6162-38-5Relevant academic research and scientific papers
A nuclear magnetic resonance study of hydrogen bonding in tris(2-N-methylaminoethyl) borate and similar compounds
Meek, Devon W.,Springer Jr., Charles S.
, p. 445 - 450 (1966)
Tris(2-aminoethyl) borate, B(OCH2CH2NH2)3, and the analogous N-methylamino and N,N-dimethylamino compounds have been prepared by the transesterification of methyl borate with the appropriate 2-aminoethanol. The nuclear magnetic resonance spectra show that extensive association of the terminal amino groups occurs in pure tris(N-methylaminoethyl) borate and that this association can be broken apart by heating to 160° or by dissolution in polar organic solvents such as triethylamine or acetonitrile. In order to determine whether the association results from hydrogen bonding or internal B-N coordination, several model systems have been investigated. The spectra of NH2C2H5·BF3, piperidine·BF3, and (C6H5)2BO-CH2CH2NH 2 in acetonitrile contain very complicated NCH2 peaks and broad NH peaks which appear at low applied magnetic field (τ 5.26-5.56). The broadening of the NH peak in the boron-nitrogen adducts is attributed to the effect of the N14 quadrupole, whereas the complex splitting of the NCH2 multiplet is attributed to coupling with B11 in the dative bond with nitrogen and possibly with the nitrogen protons. The spectra of B(OCH2CH2NH2)3 and B(OCH2CH2NHCH3)3, on the other hand, show sharp NH peaks at somewhat higher applied magnetic fields (τ 7.84, 6.78) and contain two sharp triplets attributed to the two sets of methylene protons in the -O-CH2-CH2-N2 6.26-6.55; τNCH2 7.23-7.57). The N-H peak of B(OCH2CH2NHCH3)3 appears as a sharp singlet in acetonitrile solutions owing to rapid exchange of the amine proton. Evidence is presented that the exchange is catalyzed by a trace (2CH2NHCH3)3.
Preparation method of borate with polymerizable double bonds
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Paragraph 0017, (2020/07/02)
The invention relates to the field of organic borate compounds, in particular to a preparation method of borate with polymerizable double bonds. The preparation method is characterized by comprising the following steps: 1, subjecting boric acid and triethanolamine to an esterification reaction in an organic solvent I by using a solvent method to generate triethanolamine borate; and 2, dissolving the triethanolamine borate synthesized in the step 1 in an organic solvent II, and carrying out an acylation reaction on the triethanolamine borate and butadiene diacid to obtain the borate with the polymerizable double bonds. Compared with the prior art, the method has the advantages that through design of a molecular structure, triethanolamine borate is further subjected to the acylation reactionin the solvent on the basis of generation of triethanolamine borate; two elements including a boron element and a nitrogen element and active groups such as carboxyl groups, unsaturated double bondsand amide bonds are introduced into the same molecule so as to achieve good coupling agent application performance, so the problem that the borate is easily hydrolyzed is solved; and the borate is allowed to have good compatibility with polymers due to the containing of amino groups and the double bonds.
