<abstract xmlns="http://www.w3.org/1999/xhtml"><p>The acrylate monomer was synthesized by two step process. 2,4-dichloro-1-ene(4-hydroxyphenyl)phenone (DHP) was synthesized using 4-hydroxy benzaldehyde and 2,4-dichloro acetophenone. 4-[3-(2,4-dichloro-phenyl)3-oxoprop-1-en-1-yl]phenylacrylate (DCP) was prepared by reacting DHP with acryloyl chloride. The synthesized monomer was copolymerized with 2-hydroxyethyl acrylate and styrene using solution polymerization technique. Monomer and polymers were characterized by IR, NMR and UV techniques. The average molecular weight of the polymer was around 4000 g/mol. First and second decomposition temperature of the polymers was around 320 °C and 430 °C, respectively. The reactivity ratio of the polymers was calculated by Fineman-Ross, Kelen-Tudos and extended Kelen-Tudos methods. The synthesized monomer has been less reactive than the commercial monomer. The rate of photocrosslinking increased from 39 % to 99 % due to the using of copolymerization technique.</p></abstract>

The acrylate monomer was synthesized by two step process. 2,4-dichloro-1-ene(4-hydroxyphenyl)phenone (DHP) was synthesized using 4-hydroxy benzaldehyde and 2,4-dichloro acetophenone. 4-[3-(2,4-dichloro-phenyl)3-oxoprop-1-en-1-yl]phenylacrylate (DCP) was prepared by reacting DHP with acryloyl chloride. The synthesized monomer was copolymerized with 2-hydroxyethyl acrylate and styrene using solution polymerization technique. Monomer and polymers were characterized by IR, NMR and UV techniques. The average molecular weight of the polymer was around 4000 g/mol. First and second decomposition temperature of the polymers was around 320 °C and 430 °C, respectively. The reactivity ratio of the polymers was calculated by Fineman-Ross, Kelen-Tudos and extended Kelen-Tudos methods. The synthesized monomer has been less reactive than the commercial monomer. The rate of photocrosslinking increased from 39 % to 99 % due to the using of copolymerization technique.

Photocrosslinkable polymer based on 4-(3-(2,4-dichlorophenyl)-3-oxoprop-1-enyl) phenylacrylate: synthesis, reactivity ratio, and crosslinking studies

PG & Research Department of Chemistry, Government Arts College, Thiruvannamalai-606603. Tamilnadu,

Materials Science-Poland

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

The acrylate monomer was synthesized by two step process. 2,4-dichloro-1-ene(4-hydroxyphenyl)phenone (DHP) was synthesized using 4-hydroxy benzaldehyde and...

Feed composition M₁	Conversion [%]	Integral value		C = I_m/I_a	Copolymer composition m₁
Feed composition M₁	Conversion [%]	I_m	I_a	C = I_m/I_a	Copolymer composition m₁
0.15	7.6	3.34	9.63	0.3468	0.24
0.30	10.3	0.88	1.13	0.6616	0.36
0.50	14.2	1.73	1.64	1.0548	0.59
0.70	8.7	2.31	9.77	0.2364	0.82
0.85	11.8	1.64	7.29	0.2249	0.91

Feed composition M₁	Conversion [%]	Integral value		C = I_a/I_e	Copolymer composition m₁
Feed composition M₁	Conversion [%]	I_a	I_e	C = I_a/I_e	Copolymer composition m₁
0.15	11.5	9.98	2.25	4.44	0.27
0.30	15.6	5.35	0.94	5.69	0.47
0.50	13.2	6.14	1.02	6.82	0.57
0.70	17.2	1.31	0.12	10.91	0.75
0.85	9.3	4.13	0.21	19.66	0.86

Polymer	TGA		Molecular weight		UV data
Polymer	1^st [°C]	2^nd [°C]	M_n × 10³	M_w × 10³	M_w/M_n	Ar. C=C	Vinyl C=C
Poly(DCP)	315	430	1.9	2.9	1.8	265	315
Poly(DCP-co-HEA)	330	440	2.5	3.8	1.6	260	315
Poly(DCP-co-S)	320	430	1.9	3.1	1.7	260	315

Polymer	Method	r₁	r²	r₁.r₂
	FR	1.53±0.10	0.76±0.16	1.16
Poly(DCP-co-HEA)	KT	1.67±0.13	0.58±0.05	0.96
	ex-KT	1.65±0.13	0.6±0.08	0.99
	FR	1.1±0.06	0.66±0.16	0.73
Poly(DCP-co-S)	KT	1.25±0.16	0.45±0.13	0.56
	ex-KT	1.31±0.11	0.49±0.16	0.64

I.T	Poly(DCP)		Poly(DCP-co-HEA)		Poly(DCP-co-S)
I.T	A (310 nm)	C [%]	A (316 nm)	C [%]	A (312 nm)	C [%]
0	1.709	0	0.804	0	2.703	0
60	1.608	5.9	0.695	13.5	2.641	2.2
180	1.532	10.3	0.671	16.5	2.402	11.1
300	1.468	14.1	0.644	19.9	2.130	21.2
600	1.286	24.7	0.480	40.2	2.042	24.5
900	1.176	31.2	0.357	55.6	1.556	42.4
1200	1.043	38.9	0.188	76.6	1.054	61.0
1500	1.040	39.2	0.005	99.3	0.992	63.3

Photocrosslinkable polymer based on 4-(3-(2,4-dichlorophenyl)-3-oxoprop-1-enyl) phenylacrylate: synthesis, reactivity ratio, and crosslinking studies

Published Online: Dec 19, 2016

Page range: 834 - 844

Received: Apr 17, 2016

Accepted: Oct 14, 2016

DOI: https://doi.org/10.1515/msp-2016-0117

Keywords
chalcone, acrylate, reactivity ratio, photocrosslinking, copolymer

© Wroclaw University of Technology

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

Molar fraction data for poly(DCP-co-HEA).

Molar fraction data for poly(DCP-co-S.)

TGA, molecular weight and UV data of the polymers.

r1 and r2 values of the copolymers.

Rate of disappearance of the olefinic bond.

Photocrosslinkable polymer based on 4-(3-(2,4-dichlorophenyl)-3-oxoprop-1-enyl) phenylacrylate: synthesis, reactivity ratio, and crosslinking studies

Published Online: Dec 19, 2016

Page range: 834 - 844

Received: Apr 17, 2016

Accepted: Oct 14, 2016

DOI: https://doi.org/10.1515/msp-2016-0117

Keywordschalcone, acrylate, reactivity ratio, photocrosslinking, copolymer

© Wroclaw University of Technology

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

Molar fraction data for poly(DCP-co-HEA).

Molar fraction data for poly(DCP-co-S.)

TGA, molecular weight and UV data of the polymers.

r1 and r2 values of the copolymers.

Rate of disappearance of the olefinic bond.

Keywords
chalcone, acrylate, reactivity ratio, photocrosslinking, copolymer