Thermally curable benzoxazine monomer with a photodimerizable coumarin group

Baris Kiskan; Yusuf Yagci

doi:10.1002/pola.21934

Thermally curable benzoxazine monomer with a photodimerizable coumarin group

Baris Kiskan, Yusuf Yagci^*

^*Bu çalışma için yazışmadan sorumlu yazar

Kimya Bölümü

Istanbul Technical University

Araştırma sonucu: ???type-name??? › Makale › bilirkişi

142 Atıf (Scopus)

Özet

A new monomer, 4-methyl-9-p-tolyl-9,10-dihydrochromeno[8,7-e][1,3]oxazin- 2(8H)-one, possessing both benzoxazine and coumarin rings in its structure was synthesized by the reaction of 4-methyl-7-hydroxycoumarin, paraformaldehyde, and p-toluidine in methanol at 40°C and characterized with spectral analysis. Upon photolysis around 300 nm, this monomer underwent dimerization via the [2πs+2πs] cycloaddition reaction. Photodimerization reactions were investigated with UV and ¹H NMR spectroscopy measurements. The thermal ring-opening reaction of the benzoxazine ring was demonstrated with differential scanning calorimetry measurements. The thermal behavior of the cured product was also investigated with thermogravimetric analysis.

Orijinal dil	İngilizce
Sayfa (başlangıç-bitiş)	1670-1676
Sayfa sayısı	7
Dergi	Journal of Polymer Science, Part A: Polymer Chemistry
Hacim	45
Basın numarası	9
DOI'lar	https://doi.org/10.1002/pola.21934
Yayın durumu	Yayınlandı - 1 May 2007

Belgeye Erişim

10.1002/pola.21934

Diğer Dosyalar ve Linkler

Link to publication in Scopus

Alıntı Yap

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title = "Thermally curable benzoxazine monomer with a photodimerizable coumarin group",

abstract = "A new monomer, 4-methyl-9-p-tolyl-9,10-dihydrochromeno[8,7-e][1,3]oxazin- 2(8H)-one, possessing both benzoxazine and coumarin rings in its structure was synthesized by the reaction of 4-methyl-7-hydroxycoumarin, paraformaldehyde, and p-toluidine in methanol at 40°C and characterized with spectral analysis. Upon photolysis around 300 nm, this monomer underwent dimerization via the [2πs+2πs] cycloaddition reaction. Photodimerization reactions were investigated with UV and 1H NMR spectroscopy measurements. The thermal ring-opening reaction of the benzoxazine ring was demonstrated with differential scanning calorimetry measurements. The thermal behavior of the cured product was also investigated with thermogravimetric analysis.",

keywords = "Benzoxazine, Coumarin, Crosslinking, Photodimerization, Thermal ring-opening polymerization, Thermosets",

author = "Baris Kiskan and Yusuf Yagci",

year = "2007",

month = may,

day = "1",

doi = "10.1002/pola.21934",

language = "English",

volume = "45",

pages = "1670--1676",

journal = "Journal of Polymer Science, Part A: Polymer Chemistry",

issn = "0887-624X",

publisher = "John Wiley & Sons Inc.",

number = "9",

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TY - JOUR

T1 - Thermally curable benzoxazine monomer with a photodimerizable coumarin group

AU - Kiskan, Baris

AU - Yagci, Yusuf

PY - 2007/5/1

Y1 - 2007/5/1

N2 - A new monomer, 4-methyl-9-p-tolyl-9,10-dihydrochromeno[8,7-e][1,3]oxazin- 2(8H)-one, possessing both benzoxazine and coumarin rings in its structure was synthesized by the reaction of 4-methyl-7-hydroxycoumarin, paraformaldehyde, and p-toluidine in methanol at 40°C and characterized with spectral analysis. Upon photolysis around 300 nm, this monomer underwent dimerization via the [2πs+2πs] cycloaddition reaction. Photodimerization reactions were investigated with UV and 1H NMR spectroscopy measurements. The thermal ring-opening reaction of the benzoxazine ring was demonstrated with differential scanning calorimetry measurements. The thermal behavior of the cured product was also investigated with thermogravimetric analysis.

AB - A new monomer, 4-methyl-9-p-tolyl-9,10-dihydrochromeno[8,7-e][1,3]oxazin- 2(8H)-one, possessing both benzoxazine and coumarin rings in its structure was synthesized by the reaction of 4-methyl-7-hydroxycoumarin, paraformaldehyde, and p-toluidine in methanol at 40°C and characterized with spectral analysis. Upon photolysis around 300 nm, this monomer underwent dimerization via the [2πs+2πs] cycloaddition reaction. Photodimerization reactions were investigated with UV and 1H NMR spectroscopy measurements. The thermal ring-opening reaction of the benzoxazine ring was demonstrated with differential scanning calorimetry measurements. The thermal behavior of the cured product was also investigated with thermogravimetric analysis.

KW - Benzoxazine

KW - Coumarin

KW - Crosslinking

KW - Photodimerization

KW - Thermal ring-opening polymerization

KW - Thermosets

UR - http://www.scopus.com/inward/record.url?scp=34248147619&partnerID=8YFLogxK

U2 - 10.1002/pola.21934

DO - 10.1002/pola.21934

M3 - Article

AN - SCOPUS:34248147619

SN - 0887-624X

VL - 45

SP - 1670

EP - 1676

JO - Journal of Polymer Science, Part A: Polymer Chemistry

JF - Journal of Polymer Science, Part A: Polymer Chemistry

IS - 9

ER -

Thermally curable benzoxazine monomer with a photodimerizable coumarin group

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