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  • Polymer and Materials Science  (4)
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  • 1
    Electronic Resource
    Electronic Resource
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part A: Polymer Chemistry 27 (1989), S. 2051-2063 
    ISSN: 0887-624X
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The 2,6-dimethylphenyl ester of 10-undecenoic acid was copolymerized with 1-dodecene, 1-octene, 1-hexene, propylene, and ethylene using coordination initiation systems based on “aluminum-activated” titanium trichloride and dialkylaluminum chlorides. The copolymerizations with higher α-olefins proceeded smoothly and gave copolymers incorporating from 60 to 90% of the 10-undecenoate feed. Copolymerization with propylene gave incorporation of 5 mol % of 2,6-dimethylphenyl 10-undecenoate; with ethylene only 3 mol % of the ω-alkenoate was readily incorporated. All copolymers were characterized by elemental analysis, dilute solution viscosity, and by their IR 1H- and 13C-NMR spectra.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
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  • 2
    Electronic Resource
    Electronic Resource
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part A: Polymer Chemistry 26 (1988), S. 657-675 
    ISSN: 0887-624X
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A number of derivatives of ω-alkenoates were synthesized in preparation for the synthesis of functional polymers based on α-olefins. For the preparation of most of the methyl esters, the regular esterification of ω-alkenoic acids, specifically 10-undecenoic acid with methanol and sulfuric acid as the catalyst, was most effective. For the preparation of the tert-butyl- and 2-ethylhexyl esters of 10-undecenoic acid, the acid chloride route was found to be most convenient, whereas for the preparation of the corresponding esters of 5-hexenoic acid, our method of choice was the synthesis via the imidazolyl derivative of the acid. 2,2,2-Trifluoroethyl 10-undecenoate and the 2,2-dimethyloxazolidine derivative of 10-undecenoic acid were prepared from the acid and 2,2,2-trifluoroethanol or 2-amino-2-methyl-propanol with p-toluene sulfonic acid as the catalyst. Esters of phenol, 2,6-dimethylphenol, and 2,6-diphenylphenol were synthesized from 3-butenoic and 10-undecenoic acid with trifluoroacetic anhydride.
    Additional Material: 2 Ill.
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  • 3
    Electronic Resource
    Electronic Resource
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part A: Polymer Chemistry 26 (1988), S. 677-700 
    ISSN: 0887-624X
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Esters of ω-alkenoic acids have been homopolymerized with transition metal initiating systems. The key to the successful polymerization was the complexation of the monomer prior to its addition to the initiating system. Titanium trichloride, aluminum activated, was found to be best as the transition metal part of the initiator systems, with diethyl-, or better, diisobutylaluminum chloride as the reducing agents and n-hexane or toluene as the solvents. Best results for polymerizations were obtained with 2,6-dimethylphenyl esters of the functional α-olefin monomers; however, other phenyl esters also polymerized well. Attempts to polymerize methyl 10-undecenoate gave the corresponding polymer in only low yields. Polymers of the 2,6-dimethylphenyl esters, obtained in high molecular weight, were characterized. Polymers were also obtained from 2,6-dimethylphenyl 7-octenoate, but not from ω-alkenoates with less than three methylene units between the ester group and the terminal olefin group.Poly(2,6-dimethylphenyl 10-undecenoate) was hydrolyzed in an aqueous sodium hydroxide/1,4-dioxane solution to poly(sodium 10-undecenoate) that in turn was neutralized with acetic acid to poly(10-undecenoic acid).
    Additional Material: 3 Ill.
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  • 4
    Electronic Resource
    Electronic Resource
    New York : Wiley-Blackwell
    Journal of Polymer Science: Polymer Chemistry Edition 20 (1982), S. 2477-2499 
    ISSN: 0360-6376
    Keywords: Physics ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Biuret oligomers and polymers from primary aliphatic amines and aromatic or aliphatic diisocyanates have been synthesized. To demonstrate the feasibility of the synthesis of polybiurets, aliphatic primary amines with n-propyl, n-hexyl, n-octyl, and n-dodecyl groups have been incorporated. For the synthesis of biuret oligomers of biologically active primary aliphatic amines [8-(4-amino-1-methylbutylamino)-6-methoxyquinoline] (primaquine) and adamantanamine were selected. Primaquine was also incorporated into polyepichlorohydrin by nucleophilic substitution of the chlorine of the chloromethyl group by the primary aliphatic amino group of primaquine. The structure of the biuret polymers was established by elemental analysis, and by infrared 1H- and 13C-NMR spectroscopic characterization. Several attempts to use primaquine as a diamine for the formation of condensation polymers, including reaction of primaquine with sebacoyl chloride (to form polyamides), or with diisocyanates (to form polyureas) were unsuccessful.
    Additional Material: 9 Ill.
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