Photoacid generation by stepwise two-photon absorption: Photoinitiated cationic polymerization of cyclohexene oxide by using benzodioxinone in the presence of iodonium salt

Mehmet Atilla Tasdelen; Volkan Kumbaraci; Steffen Jockusch; Nicholas J. Turro; Naciye Talinli; Yusuf Yagci

doi:10.1021/ma7023649

Photoacid generation by stepwise two-photon absorption: Photoinitiated cationic polymerization of cyclohexene oxide by using benzodioxinone in the presence of iodonium salt

Mehmet Atilla Tasdelen, Volkan Kumbaraci, Steffen Jockusch, Nicholas J. Turro, Naciye Talinli, Yusuf Yagci^*

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

81 Citations (Scopus)

Abstract

It was tested that whether benzodioxinone and naphthadioxinone can act as caged sensitizers for diphenyliodonium salt to generate acids for initiation of cationic polymerization. Cyclohexene oxide (CHO) was selected as the cationically polymerizable monomer as it structurally represents epoxides that are used in acid-sensitive, positive-tone, chemically amplified resist, designed for 3D microfabrication and readily undergoes polymerization with cationic species and is inert to free radicals. Cyclic ethers can be polymerized by the photolysis of benzodioxinones in the presence of various oxidants such as iodonium salts and the process is based on two-photon absorption in which benzaphenone is released by the photolysis of benzodioxinone. Subsequent absorption of the formed benzophenone produces protonic acids that are capable of initiating cationic polymerization by successive hydrogen abstraction and redox processes.

Original language	English
Pages (from-to)	295-297
Number of pages	3
Journal	Macromolecules
Volume	41
Issue number	2
DOIs	https://doi.org/10.1021/ma7023649
Publication status	Published - 22 Jan 2008

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title = "Photoacid generation by stepwise two-photon absorption: Photoinitiated cationic polymerization of cyclohexene oxide by using benzodioxinone in the presence of iodonium salt",

abstract = "It was tested that whether benzodioxinone and naphthadioxinone can act as caged sensitizers for diphenyliodonium salt to generate acids for initiation of cationic polymerization. Cyclohexene oxide (CHO) was selected as the cationically polymerizable monomer as it structurally represents epoxides that are used in acid-sensitive, positive-tone, chemically amplified resist, designed for 3D microfabrication and readily undergoes polymerization with cationic species and is inert to free radicals. Cyclic ethers can be polymerized by the photolysis of benzodioxinones in the presence of various oxidants such as iodonium salts and the process is based on two-photon absorption in which benzaphenone is released by the photolysis of benzodioxinone. Subsequent absorption of the formed benzophenone produces protonic acids that are capable of initiating cationic polymerization by successive hydrogen abstraction and redox processes.",

author = "Tasdelen, {Mehmet Atilla} and Volkan Kumbaraci and Steffen Jockusch and Turro, {Nicholas J.} and Naciye Talinli and Yusuf Yagci",

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doi = "10.1021/ma7023649",

language = "English",

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Photoacid generation by stepwise two-photon absorption: Photoinitiated cationic polymerization of cyclohexene oxide by using benzodioxinone in the presence of iodonium salt. / Tasdelen, Mehmet Atilla; Kumbaraci, Volkan; Jockusch, Steffen et al.
In: Macromolecules, Vol. 41, No. 2, 22.01.2008, p. 295-297.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - Photoacid generation by stepwise two-photon absorption

T2 - Photoinitiated cationic polymerization of cyclohexene oxide by using benzodioxinone in the presence of iodonium salt

AU - Tasdelen, Mehmet Atilla

AU - Kumbaraci, Volkan

AU - Jockusch, Steffen

AU - Turro, Nicholas J.

AU - Talinli, Naciye

AU - Yagci, Yusuf

PY - 2008/1/22

Y1 - 2008/1/22

N2 - It was tested that whether benzodioxinone and naphthadioxinone can act as caged sensitizers for diphenyliodonium salt to generate acids for initiation of cationic polymerization. Cyclohexene oxide (CHO) was selected as the cationically polymerizable monomer as it structurally represents epoxides that are used in acid-sensitive, positive-tone, chemically amplified resist, designed for 3D microfabrication and readily undergoes polymerization with cationic species and is inert to free radicals. Cyclic ethers can be polymerized by the photolysis of benzodioxinones in the presence of various oxidants such as iodonium salts and the process is based on two-photon absorption in which benzaphenone is released by the photolysis of benzodioxinone. Subsequent absorption of the formed benzophenone produces protonic acids that are capable of initiating cationic polymerization by successive hydrogen abstraction and redox processes.

AB - It was tested that whether benzodioxinone and naphthadioxinone can act as caged sensitizers for diphenyliodonium salt to generate acids for initiation of cationic polymerization. Cyclohexene oxide (CHO) was selected as the cationically polymerizable monomer as it structurally represents epoxides that are used in acid-sensitive, positive-tone, chemically amplified resist, designed for 3D microfabrication and readily undergoes polymerization with cationic species and is inert to free radicals. Cyclic ethers can be polymerized by the photolysis of benzodioxinones in the presence of various oxidants such as iodonium salts and the process is based on two-photon absorption in which benzaphenone is released by the photolysis of benzodioxinone. Subsequent absorption of the formed benzophenone produces protonic acids that are capable of initiating cationic polymerization by successive hydrogen abstraction and redox processes.

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Photoacid generation by stepwise two-photon absorption: Photoinitiated cationic polymerization of cyclohexene oxide by using benzodioxinone in the presence of iodonium salt

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