Naphthoxy Bounded Ferrocenium Salts as Cationic Photoinitiators for Epoxy Photopolymerization

To improve the absorption and the bulk of arene ligands, two naphthoxy bounded ferrocenium salts as new cationic photoinitiators, (η6-α-naphthoxybenzene) (η5-cyclopentadienyl) iron hexafluorophosphate (NOFC-1) and (η6-β-naphthoxybenzene) (η5-cyclopentadienyl) iron hexafluorophosphate (NOFC-2), were...

Full description

Saved in:
Bibliographic Details
Main Authors: Zh. Q. Li, M. Li, G. L. Li, Y. Chen, X. N. Wang, T. Wang
Format: Article
Language:English
Published: Wiley 2009-01-01
Series:International Journal of Photoenergy
Online Access:http://dx.doi.org/10.1155/2009/981065
Tags: Add Tag
No Tags, Be the first to tag this record!
_version_ 1832548549590515712
author Zh. Q. Li
M. Li
G. L. Li
Y. Chen
X. N. Wang
T. Wang
author_facet Zh. Q. Li
M. Li
G. L. Li
Y. Chen
X. N. Wang
T. Wang
author_sort Zh. Q. Li
collection DOAJ
description To improve the absorption and the bulk of arene ligands, two naphthoxy bounded ferrocenium salts as new cationic photoinitiators, (η6-α-naphthoxybenzene) (η5-cyclopentadienyl) iron hexafluorophosphate (NOFC-1) and (η6-β-naphthoxybenzene) (η5-cyclopentadienyl) iron hexafluorophosphate (NOFC-2), were synthesized, characterized, and studied. NOFC-1 and NOFC-2 were prepared by the reaction of nucleophilic substitution (SNAr) with naphthol and chlorobenzene-cyclopentadienyliron salt. Their activity as cationic photoinitiators was studied using real-time infrared spectroscopy. The results obtained showed that NOFC-1 and NOFC-2 are capable of photoinitiating the cationic polymerization of epoxy monomer directly on irradiation with long-wavelength UV light (365 nm). Comparative studies also demonstrated that they exhibited better efficiency than cyclopentadienyl-Fe-cymene hexafluorophosphate (I-261). When NOFC-1 and NOFC-2 were used to efficiently initiate polymerization of epoxide, both rate of polymerization and final conversion increased using benzoyl peroxide (BPO) as sensitizer. DSC studies showed that NOFC-1 and NOFC-2 photoinitiators in epoxides possess good thermal stability in the absence of light.
format Article
id doaj-art-7814b2537e7742c8bbcc2a9d1badf298
institution Kabale University
issn 1110-662X
1687-529X
language English
publishDate 2009-01-01
publisher Wiley
record_format Article
series International Journal of Photoenergy
spelling doaj-art-7814b2537e7742c8bbcc2a9d1badf2982025-02-03T06:13:52ZengWileyInternational Journal of Photoenergy1110-662X1687-529X2009-01-01200910.1155/2009/981065981065Naphthoxy Bounded Ferrocenium Salts as Cationic Photoinitiators for Epoxy PhotopolymerizationZh. Q. Li0M. Li1G. L. Li2Y. Chen3X. N. Wang4T. Wang5State Key Lab of Chemical Resource Engineering, College of Science, Beijing University of Chemical Technology, Beijing 100029, ChinaState Key Lab of Chemical Resource Engineering, College of Science, Beijing University of Chemical Technology, Beijing 100029, ChinaState Key Lab of Chemical Resource Engineering, College of Science, Beijing University of Chemical Technology, Beijing 100029, ChinaState Key Lab of Chemical Resource Engineering, College of Science, Beijing University of Chemical Technology, Beijing 100029, ChinaCollege of Material Engineering, Beijing Institute of Fashion Technology, Beijing 100019, ChinaState Key Lab of Chemical Resource Engineering, College of Science, Beijing University of Chemical Technology, Beijing 100029, ChinaTo improve the absorption and the bulk of arene ligands, two naphthoxy bounded ferrocenium salts as new cationic photoinitiators, (η6-α-naphthoxybenzene) (η5-cyclopentadienyl) iron hexafluorophosphate (NOFC-1) and (η6-β-naphthoxybenzene) (η5-cyclopentadienyl) iron hexafluorophosphate (NOFC-2), were synthesized, characterized, and studied. NOFC-1 and NOFC-2 were prepared by the reaction of nucleophilic substitution (SNAr) with naphthol and chlorobenzene-cyclopentadienyliron salt. Their activity as cationic photoinitiators was studied using real-time infrared spectroscopy. The results obtained showed that NOFC-1 and NOFC-2 are capable of photoinitiating the cationic polymerization of epoxy monomer directly on irradiation with long-wavelength UV light (365 nm). Comparative studies also demonstrated that they exhibited better efficiency than cyclopentadienyl-Fe-cymene hexafluorophosphate (I-261). When NOFC-1 and NOFC-2 were used to efficiently initiate polymerization of epoxide, both rate of polymerization and final conversion increased using benzoyl peroxide (BPO) as sensitizer. DSC studies showed that NOFC-1 and NOFC-2 photoinitiators in epoxides possess good thermal stability in the absence of light.http://dx.doi.org/10.1155/2009/981065
spellingShingle Zh. Q. Li
M. Li
G. L. Li
Y. Chen
X. N. Wang
T. Wang
Naphthoxy Bounded Ferrocenium Salts as Cationic Photoinitiators for Epoxy Photopolymerization
International Journal of Photoenergy
title Naphthoxy Bounded Ferrocenium Salts as Cationic Photoinitiators for Epoxy Photopolymerization
title_full Naphthoxy Bounded Ferrocenium Salts as Cationic Photoinitiators for Epoxy Photopolymerization
title_fullStr Naphthoxy Bounded Ferrocenium Salts as Cationic Photoinitiators for Epoxy Photopolymerization
title_full_unstemmed Naphthoxy Bounded Ferrocenium Salts as Cationic Photoinitiators for Epoxy Photopolymerization
title_short Naphthoxy Bounded Ferrocenium Salts as Cationic Photoinitiators for Epoxy Photopolymerization
title_sort naphthoxy bounded ferrocenium salts as cationic photoinitiators for epoxy photopolymerization
url http://dx.doi.org/10.1155/2009/981065
work_keys_str_mv AT zhqli naphthoxyboundedferroceniumsaltsascationicphotoinitiatorsforepoxyphotopolymerization
AT mli naphthoxyboundedferroceniumsaltsascationicphotoinitiatorsforepoxyphotopolymerization
AT glli naphthoxyboundedferroceniumsaltsascationicphotoinitiatorsforepoxyphotopolymerization
AT ychen naphthoxyboundedferroceniumsaltsascationicphotoinitiatorsforepoxyphotopolymerization
AT xnwang naphthoxyboundedferroceniumsaltsascationicphotoinitiatorsforepoxyphotopolymerization
AT twang naphthoxyboundedferroceniumsaltsascationicphotoinitiatorsforepoxyphotopolymerization