Oxidation and Structuring of Polydicyclopentadiene Thin Layers

Abstract

It has been shown that polymeric film coatings derived from polydicyclopentadiene are subject to oxidation and structuring in air. Oxidation in air of double bonds in films gradually happens during several weeks and it comes amid an increase of adsorption band of carbonyl and hydroxyl groups in polymers infrared spectrums. Moreover, because of selective oxidation of cis-configured chains, structuring occurs around the double bonds in the polymer chain in polydicyclopentadiene films acquired by metathesis polymerization

Rapid Decontamination of Chemical Warfare Agent Simulant with Thermally Activated Porous Polymer Foams

“…18,19 Another common polymer, poly(dicyclopentadiene) (pDCPD), oxidizes in air to produce peroxy, hydroxyl, and carbonyl moieties. 20,21 In this Research Note, we demonstrate that such self-generated oxidation products rapidly form at elevated temperatures in air, and quickly sequester and peroxide decontamination solutions; however, the oxidants in pDCPD remain localized to the polymer matrix. Compared to liquid peroxide-based decontamination solutions, such as Decon Green, 22 which comprises 35% hydrogen peroxide, 23 the pDCPD foams greatly reduce unintended corrosion that plagues these liquid decontamination methods.…”

“…Another common polymer, poly­(dicyclopentadiene) (pDCPD), oxidizes in air to produce peroxy, hydroxyl, and carbonyl moieties. , In this Research Note, we demonstrate that such self-generated oxidation products rapidly form at elevated temperatures in air, and quickly sequester and decontaminate the toxic CWA simulant demeton- S ( O , O -diethyl S-2-(ethylsulfanyl)­ethyl phosphorothioate), which is a proxy compound for the potent CWA VX (S-2-(diisopropylamino)­ethyl O -ethyl methylphosphonothioate). The pDCPD oxidizes demeton- S similarly to commercial peroxide decontamination solutions; however, the oxidants in pDCPD remain localized to the polymer matrix.…”

“…Simultaneously, bound oxidation products such as hydroxyl (3400 cm −1 ), carbonyl (1710 cm −1 ), and peroxy (851 and 838 cm −1 ; see the Supporting Information) moieties (denoted by red arrows in Figure 2) increased, which has also been reported in the literature for both elevated-temperature and room-temperature pDCPD oxidation. 20,21,26 The lack of C−H stretching modes in the FTIR-ATR spectra near 2900 and 2800 cm −1 suggested the vibrational band at 1710 cm −1 is likely not an aldehyde moiety but a ketone. In addition, the lack of the secondary broad characteristic carboxylic acid feature near 2600 cm −1 further supports the ketone assignment.…”

The chemistry of the carbon-transition metal double and triple bond: Annual survey covering the year 2014

“…74) [318]; (7) a tris(norbornenecarboxylate) connected to a carbon nanotube [319]; (8) bis(norbornenecarboxylate ester)s (e.g. 73) [320]; (9) 5-ethylidenenorbornene (68) [321], including its use as a part of a self-healing system [322]; (10) vinylnorbornene [323]; (11) tetracyclododecene (69) [324]; (12) norbornadienes connected to various hydrophobic groups, including a steroid system [325]; (13) dicyclopentadiene [326,327,328,329,330,331,332,333,334,335,336], including polymerizations performed in the presence zinc oxide nanoparticles [337], urea formaldehyde microcapsules [338],mildly oxidized graphene oxide [339], barium titanate [340], and high internal phase emulsions [341,342]; (14) the norbornadiene-anthracene Diels-Alder adduct (76) [343,344]; (15) norbornenedicarboxylate esters connected to cyanobiphenyl groups [345], to anthracene groups [346], and to nitroxide groups (e.g. 79) [347]; (16) the three stereoisomeric dimethyl norbornenedicarboxylates (determination of the relative rates of ROMP) [348]; …”

Synthesis of polydicyclopentadiene using the Cp2TiCl2/Et2AlCl catalytic system and thin-layer oxidation of the polymer in air

“…However, the surface of PDCPD loses its transparency and becomes dark as a function of time when stored in air. This is attributed to the formation of crosslinking in the polymer structure and oxidation of unsaturated bonds, which are excessively present in the polymer structure [12–14].…”