• Title/Summary/Keyword: Alkylanilines

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Thiazole Based Disperse Dyes for Nylon and Polyester Fibers

  • Maradiya, Hari-Raghav;Patel, Vithal-Soma
    • Fibers and Polymers
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    • v.2 no.3
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    • pp.153-158
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    • 2001
  • Nine disperse dyes have been synthesized by diazotization of 2-amino-4-(p-nitrophenyl)-5-nitrothiazole and coupled to substituted N-alkylanilines. Spectral properties in the IR and visible range of the dyes obtained were investigated. The dyeing performance of these dyes was assessed on nylon and polyester fibers. These dyes were found to give reddish brown to bluish violet shades on dyeing with very good depth, brightness and levelness on nylon and polyester fibers. The dyed fibers showed fairly good light fastness, very good to excellent fastness to wash, rubbing, perspiration and excellent fastness to sublimation. The dyebath exhaustion and fixation on the fiber were found to be very good.

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Synthesis of Super Hydrophobic Disazo Red Dyes using Alkylanilines as Diazo Components (알킬아닐린을 디아조성분으로 활용한 디스아조계 초소수성 적색염료의 합성)

  • Kim, Taekyeong;Ryu, Myeonghwa;Jang, Youngjae
    • Textile Coloration and Finishing
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    • v.27 no.1
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    • pp.27-34
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    • 2015
  • Novel super hydrophobic disazo red dyes were synthesized to improve light fastness of the primary monoazo red dye of previous study on polyolefin fibers such as polypropylene and ultra high molecular weight polyethylene fibers. 4-Alkylanilines were diazotized and then coupled to 2,5-dimethylaniline to produce dye intermediates which were then further used to synthesize final disazo red dyes by diazoization and coupling to ${\beta}$-naphthol. Considering both affinity of the dyes toward both polyolefin fibers and color fastnesses, the decyl-substituted dye was determined as the optimum dye. The decyl-substituted disazo red dye exhibited good dyeability on both polyolefin fibes and almost the same color values as the previous primary monoazo red dye. Light fastness on ultra high molecular weight polyethylene fibers was improved up to rating 3~4 compared to rating 2~3 of the previous primary monoazo red dye.

Synthesis of Super Hydrophobic Orange Dyes Having Maximum Absorption at 450-500nm for Pure Polyolefin Fibers (450-500nm의 최대흡수를 가지는 순수 폴리올레핀 소재용 초소수성 오렌지 염료의 합성)

  • Kim, Taekyeong;Ryu, Myeonghwa
    • Textile Coloration and Finishing
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    • v.26 no.3
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    • pp.165-172
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    • 2014
  • Novel super hydrophobic orange dyes having maximum absorption band at 450-500nm were synthesized to dye polyolefin fibers such as polypropylene and ultra high molecular weight polyethylene fibers, using 4-alkylanilines and ${\beta}$-naphthol. Their absorption spectra at visible range showed almost the same, which meant that the alkyl substituents introduced to chromophore did not affect on color appearance of the dyes. Considering both color strength and wash fastness, the decyl-substituted dye was determined as the optimum one practically. From the dyeing results at various conditions, the optimum dyeing was $130^{\circ}C$ for 1 hour with 5% owf of dyes. The good fastness ratings to washing, rubbing were obtained showing 4-5 for both fibers. Light fastness was also acceptable giving rating 3-4 for polypropylene fibers and rating 3 for ultra high molecular weight polyethylene fibers.

N-Alkylation of Primary Aromatic Amines Using Alkylhalide and Triethylamine (알킬할라이드와 Triethylamine을 이용한 일급 아로미틱 아민의 N-알킬레이션)

  • Kim, Ju-Hee;Park, Myung-Sook
    • YAKHAK HOEJI
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    • v.49 no.2
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    • pp.162-167
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    • 2005
  • Synthetic method for the selective N-monoalkylation of anilines using alkyl halides and triethylamine under room temperature was described. The corresponding N-alkyl anilines were obtained in good yields with minor quantities of dialkylated products. Anilines 2a-m and 3a-m were identified using NMR and IR. A series of 2a-m and 3a-m has been synthesized from aniline, toluidines, ethylanilines, aminoacetophenones, phenetidines. Formation of anilines was undertaken with dropping of alkylhalides at room temperature in methanol (or ethanol) for 3 hours~5 days. Selectivity on the monoalkylation was relatively high. Synthetic ratio of monoalkylated and dialkylated product was 94 : 6 in case of maximum monoalkylation.

