Acrylamides as Amino Antioxidants for Acrylonitrile-Butadiene Rubber Compounds

ABSTRACT:The synthesis of N-(4-aminodiphenylmethane) acrylamide (ADPMA) was performed through the reaction of 4,4Ј-diaminodiphenyl methane and acryloyl chloride in the presence of triethyl amine. The grafting of AD-PMA onto natural rubber was executed with UV radiation. Benzoyl peroxide was used to initiate the free-radical grafting copolymerization. Natural rubber-graft-N-(4-aminodiphenyl methane) acrylamide (NR-g-ADPMA) was characterized with an IR technique. We studied the effect of aging on the mechanical properties and the swelling and extraction phenomena for acrylonitrile-butadiene copolymer (NBR) vulcanizates, which contained the prepared NR-g-ADPMA and a commercial antioxidant, N-isopropyl-NЈ-phenyl-pphenylenediamine. The prepared antioxidant enhanced both the mechanical properties of the NBR vulcanizates and the permanence of the ingredients in these vulcanizates.

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

“…The ease of liberating the active hydrogen atom from the para position to deactivate peroxy radicals formed by aging 11, 12…”

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

See 2 more Smart Citations

Synthesis, characterization, and evaluation of natural rubber‐graft‐N‐(4‐aminodiphenyl methane) acrylamide as an antioxidant

El-Wakil

2006

“…The tensile strength of the NBR vulcanizate which contained the prepared NR-g-pAP was enhanced with the increasing of the aging time up to 14 days. Because the antioxidant radicals of the prepared NRg-pAP compound minimize the possibility of the chain transfer reactions because of the high resonance stability, 9,10 The commercial antioxidants were lost during processing, curing, and usage of the rubber article under severe operating conditions. The IPPD can provide adequate protection to NBR vulcanizates against all degradative forces and exhibits superior performance in all respects when compared with 6PPD.…”

Section: Effect Of 6ppd Ippd and Nr-g-pap On The Mechanical Propertmentioning

confidence: 99%

Amelioration of acrylonitrile–butadiene copolymer properties using natural rubber graft p‐aminophenol

El-Wakil

2006

A two-roll mill machine was used for the grafting of p-aminophenol (pAP) onto natural rubber (NR). The prepared NR graft p-aminphenol (NR-g-pAP) was characterized by 1 H NMR and IR spectroscopy techniques. The goal of this article is to study the effect of commercial antioxidants,, and the prepared NR-g-pAP, on the mechanical properties of acrylonitrile-butadiene (NBR) vulcanizates, the fluid compatibility of NBR vulcanizates, the hydraulic brake and clutch fluid dot, the diffusion out for NBR vulcanizate components, and the compression recovery of NBR vulcanizates. This study indicates that the NBR copolymer vulcanizate which contains the prepared NR-g-pAP has good protection against mechanical stress and the diffusion out of NBR vulcanizate components. The 6PPD and the prepared NR-g-pAP ameliorates the fluid compatibility of the oil seals, which is based on NBR as elastomer, and the hydraulic brake and clutch fluid dot.

Upgrading of acrylonitrile–butadiene copolymer properties using natural rubber–graft–N‐(4‐aminodiphenylether) acrylamide

Al-Ghonamy

Barakat

2010

The grafting of ADPEA onto natural rubber was executed with UV radiation. Benzoyl peroxide was used to initiate the free-radical grafting copolymerization. Natural rubber-graft-N-(4-aminodiphenylether) acrylamide (NR-g-ADPEA) was characterized with an IR technique. The ultrasonic velocities of both longitudinal and shear waves were measured in thermoplastic discs of NBR vulcanizates as a function of aging time. Ultrasonic velocity measurements were taken at 2 MHz ultrasonic frequency using the pulse echo method. We studied the effect of aging on the mechanical properties and the swelling and extraction phenomena for acrylonitrile-butadiene copolymer (NBR) vulcanizates, which contained the prepared NR-g-ADPEA and a commercial antioxidant, N-isopropyl-N 0 -phenyl-p-phenylenediamine. The prepared antioxidant enhanced both the mechanical properties of the NBR vulcanizates and the permanence of the ingredients in these vulcanizates.