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  • 1
    Electronic Resource
    Electronic Resource
    Synthesis of rigid polymer containing pendant norbornadiene moieties and its photochemical valence isomerization (1994)
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part A: Polymer Chemistry 32 (1994), S. 3091-3098 
    Details
    ISSN: 0887-624X
    Keywords: polymer-bearing norbornadiene moiety ; polv(2,6-dirnethyl-p-plienylene oxide) ; photochemical valence isomerization ; phase transfer catalyst ; thermal reversion ; Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Polymers having pendant norbornadiene (NBD) moieties and rigid main chain were prepared from the reaction of partially brominated poly(2,6-dimethyl-p-phenylene oxide) with a potassium carboxylate derivative of the corresponding NBD using a phase transfer catalyst in chlorobenzene. The photochemical valence isomerization of pendant NBD to quadricyclane (QC) moieties proceeded smoothly in the film state as well as polymer solution upon the irradiation by sunlight, xenon lamp, or high-pressure mercury lamp. The rate of isomerization was affected by the structure of main chain in the polymer and the substituent groups of NBD derivatives. The catalytic reversion of the resulting QC moiety to the original NBD proceeded smoothly in the solution with (5,10,15,20-tetraphenyl-21H,23H-por-phine)cobalt(II) as the catalyst at room temperature; however, the reaction of NBD polymer containing poly(2,6-dimethyl-p-phenylene oxide) (PPO) showed lower reactivity than that of the corresponding low molecular weight QC compound. When the cycle between the photochemical valence isomerization of NBD moiety to quadricyclane (QC) moiety and thermal reversion of QC moiety to NBD moiety at 160°C was repeated, the NBD polymer synthesized from PPO degraded gradually, whereas NBD polymer prepared from poly(4-chloromethylstyrene) decomposed easily. Therefore, the rigid PPO structure showed high resistance for the degradation of NBD moiety. © 1994 John Wiley & Sons, Inc.
    Additional Material: 8 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/pola.1994.080321609
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    Paper (German National Licenses)
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  • 2
    Electronic Resource
    Electronic Resource
    Synthesis of polymers bearing pendant norbornadiene moieties by addition reaction of poly(glycidyl methacrylate-co-methyl methacrylate)s with 2,5-norbornadiene-2-carboxylic acids (1993)
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part A: Polymer Chemistry 31 (1993), S. 1659-1665 
    Details
    ISSN: 0887-624X
    Keywords: polymer-bearing NBD moiety ; 2.5-NBD-carboxylic acid ; poly(glycidyl methacrylate) ; addition reaction ; photochemical valence isomerization ; Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Polymers bearing photoresponsive norbornadiene (NBD) moieties were synthesized by the addition reaction of poly(glycidyl methacrylate-co-methyl methacrylate)s containing pendant epoxide groups with 3-phenyl-2,5-norbornadiene-2-carboxylic acid (PNBC), 3-[(phenyl)carbamoyl]-2,5-norbornadiene-2-carboxylic acid 3-[(4-acetylphenyl) carbamoyl]-2,5-norbornadiene-2-carboxylic acid (APCND), and 3-[(4-methoxyphenyl)carbamoyl]-2,5-norbornadiene-2-carboxylic acid using tetrabutylammonium bromide as a catalyst in DMF. The polymers bearing pendant PNBC or APCND moieties have higher photochemical reactivity in the film state than the polymers bearing pendant PCND or MPCND moieties. Although the pendant quadricyclane (QC) group produced by the photoirradiation of the PNBC moiety in these polymers has excellent storage stability in the film state, without catalyst at room temperature, the QC group in the polymer film with the catalyst reverts gradually to the NBD moiety at room temperature. © 1993 John Wiley & Sons, Inc.
