Binuclear Salan borate compounds with three-coordinate boron atoms

Mitra, Amitabha; Harvey, Melanie J.; Proffitt, Mary; Anderson, L. J.; Parkin, Sean; Atwood, David A.

doi:10.1016/j.jorganchem.2005.09.040

Cited by 15 publications

(9 citation statements)

References 30 publications

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“…1. 11 B NMR spectra of the novel compounds dissolved in CDCl 3 revealed singlets at 17.90, 18.13, and 18.06 ppm corresponding to DBB-EBzDTC, DOB-EBzDTC, and DOB-EEDTC, respectively. These isotropic chemical shifts of 11 B nuclei correspond to the three-coordinated boron atoms as previously discussed by Mitra et al [57].…”

Section: Synthesis and Nmr Characterization Of B-dtc Compounds And Insupporting

confidence: 56%

Novel Alkylborate–Dithiocarbamate Lubricant Additives: Synthesis and Tribophysical Characterization

2011

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Boron-based lubricant additives have recently received significant attention, because of their wearreducing and frictional properties and low pollution. At the same time, dithiocarbamate complexes with different metals have a long history of being used as multifunctional additives to lubricants. In this study, novel, environmentally friendly additives containing alkylborate and dithiocarbamate groups with alkyl or methylbenzyl substitutes in one molecule were studied. Tribological tests were performed with the additives admixed in a mineral oil using steel-on-steel contacts in a four-ball tribometer. Borate derivatives of different dithiocarbamate ligands were synthesized by several step reactions to investigate tribochemical properties of boron, sulfur, and nitrogen combined in one selected compound. Viscous liquid products were characterized by multinuclear 1 H, 13 C, and 11 B NMR spectroscopy. The surface morphology and the elemental composition of the tribofilms were investigated using an optical profiler and scanning electron microscopy/ energy dispersive X-ray spectroscopy (SEM/EDS). It was found that some of these novel compounds provide better antiwear performance and similar frictional properties compared with a commercially available ZnDTP package. Traces of sulfur in the tribofilms formed with both 0.2 and 1.0 wt% of alkylborate-dithiocarbamate compounds in a mineral oil were detected with EDS.

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Section: Synthesis and Nmr Characterization Of B-dtc Compounds And Insupporting

confidence: 56%

Novel Alkylborate–Dithiocarbamate Lubricant Additives: Synthesis and Tribophysical Characterization

2011

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“…For related structures, see: Rivera et al (2010aRivera et al ( ,b, 2011. For uses of di-Mannich bases, see: Mitra et al (2006); Elias et al (1997). For related quantum-chemical literature, see: Zierkiewicz & Michalska (2003); Zierkiewicz et al (2004).…”

Section: Related Literaturementioning

confidence: 99%

4,4′-Difluoro-2,2′-{[(3aRS,7aRS)-2,3,3a,4,5,6,7,7a-octahydro-1H-1,3-benzimidazole-1,3-diyl]bis(methylene)]}diphenol

et al. 2011

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In the crystal structure of the title compound, C21H24F2N2O2, the two N atoms of the imidazolidine moiety are linked to the hydroxy groups by intramolecular O—H⋯N hydrogen-bonding interactions. The crystal studied was a racemic mixture of RR and SS enatiomers. The cyclohexane ring adopts a chair conformation and the imidazolidine group to which it is fused has a twisted envelope conformation.

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“…For general backgroud, see: Burgess et al (1999); Hö pfl et al (1998); Maciejewska et al (1999); Mitra et al (2004Mitra et al ( , 2006; Yalçın et al (2001). For bond-length data, see: Allen et al (1987); Sanchez et al (2004).…”

Section: Related Literaturementioning

confidence: 99%

“…It has been reported by many studies that Schiff bases form mononuclear or dinuclear compounds with phenylboronic and boric acids (Burgess et al, 1999;Höpfl et al, 1998;Maciejewska et al, 1999;Mitra et al, 2006;Mitra et al, 2004).…”

Section: S1 Commentmentioning

confidence: 99%