Method of photocuring acrylate compositions

摘要

Acrylate-containing compositions are photocured by mixing at least one N-oxyazinium salt photoinitiator, a photosensitizer for the N-oxyazinium salt, an N-oxyazinium salt efficiency amplifier, an aromatic heterocyclic, nitrogen-containing base, and one or more photocurable acrylates to form a photocurable composition. This photocurable composition is then irradiated to effect polymerization of the one or more acrylates. This method can be carried out in oxygen-containing environments.

主权项

1. A method of photocuring an acrylate-containing composition comprising:
mixing at least one N-oxyazinium salt photoinitiator, a photosensitizer for the N-oxyazinium salt, an N-oxyazinium salt efficiency amplifier, an aromatic heterocyclic, nitrogen-containing base, one or more photocurable acrylates, and optionally, one or more inert organic solvents, to form a photocurable composition,
wherein:the aromatic heterocyclic, nitrogen-containing base has a pKa of at least 10 and up to and including 22 in acetonitrile,the aromatic heterocyclic, nitrogen-containing base is present in the photocurable composition in an amount equal to or greater than the amount of the N-oxyazinium salt photoinitiator,the photosensitizer is present in the photocurable composition in an amount of at least 10−7 and up to and including 5×10−5 moles per gram of one or more photocurable acrylates,the N-oxyazinium salt photoinitiator is present in the photocurable composition in an amount of at least 6×10−4 and up to and including 60×10−2 moles per gram of one or more photocurable acrylates, andthe efficiency amplifier is present in the photocurable composition in an amount of at least 5×10−7 and up to and including 1×10−2 moles per gram of N-oxyazinium salt photoinitiator, and irradiating the photocurable composition to effect polymerization of the one or more photocurable acrylates,
wherein the N-oxyazinium salt efficiency amplifier is an organic phosphite having the formula:
(R′O)3Pwherein the multiple R′ groups are the same or different alkyl groups having 1 to 20 carbon atoms, or the organic phosphite is chosen from trimethyl phosphite, triethyl phosphite, tripropyl phosphite, tributyl phosphite, triisobutyl phosphite, triamyl phosphite, trihexyl phosphite, trinonyl phosphite, tri-(ethylene glycol) phosphite, tri-(propylene glycol) phosphite, tri(isopropylene glycol) phosphite, tri-(butylene glycol) phosphite, tri-(isobutylene glycol) phosphite, tri-(pentylene glycol) phosphite, tri-(hexylene glycol) phosphite, tri-(nonylene glycol) phosphite, tri-(diethylene glycol) phosphite, tri-(triethylene glycol) phosphite, tri-(polyethylene glycol) phosphite, tri-(polypropylene glycol) phosphite, and tri-(polybutylene glycol) phosphite.