Four N-substituted citraconisoimides were prepared via dehydration of the corresponding prepared citraconamic acids using N,N\-dicyclohexylcarbodiimide as dehydrating agent. The prepared citraconisoimides were introduced in free radical homopolymerization producing four new poly citraconisoimides. Also the prepared citraconisoimides were introduced in free radical copolymerization with three vinylic monomers including acrylonitrile, methylmethacrylate and methylacrylate producing new copolymers having different physical properties. Moreover two new phenolic resins containing pendent citraconisoimide moiety were prepared via condensation polymerization of N-(hydroxyphenol)citraconisoimide with formaldehyde. The new homopolymers and copolymers are of great importance since they contain isoimide ring in their repeating units which exhibit better processing properties and can rearrange gradually with time and use to the more stable structure of the corresponding imides having thermosetting properties.
The present work aimed to synthesize new phenol resins via incorporation of structural modification through introducing new phenolic compounds containing cyclic imide moiety in reaction with formaldehyde. The synthesis of these new resins involved three steps. First, one of the three N-(hydroxyphenyl)tetrabromophtalamic acids 1-3 were processed via a reaction between tetrabromophthalic anhydride and aminophenols. Amic acids 1-3 were dehydrated in the second step by smelting, producing the identical N-(hydroxyphenyl)tetrabromophthalimides 4-6. The new imides represent the new phenolic component
... Show MoreSeveral new copolymer containing imides were prepared from the corresponding
copolymers containing amic acids using dehydrating agent such as acetyl chloride –
tri ethyl amine mixture. The obtained yields were different ranging from 65% to
80%. Readily polymerized unsaturated copolymers containing imides free radically
using azobisisobuty ronitrile (AIBN) as initiator to yield high molecular weight
copolymers. All the prepared resins were characterized IR. NMR. Elemental
analysis. TG and DTG Techniques.
Five N-substituted acrylamides were prepared by reaction of substituted aromatic primary amines with acryloyl chloride in the presence of triethyl amine. The synthesized acrylamides were allowed to introduce copolymerization reaction with three vinylic monomers including acrylonitrile, methyl acrylate and methyl methacrylate respectively to obtain eleven new copolymers having different physical properties which may used in different applications.
Four new phenol-formaldehyde resins containing tetrachlorophthalimides in their repeating units were synthesized via condensation of formaldehyde with N-(hydroxy phenyl)tetrachlorophthalimides under conditions similar to those used in novolac preparation. In this work structural modifications were performed first via design and synthesis of new phenolic component represented by phenolic ring linked to thermally stable tetrachlorophthalimide moiety which condense with formaldehyde and second via introducing of phenolic hydroxyl groups present in the new synthesized resins by esterification reaction with acetyl chloride producing the corresponding acetoxy substituted resins. Both the prepared and the cured resins have new properties which
... Show MoreFour new phenol-formaldehyde resins containing tetrachlorophthalimides in their repeating units were synthesized via condensation of formaldehyde with N-(hydroxy phenyl)tetrachlorophthalimides under conditions similar to those used in novolac preparation. In this work structural modifications were performed first via design and synthesis of new phenolic component represented by phenolic ring linked to thermally stable tetrachlorophthalimide moiety which condense with formaldehyde and second via introducing of phenolic hydroxyl groups present in the new synthesized resins by esterification reaction with acetyl chloride producing the corresponding acetoxy substituted resins. Both the prepared and the cured resins have new properties which
... Show MoreA series of new copolyimides containing pendant 1,3,4-oxadiazole moiety were synthesized via multisteps. In the first step five N-(5-substituted-1,3,4-oxadiazole-2-yl)maleamic acids were prepared via reaction of maleic anhydride with 2-amino-5-substituted-1,3,4-oxadiazoles. The obtained amic acids were dehydrated in the second step affording the corresponding N-(5-substituted-1,3,4-oxadiazole-2-yl) maleimides. In the third step the newly synthesized maleimides were introduced successfully in free radical copolymerization reaction with four vinylic monomers including acrylo nitrile, methacrylonitrile, methyl acrylate and methyl meth acrylate respectively producing twelve new copolymers having different physical properties which may serve
... Show MoreA series of new maleimide monomers substituted with Schiff base moieties were synthesized via acid-catalyzed condensation of 3-(N-maleimidyl)phenyl hydrazide with aromatic aldehydes and ketones. The newly synthesized monomers were introduced in free radical chain growth homopolymerization producing five new polymaleimides with pendent Schiff base moieties .The new monomers were introduced also in free radical chain growth copolymerization with acrylonitrile producing new five copolymaleimides containing pendent Schiff base moieties. The new homopolymers and copolymers are of great importance since incorporation of bulky Schiff base moieties in their repeating units exhibit them better solubility and processing properties which made them
... Show MoreThis work comprises the synthesis of new phenoxazine derivatives containing N-substituted phenoxazine starting from phenoxazine (1). Synthesis of ethyl acetate phenoxazine (2) through the reaction of phenoxazine with ethylchloroacetate, which reacted with hydrazine hydrate to give 10-aceto hydrazide phenoxazine (3), then reacted with formic acid to give 10-[N-formyl acetohydrazide] phenoxazine (4). Reaction of compound (4) with phosphorous pentaoxide or phosphorus pentasulphide to gave 10-[N-methylene-1,3,4-oxadiazole] phenoxazine (5) and 10-[N-methylene-1,3,4-thiadiazole] phenoxazine (6).
A new series of schiff base and aminothiadiazole derivatives of N- substituted phthalimide (I-VI) were synthesized. In this work, the intermediate 4-(1,3-dioxoisoindolin-2-yl)benzaldehyde compound (I), was formed by reaction of 4-amino benzaldehyde with phthalic anhydride in glacial acetic acid(GAA). A series of Schiff bases (IV-VI) was prepared by the reaction of benzidine with compound (I) in ethanol and presence of GAA as a catalyst to form compound (IV) which react with compound (I) and p-nitro benzyldehyde to give compound (V) and (VI) respectively. A new phthalimide thiosemi-carbazone derivative (ll) was prepared by reaction of compound (l) with thiosemi-carbazide HCl in the presence of equimolar amount of sodium acetate. Fina
... Show MoreEighteen new cyclic imides (maleimides) conncted to benzothiazole moiety through sulfonamide group were synthesized via multistep synthesis.The first step involved preparation of two maleamic acids N-phenylmaleamic acid and N-benzylmaleamic acid via reaction of maleic anhydride with aniline or benzyl amine.Dehydration of the prepared amic acids by treatment with acetic anhydride and anhydrous sodium acetate in the second step afforded N-phenylmaleimide and N- benzyl maleimide which in turn were treated with chlorosulfonic acid in the third step to afford 4-(N-maleimidyl) phenyl sulfonyl chloride and 4-(N-maleimidyl) benzyl sulfonyl chloride respectively.In the Fourth step of this work each one of the two prepared maleimidyl sulfonyl chlorid
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