Study of photopolymers, 25. Photochemical reaction of dilute solutions of polymers containing pendant cinnamic ester moieties and photosensitizing groups

Nishikubo, Tadatomi; Uchida, Jiro; Takahashi, Eiji; Iizawa, Takashi

doi:10.1002/macp.1985.021860804

Cited by 8 publications

(4 citation statements)

References 13 publications

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“…[10] The novel chalcone, 1-(2,4-dichlorophenyl)-3-(4-((4-(4-(3-(4hydroxyphenyl)acryloyl)phenoxy)-6-((4nitrophenyl)amino)-1,3,5-triazin-2-yl)oxy) phenyl)prop-2-en-1-one (TCC) was prepared by using (TAP) and 4-hydroxybenzaldehyde by simple condensation method [11] the m.p. is 110-112 C. 1…”

Section: -(24-dichlorophenyl)-3-(4-((4-(4-(3-(4-mentioning

confidence: 99%

“…Yield ¼ 6.2g (79%). 1 General Procedure for the Preparation of Copolymer Copolymerization was done using solution polymerization technique. Equimolar ratio of Monomer 1 (TCP) and monomer 2 (VA or AM or S) were taken into a polymerization tube containing MEK as a solvent and BPO (2 wt.%) as a free radical initiator.…”

Section: -mentioning

confidence: 99%

“…Most of the photocrosslinkable polymers were prepared by the reaction of functional reactive photosensitive moiety with a polymer backbone. [1] In polymer chemistry, when a synthetic polymer is said to be "cross-linked", it usually means that the entire bulk of the polymer has been exposed to the cross-linking method. The resulting modification, of mechanical properties depends strongly on the cross-link density.…”

Section: Introductionmentioning

confidence: 99%

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UV Cross‐Linkable Polymer Based on Triazine: Synthesis, Characterization and Crosslinking Studies

Suresh

Vakees

Uma

et al. 2016

Macromolecular Symposia

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Summary 3‐(4‐((4‐(4‐Acetylphenoxy)‐6‐((4‐nitrophenyl)amino)‐1,3,5‐triazin‐2‐yl)oxy)phenyl)‐1‐(2,4‐dichlorophenyl)prop‐2‐en‐1‐one (TAP) is synthesized using cynuric chloride, 2,4‐Dichloro‐1‐ene(4‐hydroxyphenyl)phenone,4‐nitroaniline and 4‐aminoacetophenone. 1‐(2,4‐dichlorophenyl)‐3‐(4‐((4‐(4‐(3‐(4‐hydroxyphenyl)acryloyl)phenoxy)‐6‐((4nitrophenyl)amino)‐1,3,5‐triazin‐2‐yl)oxy)phenyl)prop‐2‐en‐1‐one (TCC) is synthesized using TAP and 4‐hydroxybenzaldehyde. 4‐(3‐(4‐((4‐(4‐(3‐(2,4‐dichlorophenyl)‐3‐oxoprop‐1‐en‐1‐yl)phenoxy)‐6‐((4‐nitrophenyl)amino)‐1,3,5‐triazin‐2‐yl)oxy)phenyl)‐3‐oxoprop‐1‐en‐1‐yl)phenyl acrylate (TCP) is synthesized using TCC and acryloyl chloride. Copolymers of the TCP are prepared using vinyl acetate, styrene, and acrylamide are carried out by solution polymerization technique by using benzoyl peroxide (BPO) under a nitrogen atmosphere. Monomer and polymers are characterized by using IR and NMR techniques. The photocrosslinking property of the polymers was done by using the UV absorption spectroscopic technique. The rate of photocrosslinking was enhanced compared to that of the homopolymers, when the TCP was copolymerized with the VA, AM and S. Thermal stability and molecular weights (Mw and Mn) are determined for the polymer samples and molecular weights of the polymers are found to be around 10000 g/mol.

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Section: -(24-dichlorophenyl)-3-(4-((4-(4-(3-(4-mentioning

confidence: 99%

Section: -mentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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UV Cross‐Linkable Polymer Based on Triazine: Synthesis, Characterization and Crosslinking Studies

Suresh

Vakees

Uma

et al. 2016

Macromolecular Symposia

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“…Side‐chain polymers are usually prepared in the form of copolymers with NLO active materials attached to the polymer backbone via flexible spacers such as methylene units. Most of the photocrosslinkable polymers were prepared by the reaction of functionally reactive photosensitive moiety with a polymer backbone 2, 3. The systems, which are used for altering the property of the polymer containing NLO chromophore, were methyl methacrylate (MA),4 poly(styrene‐ co ‐acrylic acid ester),5 styrene‐maleic anhydride,6 etc.…”

