RU97114452A - MOLECULAR COMPLEX COMPOUNDS SPEAKING AS PHOTO-INITIATORS - Google Patents

MOLECULAR COMPLEX COMPOUNDS SPEAKING AS PHOTO-INITIATORS

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Publication number
RU97114452A
RU97114452A RU97114452/04A RU97114452A RU97114452A RU 97114452 A RU97114452 A RU 97114452A RU 97114452/04 A RU97114452/04 A RU 97114452/04A RU 97114452 A RU97114452 A RU 97114452A RU 97114452 A RU97114452 A RU 97114452A
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Prior art keywords
alkyl
compound
molecular complex
bis
phenyl
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RU97114452/04A
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Russian (ru)
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RU2181726C2 (en
Inventor
Георг Леппард Давид
Ллойд Джеймс Томас
Хек Нильс
Келлер Манфред
Салате Рональд
Original Assignee
Циба Спешиалти Чемикалс Холдинг Инк.
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Claims (1)

1. Молекулярно-комплексное соединение, состоящее из моно-, бис- или трисацилфосфинокисное соединения и α-гидроксикетонного соединения.1. Molecular complex compound consisting of a mono-, bis- or trisacylphosphinokisnoy compound and α-hydroxyketone compounds. 2. Молекулярно-комплексное соединение по п.1, в котором моно-, бис- или трисацилфосфинокисное соединение представляет собой соединение формулы I
Figure 00000001

где R1 и R2 независимо друг от друга обозначают С112- алкил, бензил, незамещенный или замещенный один-четыре раза галогеном, С18-алкилом и/или С18-алкоксилом фенил, циклогексил или группу COR3, или
R1 представляет - OR4 или группу
Figure 00000002

R3 обозначает незамещенный или замещенный один-четыре раза С18-алкилом, С18-алкоксилом С18-алкилтио и/или галогеном фенил или группу
Figure 00000003

R4 обозначает С18-алкил, фенил или бензил;
Y является фениленом, С112-алкиленом или циклогексиленом;
Х обозначает С118-алкилен или группу
Figure 00000004

3. Молекулярно-комплексное соединение по п.1, в котором α-гидроксикетонное соединение является соединением формулы II
Figure 00000005

где R11 и R12 независимо друг от друга обозначают водород, С16-алкил или фенил, или
R11 и R12 вместе с атомом углерода, с которым они связаны, образуют циклогексиловое кольцо;
R13 обозначает ОН;
R14 представляет водород, С112-алкил, С112-алкоксил, -ОСН2СН2-OR15, группу СН2=С (СН3) или
Figure 00000006

l стоит вместо одного из целых чисел от 2 до 10;
В представляет радикал
Figure 00000007

R15 обозначает водород,
Figure 00000008
или
Figure 00000009

4. Молекулярно-комплексное соединение по п.1, состоящее из моно- или бис-ацилфосфинокисного соединения формулы I
Figure 00000010

где R1 и R2 независимо друг от друга обозначают С112-алкил, незамещенный или замещенный один раз или дважды С18-алкилом, С18-алкоксилом фенил, или COR3;
R3 стоит вместо радикала
Figure 00000011

R18 является С14-алкилом или С14-алкоксилом;
R19 стоит вместо водорода или С14-алкила;
и α-гидроксикетонного соединения формулы II
Figure 00000012

где R11 и R12 независимо друг от друга обозначают С 14-алкил, или R11 и R12 вместе с атомом углерода, с которым они связаны, образуют циклогексиловое кольцо;
R14 стоит вместо водорода.
2. The molecular complex compound according to claim 1, in which the mono-, bis- or trisacylphosphine oxide compound is a compound of formula I
Figure 00000001

where R 1 and R 2 are independently C 1 -C 12 alkyl, benzyl unsubstituted or substituted one to four times with halogen, C 1 -C 8 alkyl and / or C 1 -C 8 alkoxy phenyl, cyclohexyl or a group of COR 3 , or
R 1 represents - OR 4 or a group
Figure 00000002

