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  • 1
    Electronic Resource
    Electronic Resource
    Synthesis and characterization of poly(N-acyl or N-aroyl ethylenimines) containing various pendant functional groups. III. Copolymers with pendant epoxy and imidazole groups (1996)
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part A: Polymer Chemistry 34 (1996), S. 2701-2709 
    Details
    ISSN: 0887-624X
    Keywords: oxazolines ; copolymers ; poly(N-acylethylenimines) ; olefin ; pendant ; epoxy ; imidazole ; surface properties ; anticorrosion ; coatings ; epoxidation ; DSC ; WAXD ; crystalline ; Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Poly(N-acylethylenimines) with epoxy or imidazole groups randomly attached to the end of the side chains were synthesized from decenyl/heptyl oxazoline random copolymers. They are named as DH(m/n)-epoxy and DH(m/n)-imidazole, respectively, and the starting polymers are named as DH(m/n), where m and n represent the calculated numbers of monomers with and without epoxy or imidazole groups. The DH(m/n)-epoxy polymers with 20-60 mol % of epoxy crystallize two dimensionally with crystalline polymethylene plane separated by amorphous epoxy groups. The DH(m/n)-imidazole polymers are difficult to crystallize due to the strong interaction between the bulky imidazole group and amide group. Though the imidazole containing polymers are difficult to crystallize, they are good anticorrosion coatings as demonstrated by a preliminary anticorrosion test of the DH(20/80)-imidazole polymer on electrogalvanized steel, zinc/nickel electroplated steel, and hot dipped galvanized steel. © 1996 John Wiley & Sons, Inc.
    Additional Material: 10 Ill.
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  • 2
    Electronic Resource
    Electronic Resource
    Synthesis and characterization of poly(N-acyl or N-aroyl ethylenimines) containing various pendant functional groups. I. Copolymers with pendant olefin groups (1996)
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part A: Polymer Chemistry 34 (1996), S. 2679-2688 
    Details
    ISSN: 0887-624X
    Keywords: oxazolines ; copolymers ; poly(N-acylethylenimines) ; olefin ; allyl ; pendant ; DSC ; WAXD ; crystalline ; Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Decenyl (D) and heptyl (H) oxazolines were copolymerized in o-dichlorobenzene solvent using methyl 4-nitrobenzenesulfonate as an initiator. A series of decenyl/heptyl oxazolines random copolymers (or DH copolymers) with a total degree of polymerization of 100 and narrow molecular weight distribution were obtained. These copolymers are considered as the poly(N-acylethylenimine)s with allyl pendant groups randomly attached to the far end of their polymethylene, (SINGLE BOND)(CH2)7(SINGLE BOND), side chains. The polymers were characterized by NMR, FT-IR. Both DSC and x-ray diffractometer demonstrated that the polymers are highly crystalline. © 1996 John Wiley & Sons, Inc.
    Additional Material: 10 Ill.
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  • 3
    Electronic Resource
    Electronic Resource
    Synthesis and characterization of poly(N-acyl or N-aroyl ethylenimines) containing various pendant functional groups. V. Random copolymers of 4-allyloxy and 4-methoxy phenyl oxazolines and their adducts with mercaptoacetic acid (1996)
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part A: Polymer Chemistry 34 (1996), S. 2719-2727 
    Details
    ISSN: 0887-624X
    Keywords: oxazolines ; poly(N-acylethylenimines) ; poly(N-aroylethylenimines) ; copolymers ; allyloxy ; methoxyphenyl ; carboxyl ; mercaptoacetic acid ; pendant ; DSC ; WAXD ; crystalline ; surface properties ; adhesion ; anticorrosion ; coatings ; Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 4-Methoxyphenyl oxazoline (MPO) was synthesized from 4-methoxybenzonitrile and ethanolamine by using cadmium acetate as a catalyst. 4-Allyloxy phenyl oxazoline (APO) was synthesized from 4-allyloxybenzonitrile, which was made from 4-cyanophenol. A series of random copolymers of APO and MPO over the whole composition range, with an approximate degree of polymerization of 100, were synthesized. They are named as PAM(m/n), where m and n are the total number of APO and MPO monomer units. All the polymers are crystalline and show birefringence. Their melting points decrease with the increase of mole fraction of MPO, from 240°C for PAM(100/0) to 199°C for PAM(20/80), and then increase to 226°C for PAM(0/100). We reacted mercaptoacetic acid with the PAM(m/n) copolymers to generate polar groups that could strongly bond with metal surfaces. They are named as PAM(m/n)-SCH2COOH, which correspond to their starting PAM(m/n) copolymers. They were characterized by NMR, DSC, hot stage melting, water contact angle, peel strength measurements, and some preliminary anticorrosion tests on cold-rolled steel, electrogalvanized steel, and Zi/Ni electroplated steel. © 1996 John Wiley & Sons, Inc.
