New quaternary ammonium salts derived from cardanol and their use as phase transfer catalyst

Abstract

O cardanol, obtido a partir do líquido da castanha de caju (LCC) produzido no tratamento industrial da castanha de caju pela indústria extrativa brasileira, foi o material de partida para a síntese de sais de amônio quaternário. Compostos nitrogenados quaternários de alto peso molecular têm sido frequentemente usados como desinfetantes, germicidas e agentes sanitários, principalmente em indústria de alimentos e de limpeza. Três sais produzidos foram usados como catalisadores de transferência de fase em reações de oxidação e alquilação. Os rendimentos das reações foram próximos ou superiores aos das reações catalisadas por Aliquat ® .Cardanol obtained from cashew nut shell liquid, a side product of the Brazilian industry, was the starting material for the synthesis of three new quaternary ammonium salts. High molecular weight quaternary nitrogen compounds generally possess high bactericidal activity. This report also presents the results of an investigation of the effectiveness of the new compounds as phase transfer catalysts in oxidation and alkylation reactions, whose yields were comparable to and some even greater than those obtained using the commercial catalyst Aliquat ® .

Spectrophotometric determination of gabapentin in pharmaceutical formulations using ninhydrin and π-acceptors

“…The 1 H NMR spectra of gaba-ChA complex shows that the NH 2 protons shifted to d 6.87 ppm may be because of salt formation at amino group [30] and eCH 2 protons shifted to d 2.97 ppm appearing as a broad peak. The 1 H NMR spectra of gaba-DDQ complex show similar results as that of gaba-CH complex, that is, the NH 2 protons shifted to d 2.94 ppm while that of eCH 2 shifted to d 3.96 ppm and appeared as a doublet showing that NH 2 has been changed to NH.…”

Novel Hydroxylated Cardanol Quaternary Ammonium Salts from Renewable Resource and its Synergistic Vesicles of Binary and Ternary Composite System in Detergent

“…The exclusive natural alkyl phenol contains a C 15 unsaturated hydrocarbon chain with 0, 1, 2, or 3 nonconjugated C=C bonds attached to the meta position of the phenolic ring (De Sousa Rios and Mazzetto, 2012; Suresh, 2012). The versatile hydroxyl and its long hydrophobialkyl chain (Maffezzoli et al, 2004; Mallikappa et al, 2012), imply an important advantage (Voirin et al, 2014) for the preparation of ecofriendly cationic surfactant (Bhadani et al, 2011; De Avellar et al, 2000; Wang et al, 2016), nonionic surfactant (Atta et al, 2018; Tyman and Bruce, 2004), and anionic surfactant (Ahire and Bhagwat, 2017; Anilkumar and Jayakannan, 2006; Cheng et al, 2013; Scorzza et al, 2010). The structure and the content of each component of cardanol (Balachandran et al, 2013) is shown in Fig.…”

Óleo da castanha de caju: oportunidades e desafios no contexto do desenvolvimento e sustentabilidade industrial

“…Este líquido é uma das fontes mais ricas de lipídeos fenólicos não-isoprenoides de origem natural, cuja composição quí-mica principal pode ser vista na Figura 2. [24][25][26][27] Possui diversas aplicações na química fina, de acordo com a funcionalização dos produtos isolados, [13][14][15][16][17][18][19][20][21][22][23][28][29][30][31][32][33][34][35][36][37][38] aspecto que será discutido ao longo dessa revisão.…”