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العنوان
Synthesis and polymerization of some activated monomers /
المؤلف
Khalil, Ahmed Abd_El Salam Mohammed.
هيئة الاعداد
باحث / ahmed abd_ el salam mohammed
مشرف / n.n messiha
مناقش / m.m.h.arief
مناقش / n.n messiha
الموضوع
Monomers. chemistry.
تاريخ النشر
1989.
عدد الصفحات
114p. :
اللغة
الإنجليزية
الدرجة
الدكتوراه
التخصص
الكيمياء
تاريخ الإجازة
1/1/1989
مكان الإجازة
جامعة بنها - كلية العلوم - كمياء
الفهرس
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Abstract

In the present work, acrylic and methacrylic esters of N-hydroxyphthalimide were synthesized and polymerized, The synthesis of N -acryloyloxy - and N -methacryloyloxyphthalimides were accomplished in fair yield by the reaction of acryloyl and methacryloyl chlo- rides with N-hydroxyphthalimide in the presence of triethylamine. Also, N-acryloyloxy- and N-methacryloylo- xyphthalimide monomers were prepared from the reaction of acrylic and methacrylic acids with N-hydroxyphthali- mide in the presence of N,N-dicyclohexylcarbodiimide, the prepared monomers were polymerized by solution poly- merization and the polymers were collected by filtration washed and dried. The ability of the prepared activated polymers to enter an exchange
reactions with amines (ethylamine, piperidine and p-anisidine) and alcohols (phenol and cyclohexanol) and the percent exchange react ions were almost quantitative as indicated by
elemental and spectrophotometric analyses. Similarly, methacrylic ester of N-hydroxytetrabro- ophthalimide was synthesized and polymerized. The synthesis of N-methacryloyloxytetrabromophthalimide was carried out by the reaction of
methacryloyl chloride with N-hydroxytetrabromophthalimide in presence of tri- ethylamine, and also, from the reaction of methacrylic acid with N-hydroytetrabromophthalimide in presence of N,N-dicyclohexylcarbodiimide as dehydrating agent. The exchange ability of the prepared poly-N-methacrylo- yloxytetrabromophthalimide with amines and amino acids was calculated from
bromine analysis and the percent exchange was found to be: 85.75, 88.24, 92.52, 72.11 and 75.11 % for aniline, p-toluidine, p-anisidine,
o-aminobenzoic acid and p-aminobenzoic acid, respecti- vely. The percent exchange reaction of poly-N-methac- ryloyloxytetrabromophthalimide with hydroxylated comp- ounds was also studied and calculated from bromine analysis and was found to be: 84.09, 84.19, 61.61 and 67.08 % for phenol, cyclohexanol, o-hydroxybenzoic acid
and p-hydroxybenzoic acid, respectively. Also, a direct comparison between the exchange reactions of poly-N-methacryloyloxyphthalimide and
poly-N-methacryloyloxytetrabromophthalimide with p-ani- sidine (as an example of amines) and cyclohexanol (as
an example of hydroxylated compounds) was carried out at various times (15-120 min.) at 60 °C, and the percent
exchange reaction in each case was calculated from1 H NMR spectroscopy and elemental analysis. The results indicate that the percent exchange reactions of p-anis- idine with both polymers was almost the same at various times of reaction, while in case
of cyclohexanol the percent exchange reactions with poly-N-methacryloyloxy- tetrabromophthalimide were much higher than those with poly-N-methacryloyloxyphthalimide.
of N,N-dicyclohexylcarbodiimide as dehydrating agent. The exchange ability of the prepared poly-N-methacrylo- yloxytetrabromophthalimide with amines and amino acids was calculated from
bromine analysis and the percent exchange was found to be: 85.75, 88.24, 92.52, 72.11 and 75.11 % for aniline, p-toluidine, p-anisidine, o-aminobenzoic acid and p-aminobenzoic acid, respecti- vely. The percent exchange reaction of
poly-N-methac- ryloyloxytetrabromophthalimide with hydroxylated comp- ounds was also studied and calculated from bromine analysis and was found to be: 84.09, 84.19, 61.61 and 67.08 % for phenol, cyclohexanol, o-hydroxybenzoic acid
and p-hydroxybenzoic acid, respectively.
Also, a direct comparison between the exchange reactions of poly-N-methacryloyloxyphthalimide and
oly-N-methacry loyloxytetrabromophthalimide with p-ani- sidine (as an example of amines) and
cyclohexanol (asan example of hydroxylated compounds) was carried out at various times (15-120 min.) at 60 °C, and the percent exchange reaction in each case was calculated from
1 H NMR spectroscopy and elemental analysis. The results
ndicate that the percent exchange reactions of p-anis- dine with both polymers was almost the same
at various times of reaction, while in case of cyclohexanol the ercent exchange reactions with poly-N-methacryloyloxy- tetrabromophthalimide were much higher than those with
oly-N-methacryloyloxyphthalimide.