R 3 is unsubstituted or substituted one to four times by C 1 -C 8 -alkyl, C 1 -C 8 -alkoxyl, C 1 -C 8 -alkylthio and / or halogen phenyl or a group
Figure 00000003

R 4 is C 1 -C 8 alkyl, phenyl or benzyl;
Y is phenylene, C 1 -C 12 alkylene or cyclohexylene;
X is C 1 -C 18 alkylene or a group
Figure 00000004

3. The molecular complex compound according to claim 1, in which the α-hydroxyketone compound is a compound of formula II
Figure 00000005

where R 11 and R 12 independently of one another are hydrogen, C 1 -C 6 alkyl or phenyl, or
R 11 and R 12 together with the carbon atom to which they are attached form a cyclohexyl ring;
R 13 is OH;
R 14 represents hydrogen, C 1 -C 12 -alkyl, C 1 -C 12 -alkoxyl, -OCH 2 CH 2 -OR 15 , the group CH 2 = C (CH 3 ) or
Figure 00000006

l stands for one of the integers from 2 to 10;
B represents a radical
Figure 00000007

R 15 is hydrogen,
Figure 00000008
or
Figure 00000009

4. The molecular complex compound according to claim 1, consisting of a mono- or bis-acylphosphine oxide compound of the formula I
Figure 00000010

where R 1 and R 2 independently from each other are C 1 -C 12 alkyl, unsubstituted or substituted once or twice with C 1 -C 8 -alkyl, C 1 -C 8 -alkoxyl phenyl, or COR 3 ;
R 3 stands in place of the radical
Figure 00000011

R 18 is C 1 -C 4 alkyl or C 1 -C 4 alkoxyl;
R 19 stands in place of hydrogen or C 1 -C 4 alkyl;
and α-hydroxyketone compounds of formula II
Figure 00000012

