Photopolymerization using Photolatent Amine Catalysts

Salmi, Hanène; Allonas, Xavier; Ley, Christian; Marechai, D.; Ak, Antosik

doi:10.2494/photopolymer.25.147

Cited by 17 publications

(24 citation statements)

References 19 publications

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“…Recently, Allonas and coworkers [245] described an original photobase generators with a hydrogen transfer between a tetramethylguanidinium ion and a decarboxylated phenylglyoxylate mediated by irradiation. It yields a tetramethylguanidine molecule with a strong basic character (pKa= 13.6, Fig.…”

Section: Photogenerated Aminesmentioning

confidence: 99%

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Control of reactions and network structures of epoxy thermosets

Vidil¹,

Tournilhac²,

Musso

et al. 2016

Progress in Polymer Science

301

252

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Recent advances in macromolecular chemistry have revolutionized the way we perceive the synthesis of polymers. Polymerization, to be modern, must be "controlled", which usually means capable of producing macromolecules of well-defined structure. The purpose of this review is to examine how the chemistry of epoxy resins, an almost century-old chemistry, is also involved in this movement. Epoxy resins are characterized by both the flexibility of implementation and the qualities of the polymers obtained. Key materials in health-, mobility-and energy related technologies, these resins are heavily present in high-performance composites, electronic boards, adhesives and coatings. Currently, a large number of resins and hardeners are available on the market or described in the literature and an interesting point is that almost any combination of the two is possible. Common to all these recipes and processes is that a liquid (or soluble) resin at some point becomes insoluble and solid. It is very important to know how to manage this transition, physically known as the gel point, as it is the point after which the shape of the object is irreversibly set. Taking into account the variety of epoxy polymerization processespolyaddition, anionic or cationic polymerization-we detail a number of methods to program the occurrence of the gel point and how this type of control affects the structure of the growing network.

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Section: Photogenerated Aminesmentioning

confidence: 99%

“…To this end, several authors have developed photobase generators [149], that liberate amines under suitable irradiation, and some of them have applied their systems to the photoinitiation of anionic polymerization of epoxies [242][243][244][245].…”

Section: Photogenerated Aminesmentioning

confidence: 99%

Control of reactions and network structures of epoxy thermosets

Vidil¹,

Tournilhac²,

Musso

et al. 2016

Progress in Polymer Science

301

252

View full text Add to dashboard Cite

show abstract

“…[42] Seit dieser Verçffentlichung wurden mehrere andere Klassen von PBGs entwickelt, darunter O-Acyloxime und Salze.D iese photolabilen Verbindungen wurden als Vernetzer verwendet und in jüngster Zeit als Basenkatalysatoren eingesetzt. [43] Besondere Eigenschaften wie ihre Stabilitätg egenüber Luft und die Unreaktivität gegenüber Metallen machen PBGs ideal fürA nwendungen mit metallischen Substraten wie Beschichtungen in der Automobil-und Elektronikindustrie.T rotz dieser vielversprechenden und vielseitigen Eigenschaften sind PBGs im Vergleich zu PAGs deutlich weniger erforscht. Darüber hinaus beschreiben die meisten Berichte in der Literatur Verbindungen mit Quantenausbeuten, die nur in der Lage sind, relativ schwach basische primäre und sekundäre Amine freizusetzen, die bei der Initiierung anionischer Polymerisationen unzureichend sind.…”

Section: Photobasenbildnerunclassified

Organische Photosäuren‐ und Photobasenbildner für Polymerisationen: Jüngste Fortschritte und Herausforderungen

et al. 2019

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Photopolymerisation, oder in anderen Worten die Nutzung von Licht als Auslöser einer Polymerisationsreaktion, ist eine der vielversprechendsten Technologien zur Herstellung anspruchsvoller Polymere. Eine der Schlüsselkomponenten der Photopolymerisation ist die photoaktive Spezies. Diese ist in der Lage, durch die Absorption von Licht die aktive Verbindung zu generieren, welche die Polymerisation der Monomere einleitet und einen großen Einfluss auf die Eigenschaften des finalen Produkts hat. In der Vergangenheit war das Forschungsfeld der Photopolymerisation von photoaktiven Radikalbildnern zur Einleitung radikalischer Reaktionen dominiert. Um das Spektrum der Polymere, die durch eine Photopolymerisation hergestellt werden können zu erweitern, wurde im letzten Jahrzehnt intensive Forschungsarbeit zur Synthese und Verwendung photoaktiver Moleküle geleistet, die in der Lage sind, unter Einfluss von Licht Säuren oder Basen zu bilden. Diese Verbindungen sind nicht nur dafür bekannt, die ringöffnende Polymerisation verschiedenster heterozyklischer Monomere, wie Laktone, Carbonate oder Epoxide einzuleiten, sondern auch die Stufenwachstumsreaktion von Polyurethanen zu initiieren. Dieser Kurzaufsatz hebt die jüngsten Fortschritte zur Entwicklung organischer, photoaktiver Säuren‐ und Basenbildner hervor, mit dem Ziel, eine breitere Anwendung der photoaktiven Verbindung im Bereich der Photopolymerisation zu fördern und die Verwendung der daraus resultierenden Polymere für anspruchsvolle Produktionsprozesse zu ermöglichen.

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“…However, the PAGs that remain in such materials after processing may degrade or corrode the devices because of their strong acidity, thus limiting their practical application. In this regard, photobase generators (PBGs) are more advantageous because they overcome these problems; however, there have been few reports on the development of PBGs compared with those on PAGs . Only a few PBGs can be practically employed with high photobase‐generating efficiency and thermostability.…”

Section: Introductionmentioning

confidence: 99%

“…In this regard, photobase generators (PBGs) are more advantageous because they overcome these problems; however, there have been few reports on the development of PBGs compared with those on PAGs. [21][22][23][24][25] Only a few PBGs can be practically employed with high photobase-generating efficiency and thermostability.…”

Section: Introductionmentioning

confidence: 99%

Photolysis Mechanism of Quaternary Amidinium Salts

Shiraishi¹,

Yamashita

2020

ChemistrySelect

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Photoinduced polymerization reactions are an energy‐saving and environmentally friendly technology used in applications such as curing and coating. Photo initiators are one of the key materials which generate active species by photoirradiation. Many types of radical and cationic photo initiators (photoacid generators) have been developed. However, anionic photo initiators (photobase generators), which are more advantageous in terms of corrosion and lack of deactivation, remain under development. Cyclic amidine compounds, such as DBU® (1,8‐Diazabicyclo[5.4.0]undec‐7‐ene) and DBN (1,5‐Diazabicyclo[4.3.0]non‐5‐ene), are strong organic bases, widely used as catalysts in organic, polymerization, and crosslinking reactions. Developing a photobase initiator that can generate such a strong base is important, because there are few photobase generators with strong basicity and high reactivity for practical applications. In this study, we investigated the elementary mechanism of photolysis of quaternary amidinium borate salts by transient absorption measurements. We confirm that photoinduced electron transfer is a key step in the photo decomposition of quaternary amidinium borate salts and that the position of the sensitizing chromophore in the molecules significantly affects the decomposition efficiency.

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Photopolymerization using Photolatent Amine Catalysts

Cited by 17 publications

References 19 publications

Control of reactions and network structures of epoxy thermosets

Control of reactions and network structures of epoxy thermosets

Organische Photosäuren‐ und Photobasenbildner für Polymerisationen: Jüngste Fortschritte und Herausforderungen

Photolysis Mechanism of Quaternary Amidinium Salts

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