ISSN:
0025-116X
Keywords:
Chemistry
;
Polymer and Materials Science
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
,
Physics
Notes:
A formylated resin (1a) containing 4-formylphenyl groups was obtained from poly[styrene-co-divinylbenzene (2%)] by reaction with Cl2CHOCH3/SnCl4 and subsequent hydrolysis of the intermediate. 1a reacted with N-methyltrimethylenediamine with the formation of azomethine groups. From the nitrogen content of the product the degree of functionalization of 1a was calculated to be 50%. Condensation reactions between 1a and N-ethylethylenediamine, cystamine, methanol, 1,2-ethanedithiol, 2,3-dimercapto-1-propanol (BAL), and 2-aminobenzene-thiol were also studied. A new chloromethylated resin was prepared from 1a and BAL in the presence of conc. hydrochloric acid (OH/Cl exchange). The formylation of 2,4-diphenylpentane yielded the low-molecular-weight model compounds 4-(1-methyl-3-phenylbutyl)benzaldehyde (2a) and 2-(1-methyl-3-phenylbutyl)benzaldehyde (2b) in an 87:13 mole ratio, suggesting that ca. 90% of the aldehyde groups in 1a are in para-position.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/macp.1989.021900813
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