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A kind of pyrrolyl ketone photoinitiating system and application
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A technology of pyrrolyl ketone and photoinitiation, which is applied in the fields of optics, optomechanical equipment, and photosensitive materials used in optomechanical equipment, etc., and can solve problems such as slow curing speed, low curing degree, and unsatisfactory sensitization effect
Active Publication Date: 2021-05-11
BEIJING UNIV OF CHEM TECH +1
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Problems solved by technology
There are very few efficient photosensitizers. ITX is a high-efficiency long-wavelength photosensitizer, but its use is greatly limited due to toxicity and other issues.
Some dyes can also be used as photosensitizers, but the sensitization effect is not ideal, and there are problems such as slow curing speed and low curing degree.
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Embodiment 1
[0054] Preparation method of photosensitizer 1,3-bis(1-methyl-1H-pyrrol-2-yl)prop-2-en-1-one
[0055] Its structural formula is as follows:
[0056]
[0057] Its preparation method is as follows:
[0058] Add N-methyl-2-pyrrole formaldehyde and N-methyl-2-acetylpyrrole with a molar ratio of 1:1 to an aqueous NaOH solution containing ethanol and 0.1mol / L (the volume ratio of ethanol to aqueous NaOH solution is 2: In 1), after heating and reacting for 1 h in a nitrogen atmosphere in the dark, an ice-water bath was used for 10 min to precipitate a pale yellow crude product, which was washed with deionized water, dried in vacuo, and recrystallized with ethanol to obtain the product.
[0059] Such as figure 1 As shown, the absorption range of the photosensitizer prepared in this example is 300-450 nm.
Embodiment 2
[0061] Preparation of 1wt% photosensitizer 1,3-bis(1-methyl-1H-pyrrol-2-yl)prop-2-en-1-one and 3wt% diphenyliodonium hexafluoroantimonate for photoinitiation System, taking the weight of cationic monomer as 100%, photoinitiating system is added in the cationic monomer epoxy resin EPOX, polymerize under 405nm and 465nm illumination respectively (light intensity 100mW / cm 2 ).
[0062] Determination result: if figure 2 As shown, the conversion rate of epoxy bond is 65% under 600s of light irradiation. 465nm light for 600s, the conversion rate of epoxy bonds is 47%, and the curing effect is good.
Embodiment 3
[0064] Preparation of 2wt% photosensitizer 1,3-bis(1-methyl-1H-pyrrol-2-yl)prop-2-en-1-one and 4wt% diphenyliodonium hexafluoroantimonate for photoinitiation System, taking the weight of monomer as 100%, add photoinitiating system to monomer (epoxy resin EPOX 80%wt, oxetane TMPO 20%wt), polymerize under 365nm illumination (light intensity 100mW / cm 2 ).
[0065] Determination result: if figure 2 As shown, the conversion rate of epoxy bond is 61% after 600s of light irradiation.
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Abstract
The invention discloses a pyrrolyl ketone photoinitiation system, relates to the technical field of photoinitiation systems, and includes a photosensitizer and a photoinitiator, wherein the photosensitizer is pyrrolyl ketone, and the photoinitiator is an onium salt. The present invention also provides the application of the above photoinitiating system in coatings, inks, adhesives, photoresists and 3D printing. The beneficial effect of the invention is that: the photosensitizer pyrrolyl ketone absorbs long-wavelength light, sensitizes the onium salt cationic photoinitiator and generates free radicals and cations. Since pyrrolyl ketone has a broad absorption spectrum, the system can match LED light sources or mercury lamps of different wavelengths to initiate free radical and cationic photopolymerization.
Description
technical field [0001] The invention relates to the technical field of photoinitiating systems, in particular to a pyrrolyl ketone photoinitiating system and its application. Background technique [0002] Photopolymerization technology is a green technology widely used in coatings, inks, adhesives, microelectronics, dental restorations and biomaterials. In the photocuring process, the monomer or resin can be directly stimulated by light to initiate polymerization, or a photosensitizer or a photoinitiator is excited by light to initiate polymerization. Among them, the photosensitizer or photoinitiator determines whether the oligomer and diluent of the formulation system can quickly change from liquid to solid under light irradiation. The basic characteristics of photosensitizers and photoinitiators are: the initiator has a certain light-absorbing ability in the ultraviolet region (250-400nm) or visible region (400-800nm), and after directly or indirectly absorbing light ener...
Claims
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