Study On Disperse Dyes For Polyester Microfiber

With reference to characteristic of polyester microfibre fabrics and dyes suitable for dyeing microfibre that were recommended by dye companies, series of anthraquinone dyes exhibiting brilliant blue and coumarin dyes showing intensive fluorescence have been designed and synthesized. All structures of the synthesized compounds were identified by MS.. IR. 1HNMR and EA. The proess parameter of 5 main reactions were investigated and selected by Orthogonal Test. The ~max values and molar extinction coefficients of all dyes and the fluorescent spectra of coumarin dyes were examined and evaluated. 5 Anthraquinone dyes with a different substituted group were optimally prepared. Dyes with a different substituent exhibited different m.p... solubility.. crystal style and dyeing behavior, but the same 2~max values and molar extinction coefficients c 2-Hydroxy-4-N , N-diethylaminobenzaldehyde, a key intermediate for preparing coumarin, was optimally synthesized in yield of more than 70%. A series of coumarin dyes containing sulfur.. oxygen or nitrogen hetero atoms and a different substituent group were designed and prepared by the methods as follows: 1. o-Aminophenol or 4-methyl-2-aminophenol and cyanoacetic acid ethyl ester were heated in a gentle stream of nitrogen to 1 800C for 8hrs. Without intermediate isolation, iso-propanol and 2-hydroxy-4-N,N-diethylamino- benzaldehyde were added and the mixture was heated for 20hrs to boil under reflux to obtain high purity of coumarin dye. 2. o-Phenyldiamine and cyanoacetic ethyl ester were heated in o- dichlorobenzene to 1650C for l0hrs to give benzimidazolylacetonitrile that was condensed with 2-hydroxy-4-N , N-diethylaminobenzaldehyde to produce 7-diethylamino-3-benzimidazolyl coumarin-2-imine, then hydrolyz- ed to prepare 3-(1 H-benzimidazol-2-yl)-7-(diethylamino)-2H-1 -Benzo- pyran-2-one, or condensed with malononitrile to give 7H-[1]Benzopyrano- [3?2? 3,4]-pyrido[1 ,2-a]benzimidazole-6-carbonitrile-3-(diethylaminO)-7- imino. 3. 4-Chloro-2-amino-phenol was condensed with malononitrile to give 6- chloro-benzoxazolylacetonitrile in yield of more than 90%,then reacted with 2-hydroxy-4-N,N-Diethylaminobenzaldehyde to synthesize high quality of coumarin with electron-attracting group. Using o-aminothiophenol.. 5-nitro- 2-aminophenol as starting material respectively, the corresponding coumarin were made. Red coumarin dyes with cyano group at 4-position were obtained by cyanation of coumarin with sodium cyanide. Coumarin dyes that have been made were sulfochlorinated in high temperature by chlorosulfonic acid, then condensed with primary or secondary amine to produce sulfamide-substituted coumarin. The electronic spectra and fluorescence spectra of all coumarin dy~~ were examined in chloroform. Comparing 2max value of sulfur hetero atoni coumarin dye with that of oxygen heterocyclic nucleus coumarin dye, bathochromic l7nm is apparent. The coumarin dyes containing Cl or NO1 group exhibited a little bathochromic effect, but the dye with a NO2 substituent group was out of fluorescence. Introducing sulfamide into the coumarin produced a bathochromic lOnm shift and pronounced 104L~ mol ? 1 cm hyperchchromic effect. Introducing the strong electron-withdrawing nature of the cyano group at 4-position of coumarin produced a large bathochromic shift of 6080nm. The ?max value decreased 57nm and...