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Preparation of New Binaphthol Derived Chiral Stationary Phases
Zhang, Yi Jun,Ryoo, Jae-Jeong Korean Chemical Society 2011 Bulletin of the Korean Chemical Society Vol.32 No.8
To develop more advanced binaphthol derived CSPs, two new 1,1-bi-2-naphthol derived chiral stationary phases (CSPs) (CSP 1 and CSP 2) were prepared by connecting with silica gel at a hydroxy (OH) group of binaphthol. Previously reported two 1,1'-binaphthyl-2,2'-diamine derived CSPs (CSP 3 and CSP 4) were also prepared to compare the role of their functional groups (-OH and -$NH_2$) with CSP 1 and CSP 2. Enantioseparation of randomly selected, 11 chiral compounds on these four CSPs was performed and the results compared to each other. 3,5-Dinitrobenzoyl (3,5-DNB) derivatives of each CSP showed better results than the others and binaphthyldiamine derived CSP showed slightly better than binaphthol derived one.
Preparation of New Binaphthol Derived Chiral Stationary Phases
Yi Jun Zhang,Jae Jeong Ryoo 대한화학회 2011 Bulletin of the Korean Chemical Society Vol.32 No.8
To develop more advanced binaphthol derived CSPs, two new 1,1-bi-2-naphthol derived chiral stationary phases (CSPs) (CSP 1 and CSP 2) were prepared by connecting with silica gel at a hydroxy (OH) group of binaphthol. Previously reported two 1,1'-binaphthyl-2,2'-diamine derived CSPs (CSP 3 and CSP 4) were also prepared to compare the role of their functional groups (-OH and -NH2) with CSP 1 and CSP 2. Enantioseparation of randomly selected, 11 chiral compounds on these four CSPs was performed and the results compared to each other. 3,5-Dinitrobenzoyl (3,5-DNB) derivatives of each CSP showed better results than the others and binaphthyldiamine derived CSP showed slightly better than binaphthol derived one.
Guoxiong Deng,Yilei Wang,Xueping Zong,Jiangzhou Luo,Xuezhen Wang,Chunxue Zhang,Song Xue 한국공업화학회 2021 Journal of Industrial and Engineering Chemistry Vol.94 No.-
Here we reported a causal relationship between the molecular structure of binaphthol-based polyimideprecursor and the pore-size distribution of the derived carbon membrane. The binaphthol-basedpolyamide acid is synthesized from 2,20-diol-1,10-binaphthyl-6,60-diamine and 4,40-(hexafluoroisopro-pylidene)diphthalic anhydride (6FDA). Then, an azeotropic imidiaztion method was used to synthesizethe polyimide with naphthol groups (XS1). When the imidization is carried out by using acetic anhydride,the polyimide with acetyl groups (XS4) is achieved. The CMS membranes prepared by pyrolyzing XS1 andXS4 at 500, 550, and 600 ℃ are named using the temperature as the suffix, such as XS1-500. Their poreevolution has been investigated using TGA, FTIR, XRD, and Raman measurements. The trimodal pore-sizedistribution is in the carbon molecular sieve (CMS) membranes derived from XS4 and the CMS onesderived from XS1 exhibit a bimodal pore structure. Among them, XS4-500 exhibits the highest gaspermeabilities of 3332 barrer for CO2, 773 barrer for O2, and 119 barrer for N2. XS1-500 only affords theCO2, O2, and N2 permeabilities of 1086, 230, and 30.2 barrer. The esterification of naphthol not justdisturbs the hydrogen bonds between polyimide chains but also affects the pore generation of thederived CMS membranes. Our work provides an effective way to enhance the gas permeability of a CMSmembrane derived from the binaphthol-based polyimide.
Tang, Lijun,Wei, Gongfan,Nandhakumar, Raju,Guo, Zhilong Korean Chemical Society 2011 Bulletin of the Korean Chemical Society Vol.32 No.9
An easy and convenient synthetic route to (S)-2-hydroxy-2'-(3-phenyluryl-benzyl)-1,1'-binaphthyl-3-carboxaldehyde (1), capable of recognizing tryptophan by fluorescence has been developed. The binol carboxaldehyde 1 exhibited a high selectivity to L-tryptophan over other examined L-${\alpha}$-amino acids such as alanine, phenylalanine, glutamine, arginine, lysine, serine, threonine, aspartat, valine, histidine and cysteine, with a fluorescence "turn-on" signal. In addition, 1 displayed chiral discrimination with good enantioselectivity toward L-tryptophan over D-tryptophan through different fluorescence enhancement factors.
Lijun Tang,Raju Nandhakumar,Gongfan Wei,Zhilong Guo 대한화학회 2011 Bulletin of the Korean Chemical Society Vol.32 No.9
An easy and convenient synthetic route to (S)-2-hydroxy-2'-(3-phenyluryl-benzyl)-1,1'-binaphthyl-3-carboxaldehyde (1), capable of recognizing tryptophan by fluorescence has been developed. The binol carboxaldehyde 1 exhibited a high selectivity to L-tryptophan over other examined L-α-amino acids such as alanine,phenylalanine, glutamine, arginine, lysine, serine, threonine, aspartat, valine, histidine and cysteine, with a fluorescence “turn-on” signal. In addition, 1 displayed chiral discrimination with good enantioselectivity toward L-tryptophan over D-tryptophan through different fluorescence enhancement factors.