Azo anions in systhesis. pt 1. t-butylhydrazones as acyl-anion equivalents

Baldwin, Jack E.; Adlington, Robert M.; Bottaro, Jeffrey C.; Kolhe, Jayant N.; Perry, Matthew W. D.; Jain, Ashok U.

doi:10.1016/s0040-4020(01)87647-x

Cited by 54 publications

(44 citation statements)

References 13 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Instead they find wide applications as dyes. In order to determine how structural variations of azoalkanes affect their vis-breaking efficiency a series of symmetrical (1-7), unsymmetrical azoalkanes (8)(9)(10)(11)(12)(13)(14)(15), as well as corresponding hydrazone and azine compounds (16)(17)(18) were synthesized as shown in Figure 1.…”

Section: Resultsmentioning

confidence: 99%

“…Compounds 1 and 7 were synthesized according to the procedure of Timberlake et al [10] Compounds 3, [11] 9, [12] 13, [13] 16, [14] 17 [15] and 18 [16] were prepared according to methods reported in the literature. DSC analysis was performed on a Q1000 instrument from TA Instruments under a nitrogen atmosphere at a heating rate of 10 8C Á min À1 using sealed pressure capsules.…”

Section: Experimental Part General Considerationsmentioning

confidence: 99%

See 1 more Smart Citation

Azoalkanes: A Novel Class of Additives for Cross‐Linking and Controlled Degradation of Polyolefins

Aubert

Roth²,

Pfaendner³

et al. 2007

Macro Materials & Eng

View full text Add to dashboard Cite

A series of symmetrical and unsymmetrical azoalkanes were synthesized and their potential as a free‐radical source for rheology modification of polyolefins was investigated. The experimental results show that unsymmetrical azoalkanes, in particular N‐cyclohexyl‐N'‐tert‐octyldiazene (13), can be successfully used for manufacturing controlled‐rheology poly(propylene) and cross‐linked high‐density polyethylene. For example, the melt flow rate of a general‐purpose poly(propylene) (MFR = 14) could be increased to a value of 800 when 0.75 wt.‐% of azoalkane 13 was added during reactive processing. In parallel, it was found that 13 has a remarkable efficiency for free‐radical‐induced cross‐linking of high‐density polyethylene, resulting in similar gel contents to dicumyl peroxide.magnified image

show abstract

Section: Resultsmentioning

confidence: 99%

Section: Experimental Part General Considerationsmentioning

confidence: 99%

Azoalkanes: A Novel Class of Additives for Cross‐Linking and Controlled Degradation of Polyolefins

Aubert

Roth²,

Pfaendner³

et al. 2007

Macro Materials & Eng

View full text Add to dashboard Cite

show abstract

“…1‐Phenylpropanone, tert ‐butyl hydrazone ( 4 )16 was prepared by general method B. After workup and concentration, a yellow oil was obtained, which was distilled under reduced pressure.…”

Section: Methodsmentioning

confidence: 99%

Hydrazone initiators for vinyl polymerizations

Wolf¹,

Warakomski²,

Staples³

et al. 2001

J. Polym. Sci. A Polym. Chem.

View full text Add to dashboard Cite

A series of hydrazones were prepared and tested for their ability to act as free‐radical initiators for vinyl monomers. The most active initiators were the tertiary butyl hydrazones of aromatic, aliphatic ketones. The most reactive vinyl monomers were acrylate‐type monomers, with methacrylate‐type monomers being somewhat less reactive. When the most reactive hydrazone initiators, such as compound 1, were added to ambient‐temperature solutions of acrylate monomers, such as aqueous sodium acrylate or aqueous acrylamide, polymerizations to hard gels occured within 1 min. In some cases of vinyl polymerizations, these hydrazone initiators can act as low‐temperature alternatives to redox initiators. © 2001 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 39: 1391–1402, 2001

show abstract

“…ISSN 2308-8303 ка [21][22] і тому у випадку взаємодії з літійор-ганічними реагентами утворюються таутомерні аніони, які можуть взаємодіяти з електрофілами як по атому азоту, так і по карбаніонному центру [23] (схема 9). Очевидно, така реакція підпоряд-ковується зарядово-орбітальному контролю.…”

Section: схема 3 схемаunclassified

“…Алкілування гідразону 7 похідними акрилової кислоти 30 за допомогою літійорганічних реаген-тів [23,27] приводить до сполук 31, продукти пе-реестерифікації яких при термолізі циклізують-ся до піразолів, а при фотолізі елімінують азоком-поненту [28] (схема 13).…”

Section: схема 3 схемаunclassified