Synthesis of Functionalized Liquid Rubbers from Polyisoprene
Научная публикация
Общее |
Язык:
Английский,
Жанр:
Статья (Full article),
Статус опубликования:
Опубликована,
Оригинальность:
Оригинальная
|
Журнал |
Journal of Applied Polymer Science
ISSN: 0021-8995
, E-ISSN: 1097-4628
|
Вых. Данные |
Год: 2009,
Том: 114,
Номер: 2,
Страницы: 1241-1249
Страниц
: 9
DOI:
10.1002/app.29637
|
Ключевые слова |
Functionalization of polymers, Natural rubber, Nitrous oxide, Oligomers, Polyisoprene |
Авторы |
Dubkov Konstantin A.
1
,
Semikolenov Sergey V.
1
,
Ivanov Dmitry P.
1
,
Babushkin Dmitry E.
1
,
Matsko Mikhail A.
1
,
Panov Gennady I.
1
|
Организации |
1 |
Институт катализа им. Г.К. Борескова СО РАН
|
|
Информация о финансировании (1)
1
|
Российский фонд фундаментальных исследований
|
06-03-08156
|
Noncatalytic transformation of cis-1,4-polyisoprene rubber (Mn = 320,000) into functionalized liquid rubbers containing various amounts of carbonyl groups was studied. The process is performed via selective carboxidation of the polymer C[DOUBLE BOND]C bonds by nitrous oxide (N2O) in the temperature range of 180–230°C and under 3–6 MPa pressure. The carboxidation proceeds by the nonradical type mechanism involving the 1,3-dipolar cycloaddition of N2O to the C[DOUBLE BOND]C bond. The main route of the reaction (ca. 65%) proceeds without cleavage of the internal C[DOUBLE BOND]C bonds and leads to the formation of ketone groups in the polymer backbone. The second route (ca. 35%) includes the cleavage of C[DOUBLE BOND]C bonds, yielding the molecules of a smaller size. This route results in a manifold decrease of the molecular weight, which, depending on the carboxidation degree, may be more than two orders of magnitude less than that of the parent rubber. A series of functionalized liquid rubbers having Mn value from 1000 to 19,000, and the oxygen content from 0.3 to 3.9 wt % was obtained in the form of the liquid unsaturated polyketones. Similar polyketones can also be prepared by carboxidation of the natural rubber.