |
GB1408265A (en) * | 1971-10-18 | 1975-10-01 | Ici Ltd | Photopolymerisable composition |
DE2161085A1 (de) * | 1971-12-09 | 1973-06-14 | Basf Ag | Bindemittel fuer lichthaertende druckfarben |
US3715293A (en) * | 1971-12-17 | 1973-02-06 | Union Carbide Corp | Acetophenone-type photosensitizers for radiation curable coatings |
DE2232365C2 (de) * | 1972-07-01 | 1982-06-09 | Basf Ag, 6700 Ludwigshafen | Durch UV-Bestrahlung polymerisierbare Gemische |
US3829467A (en) * | 1972-07-03 | 1974-08-13 | Rorer Inc William H | Tetrahydronaphthylalkanoic acids and their derivatives |
DE2357866A1 (de) * | 1972-12-06 | 1974-06-12 | Sun Chemical Corp | Unter strahlungseinwirkung haertbare massen |
US3900478A (en) * | 1973-01-29 | 1975-08-19 | Squibb & Sons Inc | 2-methyl-2-piperidino-3'-(trifluoromethyl) propiophenone |
JPS5314041B2 (ja) * | 1973-03-31 | 1978-05-15 | ||
GB1469643A (en) * | 1973-11-19 | 1977-04-06 | Ici Ltd | Photopolymerisable composition |
US4048038A (en) * | 1974-07-08 | 1977-09-13 | J. M. Huber Corporation | Electroflocculation cell |
US4017652A (en) * | 1974-10-23 | 1977-04-12 | Ppg Industries, Inc. | Photocatalyst system and ultraviolet light curable coating compositions containing the same |
US4024324A (en) * | 1975-07-17 | 1977-05-17 | Uop Inc. | Novel polyolefin composition of matter |
US3988228A (en) * | 1975-08-29 | 1976-10-26 | Eastman Kodak Company | Photopolymerizable polymeric compositions containing halogen containing aromatic ketones |
US4040923A (en) * | 1976-06-03 | 1977-08-09 | Eastman Kodak Company | Photopolymerizable polymeric compositions containing halogen containing aromatic ketones |
US4101584A (en) * | 1976-12-10 | 1978-07-18 | Napp Chemicals Inc. | Bisbenzoin ethers and method of producing benzoin ethers |
US4141807A (en) * | 1977-03-01 | 1979-02-27 | Stauffer Chemical Company | Photopolymerizable composition stabilized with nitrogen-containing aromatic compounds |
DE2808459A1 (de) * | 1977-05-17 | 1979-08-30 | Merck Patent Gmbh | Hydroxyalkylphenone und ihre verwendung als photosensibilisatoren |
DE2722264C2 (de) | 1977-05-17 | 1984-06-28 | Merck Patent Gmbh, 6100 Darmstadt | Verwendung von substituierten Oxyalkylphenonen als Photosensibilisatoren |
DE2962442D1 (de) * | 1978-07-13 | 1982-05-19 | Ciba Geigy Ag | Compositions photodurcissables |
US4279720A (en) * | 1978-07-13 | 1981-07-21 | Ciba-Geigy Corporation | Photocurable composition |
-
1978
- 1978-12-18 EP EP78810031A patent/EP0003002B1/de not_active Expired
- 1978-12-18 US US05/970,016 patent/US4318791A/en not_active Expired - Lifetime
- 1978-12-20 GR GR57938A patent/GR71655B/el unknown
- 1978-12-20 FI FI783919A patent/FI64169C/fi not_active IP Right Cessation
- 1978-12-20 CA CA000318328A patent/CA1234242A/en not_active Expired
- 1978-12-21 AT AT0917678A patent/AT369392B/de not_active IP Right Cessation
- 1978-12-21 DK DK576278A patent/DK157083C/da active
- 1978-12-21 AU AU42775/78A patent/AU529495B2/en not_active Expired
- 1978-12-21 BR BR7808406A patent/BR7808406A/pt unknown
- 1978-12-21 SU SU782702501A patent/SU948300A3/ru active
- 1978-12-21 DD DD78210060A patent/DD141320A5/de not_active IP Right Cessation
- 1978-12-21 HU HU78CI1885A patent/HU181680B/hu not_active IP Right Cessation
- 1978-12-22 JP JP16090978A patent/JPS5499185A/ja active Granted
- 1978-12-22 PL PL1978212042A patent/PL117576B1/pl unknown
-
1979
- 1979-12-19 US US06/105,744 patent/US4321118A/en not_active Expired - Lifetime
- 1979-12-28 US US06/108,277 patent/US4308400A/en not_active Expired - Lifetime
- 1979-12-28 US US06/108,276 patent/US4315807A/en not_active Expired - Lifetime
-
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
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8217095B2 (en) | 2004-10-29 | 2012-07-10 | Dainippon Ink And Chemicals, Inc. | Active energy ray-curable ink-jet printing ink |
Also Published As
Publication number | Publication date |
---|---|
SU948300A3 (ru) | 1982-07-30 |
JPH0257081B2 (ja) | 1990-12-04 |
AU4277578A (en) | 1979-06-28 |
FI64169C (fi) | 1983-10-10 |
US4321118A (en) | 1982-03-23 |
BR7808406A (pt) | 1980-05-20 |
JPH0248536B2 (ja) | 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 (ja) | 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 (ja) | 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 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JPH01139554A (ja) | 芳香族α−アミノケトン | |
US4450279A (en) | Dialkylthioxanthones | |
EP0108037B1 (de) | Propiophenonderivate als Photoinitiatoren für die Photopolymerisation | |
US4900823A (en) | Phenyl ketone derivatives | |
KR102385824B1 (ko) | 신규한 3-케토쿠마린, 이들의 제조방법 및 광중합 반응에서 광개시제로서의 이들의 용도 | |
EP0255486A2 (de) | Titanocene und deren Verwendung | |
DE2504335A1 (de) | Unter der einwirkung von uv-strahlen polymerisierende masse | |
WO2015032069A1 (zh) | 一种低迁移性光引发剂 | |
EP0520574B1 (en) | Thioxanthone derivatives | |
CN106349213B (zh) | 一种自供氢型光引发剂及其制备方法 | |
US4251341A (en) | Photoinitiators for UV-curable systems | |
US5110889A (en) | Radiation hardenable compositions containing low viscosity diluents | |
KR970010748B1 (ko) | 올리고머 벤질케탈과 그들의 광개시제로서의 용도 | |
US6441244B1 (en) | Benzophenones and the use thereof as photoinitiators | |
EP0222059B1 (en) | Improved radiation-hardenable diluents | |
US4876384A (en) | Radiation-hardenable diluents | |
CA1243325A (en) | Liquid thioxanthonecarboxylic acid esters | |
JPS5965090A (ja) | 10−フエニル−1,3,9−トリアザアントラセン及び該化合物を含有する光重合可能な混合物 | |
US4088554A (en) | Initiators for photopolymerization | |
CN112830982B (zh) | 一种胺助引发剂及其制备方法和应用 | |
CN112574184B (zh) | 环氧化物取代的吡唑啉衍生物、光固化组合物以及制备方法 | |
US4218295A (en) | Epoxy-carbonyl compositions as photopolymerization initiators | |
US5292965A (en) | Starting materials for improved radiation-hardenable diluents | |
CN114369027A (zh) | 衣康酸二酯型光固化单体、组合物、制备方法及应用 | |
US4498964A (en) | Process for the photopolymerization of unsaturated compounds |