Section: Introductionmentioning

confidence: 99%

Influence of the comonomers (styrene and methyl acrylate) on the rate of photocrosslinking of 4‐{[‐3‐(4‐hydroxybenzylidene)‐2‐oxocyclohexylidene]methyl}‐ phenyl acrylate

Arun

Reddy

2004

J of Applied Polymer Sci

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[2,6-Bis(4-hydroxybenzylidene)cyclohexanone] (HBC) was prepared by reacting cyclohexanone and phydroxybenzaldehyde in the presence of acid catalyst. Acrylated derivative of HBC, 4-{[-3-(4-hydroxybenzylidene)-2-oxocyclohexylidene]methyl}phenyl acrylate (HBA), was prepared by reacting HBC with acryloyl chloride in the presence of triethylamine. Copolymers of HBA with styrene (S) and methyl acrylate (MA) of different feed compositions were carried out by solution polymerization technique by using benzoyl peroxide (BPO) under nitrogen atmosphere. All monomers and polymers were characterized by using IR and NMR techniques. Reactivity ratios of the monomers present in the polymer chain were evolved by using Finnman-Ross (FR), Kelen-Tudos (KT), and extended Kelen-Tudos (ex-KT) methods. Average values of reactivity were achieved by the following three methods: r 1 (S) ϭ 2.36 Ϯ 0.45 and r 2 (HBA) ϭ 0.8 Ϯ 0.31 for poly(S-co-HBA); r 1 ϭ 1.62 Ϯ 0.06 (MA); and r 2 ϭ 0.12 Ϯ 0.07 (HBA) for poly(MA-co-HBA). The photocrosslinking property of the polymers was done by using UV absorption spectroscopic technique. The rate of photocrosslinking was enhanced compared to that of the homopolymers, when the HBA was copolymerized with S and MA. Thermal stability and molecular weights (M w and M n ) were determined for the polymer samples.

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Study of photopolymers. XXX. Syntheses of new di(meth) acrylate oligomers by addition reactions of epoxy compounds with active esters

Nishikubo

Takehara

Saita

et al. 1987

J. Polym. Sci. A Polym. Chem.

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SynopsisSome dimethacrylate oligomers were synthesized by new addition reactions of 2,2-(4-hydroxy-pheny1)propane diglycidyl ether (BPGE) or glycidyl methacrylate (GMA) with phenyl methacrylates such as phenyl methacrylate (PMA), 4-nitrophenyl methacrylate (NPMA), 2,4-dichlorophenyl methacrylate (DCPMA), 4-methoxyphenyl methacrylate (MPMA), and (4-cinnamoy-1oxy)phenyl methacrylate (CIPMA) using tetrabutylammonium bromide as a catalyst a t 120°C. The other new dimethacrylate or diacrylate oligomers were also prepared by the addition reactions of GMA or glycidyl acrylate with active esters such as di(S-pheny1)thioisophthalate (PTIP), di(4-nitropheny1)isophthalate (NPIP), di(4-nitropheny1)adipate (NPAD), and di(4-nitropheny1)sebacate (NPSB) under similar reaction conditions. Furthermore, the rates of photochemical reaction of the obtained dimethacrylate oligomers were measured with 3 mol % of various photosensitizers such as benzoin Iso-propyl ether (BIPE), 2-ethylanthraquinone (EAQ), and benzophenone (BP). The rate of photochemical reaction of BPGE-DCPMA oligomer was higher than those of BPGE-PMA, BPGE-NPMA, and BPGE-MPMA oligomers using BIPE as a photosensitizer. However, the photochemical reactivity of the unsensitized BPGE-CIPMA was almost the same as that of the sensitized BPGE-DCPMA. On the other hand, when EAQ was used as a photosensitizer, GMA-PTIP oligomer showed much higher reactivity than GMA-NPAD, GMA-NPSB, and GMA-NPIP oligomers. Also it was shown that the activity of EAQ as a sensitizer was higher than BIPE and BP in the photochemical reaction of BPGE-DCPMA oligomer.

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Study of photopolymers, 25. Photochemical reaction of dilute solutions of polymers containing pendant cinnamic ester moieties and photosensitizing groups

Cited by 8 publications

References 13 publications

UV Cross‐Linkable Polymer Based on Triazine: Synthesis, Characterization and Crosslinking Studies

UV Cross‐Linkable Polymer Based on Triazine: Synthesis, Characterization and Crosslinking Studies

Influence of the comonomers (styrene and methyl acrylate) on the rate of photocrosslinking of 4‐{[‐3‐(4‐hydroxybenzylidene)‐2‐oxocyclohexylidene]methyl}‐ phenyl acrylate

Study of photopolymers. XXX. Syntheses of new di(meth) acrylate oligomers by addition reactions of epoxy compounds with active esters

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