    Additional Material: 8 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/pola.1993.080310703
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  • 3
    Electronic Resource
    Electronic Resource
    Substitution and elimination reactions of poly(epichlorohydrin) and poly(2-chloroethyl vinyl ether) using phase transfer catalysis (1985)
    New York : Wiley-Blackwell
    Journal of Polymer Science: Polymer Chemistry Edition 23 (1985), S. 1893-1906 
    Details
    ISSN: 0360-6376
    Keywords: Physics ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The reactions of poly(epichlorohydrin) (PECH) and poly(2-chloroethyl vinyl ether) (PCEVE) with various reagents were investigated using phase transfer catalyst (PTC) such as tetra-n-butylammonium bromide (TBAB), 18-crown-6 (CR6), and dicyclohexyl-18-crown-6 (DCHC) is a solid - liquid two-phase system. Although the reactions of these polymers hardly occurred without PTC in nonpolar solvents such as toluene and diglyme under mild conditions, the addition of PTC caused the reactions to proceed smoothly under the same conditions. In addition, the reactions of PECH and PCEVE with a strong base such as potassium hydroxide proceeded selectively through β-elimination reaction to produce the polymers with pendant vinyl groups. These results suggested this method is useful for the syntheses of functional polymers. On the other hand, it turned out that quaternary ammonium salts such as TBAB have higher catalytic activity than crown ethers such as CRG and DCHE in these reactions. Furthermore, the catalytic activity of quaternary ammonium salts was strongly influenced by their chain length and the structure of the polymers.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/pol.1985.170230705
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    Paper (German National Licenses)
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  • 4
    Electronic Resource
    Electronic Resource
    Study of photopolymer. XVII. Synthesis of novel photosensitive polymers with pendant photosensitive group and photosensitizer groups (1983)
    New York : Wiley-Blackwell
    Journal of Polymer Science: Polymer Chemistry Edition 21 (1983), S. 2025-2045 
    Details
    ISSN: 0360-6376
    Keywords: Physics ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Novel photosensitive polymers with pendant photosensitive group, such as cinnamic ester, and photosensitizer groups, such as N-carbamoyl-p-nitroaniline and N-carbamoly-4-nitro-1-naphthylamine, were synthesized from radical copolymerizations of (2-cinnamoyloxy)ethylmethacrylate with photosensitizer monomers, such as p-nitrophenylmethacrylamide and 4-nitro-1-na-phthylmethacrylamide, by using asobisisobutyronitrile (AIBN) in benzene and from the copolymerizations of (2-hydroxy)ethylmethacrylate or (2-hydroxy)ethylacrylate with photosensitizer monomers by using AIBN in DMF. This procedure was followed by condensation reactions of the copolymers with cinnamoyl chloride with pyridine as HCL acceptor in the same reaction flask. The photoreactivities of the polymers obtained were influenced by the concentration of photosensitive group and photosensitizer groups and their ratio in the polymer matrix. In addition, the photosensitivity of cinnamic ester groups attached to a soft polymer segment was higher than that of cinnamic ester group attached to a hard polymer segment when these polymers had the same pendant N-carbamoyl-p-nitroaniline group as photosensitizer. Furthermore, the spacer length between the polymer chain and photosensitizer group was important for increasing the photoreactivity of the photosensitive group in the polymers with pendant cinnamic ester and N-carbamoyl-p-nitroaniline groups.
    Additional Material: 10 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/pol.1983.170210714
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  • 5
    Electronic Resource
    Electronic Resource
    Syntheses of copolymers containing pendant cyclic iminoethers and crosslinking reactions of these copolymers with dithiols and dicarboxylic acids (1985)
    New York : Wiley-Blackwell
    Journal of Polymer Science: Polymer Chemistry Edition 23 (1985), S. 1805-1817 
    Details
    ISSN: 0360-6376
    Keywords: Physics ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Copolymers containing pendant cyclic iminoethers were prepared by radical copolymerizations of 2-vinyl-2-oxazoline (VOZO), 5-methyl-2-vinyl-2-oxazoline (MVOZO), 4,4-dimethyl-2-vinyl-2-oxazoline (DMVOZO), 4,4-dimethyl-2-vinyl-5,6-dihydro-4H-1,3-oxazine (DMVOZI), and 4,4,6-trimethyl-2-vinyl-5,6-dihydro-4H-1,3-oxazine (TMVOZI) with styrene, methyl methacrylate (MMA), and ethyl acrylate (EA) using AIBN as an initiator. In addition, the monomer reactivity ratios of VOZO, MVOZO, DMVOZO, and DMVOZI with styrene and MMA were determined. The crosslinking reactions of these copolymers with polyfunctional thiols such as 6-(N,N-dibutyl)amino-1,3,5-triazine-2,4-dithiol (DBDT), 4,4′-oxydi(benzenedithiol) (OBDT), and pentaerythritol tetrathioglycolate (PETT), and dicarboxylic acids such as succinic acid, adipic acid, and sebacic acid were carried out at several reaction temperatures. From these results, it was found that the order of reactivity of pendant cyclic iminoethers to the thiols was VOZO 〉 DMVOZO ≥ DMVOZI 〉 MVOZO 〉 TMVOZI, and that of the cyclic iminoethers to the carboxylic acids was VOZO 〉 MVOZO ≥ DMVOZI 〉 TMVOZI ≥ DMVOZO. Furthermore, the order of reactivity of the thiols to the cyclic iminoethers was DBDT 〉 OBDT 〉 PETT, and that of the dicarboxylic acids to the cyclic iminoethers was succinic acid 〉 adipic acid 〉 sebacic acid.
    Additional Material: 9 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/pol.1985.170230620
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    Paper (German National Licenses)
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