Synthesis of Asymmetric Dimer of Quinolone Derivatives Using p-TSA (p-TSA를 이용한 퀴놀론 유도체의 비대칭 이합체 합성)

  • 박명숙
    • YAKHAK HOEJI
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    • v.48 no.3
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    • pp.202-206
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    • 2004
  • New asymmetric dimers, N,N'-dialkyl-4'-hydroxy-4-oxo-2,2',3,3'-tetrahydro-2,2'-diphenyl-4,4'-quinolones 3a-f were synthesized through the dehydration and dea1coholation of N-alkylanilines and ethyl benzoylacetate. Dimers 3a-f were identified by NMR, IR and GC-MS. A series of dimer 3a-f has been synthesized using acid-catalyzed one-pot reaction that involved the condensation, cyc1ization and dimerization. Similarly, the 6,6'-methoxy (or 7,7'-methoxy) substituted dimers were prepared from N-alkyl-meta-(or para)-anisidines. Formation of dimers was undertaken with p-toluenesulfonic acid (p-TSA) at 90∼11$0^{\circ}C$ in toluene for 2∼6 hours over the Dean-Stark apparatus.

Effect of Alkyl Substituents, Surfactants, and Temperature on the Solubilization of 4-alkylaniline Derivatives by Cationic Surfactants (양이온계면활성제에 의한 4-알킬아닐린 유도체의 가용화에서 알킬치환기, 계면활성제 및 온도의 효과)

  • Lee, Dong-Cheol;Lee, Byung-Hwan
    • Journal of the Korean Applied Science and Technology
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    • v.37 no.2
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    • pp.250-259
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    • 2020
  • The solubilization constant (Ks) was determined by the UV-Vis method to investigate the interaction between organic matter (solubilized substance) and surfactant in solubilization. Solubilization constants and thermodynamic functions, according to the hydrophobic interaction between organic mater (4-alkylanilines with different alkyl substituent length) and cationic surfactants (DTAB, TTAB, and CTAB, having different hydrophobic lengths), were measured and calculated at various temperatures and compared with each other. As a result, the hydrophobic interactions between organic matters and cationic micelles increased with increasing the chain length of solute's substituent as well as surfactant's hydrophobe. However, the hydrophobic effect by the alkyl substituent of organic matter was greater than the hydrophobic effect by the surfactant. In addition, the results of the calculated thermodynamic functions showed that 4-alkylaniline was solubilized at the deep place in the micelle and its solubilization was greatly dependent on both the hydrophobic effects of organic matter and surfactant. At the calculated iso-structural temperature, the difference between the maximum and minimum values was less than 1K within the experimental conditions.

Highly Selective Amination of o- and p-Alkyl Phenols over Pd/Al2O3-BaO

  • Ma, Jianchao;Wang, Huabang;Sun, Meng;Yang, Fan;Wu, Zhiwei;Wang, Donghua;Chen, Ligong
    • Bulletin of the Korean Chemical Society
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    • v.33 no.2
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    • pp.387-392
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    • 2012
  • A series of Pd-based catalysts were prepared and examined for the amination of 2,6-dimethylphenol in a fixedbed reactor. The best results were obtained for Pd/$Al_2O_3$-BaO with a conversion of 99.89% and a selectivity of 91.16%. These catalysts were characterized using BET, XRD, XPS, TEM and $NH_3$-TPD. Doped BaO not only improved the dispersion of the Pd particles but also decreased the acidity of the catalyst, which remarkably enhanced the selectivity and stability of the catalyst. The generality of Pd/$Al_2O_3$-BaO for this kind of reaction was demonstrated by catalytic aminations of o- and p-alkyl phenols.

Synthesis and Tautomerism of Pyrazoles and N-Phenylethanamides with Quinoxaline Ring (Quinoxaline 고리를 가진 Pyrazole류 및 N-Phenylethanamide류의 합성과 토토머화 현상)

  • Kim, Ho Sik;Choi, Kyung Ok;Lee, Hyong Choul;Kwag, Sam Tag;Yoshihisa Kurasawa
    • Journal of the Korean Chemical Society
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    • v.45 no.5
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    • pp.454-460
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    • 2001
  • The reaction of 3-methoxycarbonylmethylene-2-oxo-1,2,3,4-tetrahydroquinoxaline(7) with hydrazine hydrate gave 3-hydrazinocarbonylmethylene-2-oxo-1,2,3,4-tetrahydroquinoxaline(8). The reaction of compound 8 with alkyl (ethoxymethylene)cyanoacetates gave the [(quinoxalin-2-ylidene)ethanoyl]-1H-pyra-zoles(9). The reaction of compound 9b with N-alkylanilines provided the N-alkyl-(quinoxalin-2-ylidene)-N-phenylethanamides(10). Compounds 9 and 10 showed the tautomerism between the enamine and methylene imine forms in solution. The tautomer ratios were determined by the $^1H$ NMR.

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