where R 11 and R 12 are independently C 1 -C 4 alkyl, or R 11 and R 12 together with the carbon atom to which they are attached form a cyclohexyl ring;
R 14 stands in place of hydrogen.
5. Молекулярно-комплексное соединение по п.1, в котором ацилфосфинокисное соединение представляет собой бис-(2,6-диметоксибензоил)-(2,4,4-триметил-пентил)-фосфиноксид или 2,4,6-триметилбензоил-дифенилфосфиноксид, а α-гидроксикетонное соединение является соединением формулы II, где R11 и R12 стоят вместо С14-алкила, или R11 и R12 вместе с атомом углерода, с которым они связаны, образуют циклогексиловое кольцо, R13 обозначает ОН, а R14 является водородом.5. The molecular complex compound according to claim 1, wherein the acylphosphinokiside compound is bis- (2,6-dimethoxybenzoyl) - (2,4,4-trimethyl-pentyl) -phosphine oxide or 2,4,6-trimethylbenzoyl-diphenylphosphine oxide and the α-hydroxyketone compound is a compound of formula II, wherein R 11 and R 12 are substituted for C 1 -C 4 alkyl, or R 11 and R 12 together with the carbon atom to which they are attached form a cyclohexyl ring, R 13 is OH and R 14 is hydrogen. 6. Молекулярно-комплексное соединение по п.1, в котором ацилфосфинокисное соединение представляет собой бис-(2,6-диметоксибензоил)-(2,4,4-триметил-пентил)-фосфиноксид, бис (2,4,6-триметилбензоил)-(2,4-дигексилоксифенил)-фосфиноксид, бис (2,4,6-триметилбензоил)-(4-этоксифенил)-фосфиноксид или 2,4,6-триметилбензоил-дифенилфосфиноксид, а α-гидроксикетонное соединение является α-гидрокси-циклогексил-фенил-кетоном или 2-гидрокси-2-метил-1-фенил-пропан-1-оном. 6. The molecular complex compound according to claim 1, wherein the acylphosphinokiside compound is bis- (2,6-dimethoxybenzoyl) - (2,4,4-trimethyl-pentyl) -phosphine oxide, bis (2,4,6-trimethylbenzoyl ) - (2,4-dihexyloxyphenyl) phosphine oxide, bis (2,4,6-trimethylbenzoyl) - (4-ethoxyphenyl) phosphine oxide or 2,4,6-trimethylbenzoyl diphenylphosphine oxide, and the α-hydroxyketone compound is α-hydroxy cyclohexyl-phenyl-ketone or 2-hydroxy-2-methyl-1-phenyl-propan-1-one. 7. Молекулярно комплексное соединение по п.1, содержащее моно-, бис- или трисацилфосфинокисное соединение и α-гидроксикетонное соединение в молярном соотношении 1:1. 7. The molecular complex compound according to claim 1, containing a mono-, bis- or trisacylphosphine oxide compound and an α-hydroxyketone compound in a 1: 1 molar ratio. 8. Состав, способный к фотополимеризации, содержащий (а) по меньшей мере одно этиленненасыщенное, способное к фотополимеризации соединение и (b) в качестве фотоинициатора по меньшей мере одно молекулярно-комплексное соединение по п.1. 8. A composition capable of photopolymerization, containing (a) at least one ethylenically unsaturated, capable of photopolymerization compound and (b) as a photoinitiator at least one molecular complex compound according to claim 1. 9. Состав, способный к фотополимеризации, по п.8, содержащий, кроме компонента (b), еще и другие присадки (аддитивы). 9. A composition capable of photopolymerization according to claim 8, containing, in addition to component (b), other additives (additives). 10. Состав, способный к фотополимеризации, по п.8, содержащий в качестве фотоинициатора компонент (b) в количестве 0,015-15, в частности 0,2-5 вес.%. 10. A composition capable of photopolymerization according to claim 8, containing component (b) as a photoinitiator in an amount of 0.015-15, in particular 0.2-5 wt.%. 11. Состав, способный к фотополимеризации, по п.8, содержащий в качестве фотоинициатора по меньшей мере одно молекулярно-комплексное соединение по п. 1, а также поглотитель ультрафиолетовых лучей из класса гидроксифенил-s-триазинов и/или гидроксифенилбензтриазолов и/или пространственно затрудненных аминов на базе 2,2,6,6-тетраметил-пиперидинов. 11. The composition capable of photopolymerization of claim 8, containing as a photoinitiator at least one molecular complex compound according to claim 1, as well as an ultraviolet absorber from the class of hydroxyphenyl-s-triazines and / or hydroxyphenylbenzene triazoles and / or spatially hindered amines based on 2,2,6,6-tetramethyl-piperidines. 12. Способ для фотополимеризации соединений, содержащих этиленненасыщенные двойные связи, отличающийся тем, что состав по п.8 облучают светом с длиной волн 200 - 600 н. 12. A method for photopolymerization of compounds containing ethylenically unsaturated double bonds, characterized in that the composition of claim 8 is irradiated with light with a wavelength of 200 - 600 N. 13. Применение состава по п.8 для получения лаков, печатных красок, формных пластин, масс, используемых в стоматологии, резистных материалов, а также в качестве материалов для видеозаписи, в частности для получения голографических изображений. 13. The use of the composition of claim 8 to obtain varnishes, printing inks, plate, masses used in dentistry, resistive materials, and also as materials for video recording, in particular for obtaining holographic images. 14. Покрытая слоем основа, по меньшей мере одна поверхность которой покрыта составом по п.8. 14. A layer-coated base, at least one surface of which is coated with the composition of claim 8. 15. Способ фотографического изготовления рельефных изображений, при котором покрытая слоем основа по п.14 подвергается воздействию световых лучей, а необлученные частицы удаляются с помощью растворителя. 15. The method of photographic manufacturing of relief images, in which the coated base according to claim 14 is exposed to light rays, and unirradiated particles are removed using a solvent.
RU97114452/04A 1996-08-28 1997-08-25 Molecular-complex compound, photopolymerizing composition and photopolymerization process RU2181726C2 (en)

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CH2115/96 1996-08-28

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