    Additional Material: 7 Ill.
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  • 4
    Electronic Resource
    Electronic Resource
    Synthesis and characterization of poly(N-acyl or N-aroyl ethylenimines) containing various pendant functional groups. IV. Poly (N-aroylethylenimines) with allyloxy and 3-hydroxy propyloxy groups (1996)
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part A: Polymer Chemistry 34 (1996), S. 2711-2717 
    Details
    ISSN: 0887-624X
    Keywords: oxazolines ; poly(N-acylethylenimines) ; poly(N-aroylethylenimines) ; pendant ; copolymers ; allyloxy ; hydroxyl ; 9-BBN ; surface properties ; DSC ; WAXD ; crystalline ; Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 4-Allyloxy phenyl oxazoline was polymerized using methyl 4-nitrobenzene sulfonate as an initiator (M/I = 100/1) in o-dichlorobenzene. The olefin group in the resulting polymer, PAPO, was quantitatively transformed to a (SINGLE BOND)CH2 (SINGLE BOND)CH2 (SINGLE BOND)OH group by (1) hydroborating the olefin group using 9-BBN as a hydroborating agent in CHCl3/THF, and (2) oxidizing the hydroborated polymer. The polymer backbone is very stable in the hydroboration and oxidation environment. Both PAPO and the hydroxylated polymer, PAPO-OH, are crystalline and show birefringence. The PAPO-OH polymer crystallizes slowly due to its bulky side chain and strong interference of hydroxyl group with the packing of polymer molecules. However, once the polymer crystallizes, the side chains are extended and the (SINGLE BOND)OH groups do not hydrogen bond with the carbonyl groups in the polymer backbone. © 1996 John Wiley & Sons, Inc.
    Additional Material: 7 Ill.
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  • 5
    Electronic Resource
    Electronic Resource
    Synthesis and characterization of poly(N-acyl or N-aroyl ethylenimines) containing various pendant functional groups. II. Copolymers with pendant hydroxyl groups (1996)
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part A: Polymer Chemistry 34 (1996), S. 2689-2699 
    Details
    ISSN: 0887-624X
    Keywords: oxazolines ; copolymers ; poly(N-acylethylenimines) ; pendant ; hydroxyl ; hydrogen bonding ; crystalline ; olefin ; surface properties ; 9-BBN ; FT-IR ; DSC ; WAXD ; crystalline ; Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Poly(N-acylethylenimines) with hydroxyl groups randomly attached to the end of the side chains were synthesized from decenyl/heptyl oxazoline random copolymers. The terminal olefin groups in the polymer side chains react quantitatively with 9-borabicyclo[3.3.1]nonane (9-BBN) in THF solvent. The hydroborated polymers can be oxidized and transformed to the polymers with (SINGLE BOND)OH in their side chains. The polymer backbone is very stable in the hydroboration and oxidation reaction environment. The polymers were named as DH-OH or DM(m/n)-OH, where m and n represent the calculated numbers of monomers with and without the (SINGLE BOND)OH group, respectively. The DH(m/n)-OH copolymers were studied by DSC, wide-angle x-ray diffraction, contact angle measurement, and FT-IR. They are crystalline and show birefringence. In polymers with high concentration of hydroxyl groups, the (SINGLE BOND)OH groups promote polymer crystallization due to their strong interactions. They have very high ΔH of fusion, sharp crystallization peaks, and small supercoolings. Wide-angle x-ray diffraction study of these polymers demonstrated that their alkyl side chains are not fully extended in crystalline domain as those in the DH copolymers. Data from advancing water/ethanol mixture contact angle measurement indicates that most of the (SINGLE BOND)OH groups in the copolymers are buried and the polymer surface is mainly composed of methyl or methylene group. FT-IR study in the carbonyl stretching region proves that the (SINGLE BOND)OH groups can bend back and form hydrogen bonding with the carbonyl groups in the polymer backbone. Though the DH-OH polymers show basically a hydrocarbon surface in a normal environment, both receding water contact angle and peel strength measurements demonstrate that the polymer surfaces can reorganize when they are in contact with a polar liquid. The buried (SINGLE BOND)OH groups can be “pulled” out by polar agents such as water or tape adhesive. © 1996 John Wiley & Sons, Inc.
    Additional Material: 12 Ill.
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