Photopolymerization initiated by O-acyloximes

Delzenne, G.; Laridon, U.; Peeters, Helmuth

doi:10.1016/0014-3057(70)90028-5

Cited by 73 publications

(23 citation statements)

References 12 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…As for oxime-ester PIs, only one active species is generated after photocleavage and decarboxylation, due to the fact that the iminyl radical formed has only a poor initiation efficiency. [28,29] Nevertheless, the novel coumarin-based oxime ester photoinitiators can be advantageously used with the light of 450 nm, mainly due to their stronger absorbance at this wavelength.…”

Section: Photopolymerization Under Irradiation With Visible Led Lightmentioning

confidence: 99%

Polymerizable Oxime Esters: An Efficient Photoinitiator with Low Migration Ability for 3D Printing to Fabricate Luminescent Devices

Qiu

Zhu²,

Dietliker

et al. 2020

ChemPhotoChem

View full text Add to dashboard Cite

The development of novel visible light photoinitiators (PIs) with low mobility for 3D printing will open up new applications for photopolymerization. In this work, a polymerizable visible light PI DCCA containing an oxime acryloyl ester structure was designed and synthesized. Its linear absorption has a maximum in the visible region (400-480 nm), overlapping well with the emission spectra of conventional blue light sources, and it can effectively induce acrylate polymerization under irradiation with a 450 nm LED lamp. In addition, migration of DCCA in the 3D printed samples is very low compared with DCCB, which has a similar structure but a phenyl moiety instead of the copolymerizable acrylate as the oxime ester group. The utility of DCCA in 3D printing was demonstrated by printing a 3D object with challenging geometric features with high resolution and accuracy.

show abstract

Section: Photopolymerization Under Irradiation With Visible Led Lightmentioning

confidence: 99%

Polymerizable Oxime Esters: An Efficient Photoinitiator with Low Migration Ability for 3D Printing to Fabricate Luminescent Devices

Qiu

Zhu²,

Dietliker

et al. 2020

ChemPhotoChem

View full text Add to dashboard Cite

show abstract

“…Various compounds, such as amines (e.g., aliphatic amines,25–36 aromatic amines,25, 34, 37 amino‐monomers,38–42 amino‐polymers43), halogenated compounds,44–46 oxime esters,47, 48 iodonium cations,49–54 and other oxidizing or reducing agents,23, 24, 41, 55–61 have been reported in literature as effective coinitiators for Eosin/coinitiator systems. Eosin/amine systems were used most often, either alone or in combination with other coinitiators or UV photoinitiators 29, 42, 62, 63.…”

Section: Resultsmentioning

confidence: 99%

Effect of coinitiator type on initiation efficiency of two‐component photoinitiator systems based on Eosin

Popielarz¹,

Vogt²

2008

J. Polym. Sci. A Polym. Chem.

View full text Add to dashboard Cite

Effect of coinitiator structure on relative initiation efficiency of two-component Eosin/coinitiator systems has been evaluated quantitatively in polymerization of poly(ethylene glycol) diacrylate as an example monomer. The initiation efficiency has been measured by the Fluorescence Probe Technique (FPT), using Eosin both as a photoinitiator component and as a fluorescent probe. A LED/fiber optic-based measurement system has been developed and applied in this study. It has been found that from among 17 compounds tested, the following coinitiators form most efficient photoinitiating systems in combination with Eosin, when exposed to visible light: coinitiator, relative efficiency ¼ triethanolamine, 1.0; 2,6-diisopropyl-N,N-dimethylaniline, 0.70; 2-benzyl-2-(dimethylamino)-4 0 -morpholinobutyrophenone (Irgacure 369), 0.91; carbon tetrabromide, 2.1; [4-[(2-hydroxytetradecyl)oxy]phenyl]phenyliodonium hexafluoroantimonate (SarCat 1012), 28. These relative efficiencies refer to the following component concentrations: [Eosin] ¼ 8.6 3 10 À4 M, (0.05% by weight); [coinitiator] ¼ 4.3 3 10 À2 M. The factors affecting the initiation efficiency of the systems studied are discussed.

show abstract

“…A known example of this approach is the incorporation of the acyloximino ester chromophore, devised by Delzenne et al (4). They noted that irradiation of solutions of copolymers of MMA and 3-methacryloyloximino-2-butanone, in the 365 nm region (weak absorbance), led to a decrease in molecular weight.…”

Section: New Pmma Resistsmentioning

confidence: 99%

New photoresists for deep ultraviolet (<300 nm) exposure

Chandross¹,

Reichmanis²,

Wilkins³

et al. 1983

Can. J. Chem.

View full text Add to dashboard Cite

The increasing density of devices in large scale integrated circuits has created a need for lithographic techniques that have higher resolution (≈1 μm) than can be achieved with conventional (≈400 nm) optical technology. By operating in the deep uv (200–300 nm) region of the spectrum, one can reduce diffraction effects and increase resolution. Because of the high optical density of conventional photoresists in this wavelength range, new materials are needed. This paper presents an overview of new positive resists that we have developed. These include methacrylate polymers that undergo photochemical chain scission and two-component (photosensitive solution inhibitor – alkali soluble matrix resin) systems.

show abstract

Photopolymerization initiated by O-acyloximes

Cited by 73 publications

References 12 publications

Polymerizable Oxime Esters: An Efficient Photoinitiator with Low Migration Ability for 3D Printing to Fabricate Luminescent Devices

Polymerizable Oxime Esters: An Efficient Photoinitiator with Low Migration Ability for 3D Printing to Fabricate Luminescent Devices

Effect of coinitiator type on initiation efficiency of two‐component photoinitiator systems based on Eosin

New photoresists for deep ultraviolet (<300 nm) exposure

Contact Info

Product

Resources

About