Norborene

Blends of EMA copolymer and EPDM containing vinyl norborene as a third monomer were also investigated. Blending was carried out at 180°C at a rotor speed of 100 rpm. After the reaction, the blends were quenched on the cold rolls and were sheeted out. They were examined by IR spectra. The reduction of peak area related to unsaturation indicated a progressive loss of EPDM due to reaction with EMA. The extent of reaction depended on the utilization of unsaturation which is estimated to be 14% for EMA/EPDM at a 70 30 ratio and 53% at a 50 50 blend ratio. The tensile properties exhibit synergism as the EMA proportions change from 0% to 50%. 

Sulphines may react as dienophiles with 1,3-dienes with the formation of cyclic sulphoxides. Unstable 2,2-dichloro-5,6-dihydro-2ff-thiin-l-oxide 191 was formed in an exothermic reaction between 173aandcyclopentadieneat — 40 (equation 101). The simplest, parent sulphine, CH2 = S = O, prepared in situ by treatment of a-trimethylsilylmethanesulphinyl chloride with cesium fluoride, reacts with cyclopentadiene to give bicyclic, unsaturated sulphoxide 192 as a mixture of two diastereoisomers in a 9 1 ratio (equation 102). On the other hand, a,j8-unsaturated sulphine 193 (generated by thermolysis of 2-benzylidene-l-thiotetralone dimer S-oxide) in boiling toluene behaves as a 1,3-diene and was trapped by norborene forming sulphoxide 194 in 78% yield ° (equation 103). 

Entry Norborene Derivative (mmol) Product (g) Norborene Content (%) Mn (Da) PDF1 Tm (°C)... 

In this application two synthetic pathways leading to poly-merizable perfluoro (a) methacrylate or (b) norborene 1,1,1,3,3,3-hexafluoro monomers were prepared beginning with 2-acetyl-5-norbomene. 

An example of category 1 is found in the observation by Brown and Liu that eliminations from the rigid ring system 44, induced by the sodium salt of 2-cyclohexylcyclohexanol in triglyme, produces norborene (98 percent) but no 2-deuteronorbornene.103 The dihedral angle between D and tosylate is 0°, but... 

The synthesis of aza[ ]adderanes and azahomo[ ]adderanes (n number of fused rings) containing /3-lactams at the terminus has been reported for the first time (see Section 2.04.6.3). Cycloaddition of DMAD to the norborene 7i-bond of 513 in the presence of a ruthenium catalyst yielded [5]homoladderane 514 in 89% yield (Equation 85) <1997SL38>. Other examples of these types of compounds are reported in Section 2.04.6.3. 

Metathesis of alkenes is essentially a class of reactions where an interchange of C atoms between pairs of double bonds takes place. A few representative examples are shown by the reactions listed in Fig. 7.10. The industrial use of metathesis reactions so far has been limited mainly to exchange metathesis (Fig. 7.10, top, backward reaction) as in the SHOP process, and ring-open metathesis polymerization (ROMP). As already mentioned (Section 7.5), Vas-tenamer is a polymer made by Hulls by ROMP from cyclooctene. Similarly, the polymer from norborene by ROMP is manufactured by CdF Chemie and is sold by the trade name of Norsorex . 

Ans. The norborene -like double bond takes part in metathesis. 

Week [4] prepared photoluminescent polynorborene derivatives, (VII), by polymerizing aluminum-8-hydroxyquinoline-functionalized norborene, (VI), using benzylidene (l,3-dimesitylimidazolydin-2-ylidene)-(tricyclohexylpho-sphine)ruthenium dichloride. 

Thermoplastic resin compositions consisting of ethylene, propylene, 5-ethylidene-2-norborene, and trimethylsilyl 4-methyl-tetracyclo[6.2.1.1 . 0 ]-dodec-9-ene -carboxylate were prepared and hydrolyzed into the corresponding carboxylic acid. These materials are useful as transparent resins in automotive components. 

Functionalized norborene derivatives, (1) and (11), were prepared by Liaw [4] and used in preparing norborene block copolymers, (HI), using RuCl2(CHC6H5) [PCCgHii)] as the polymerization catalyst. 

Only a few alkenes form stable homoleptic metal complexes. Norborene allows the formation of relatively stable... 

PdCl(C4H7)(C7Hio) intramolecular insertion of norborene 11.3.3.1... 

PdCl[C7H8(OCH3)])2 intramolecular insertion of norborene into... 

The cycloaddition of sulfenes with enamines provides a good synthetic route to thiete 1, 1-dioxides (174) (see Chapter 7, p. 115) (Scheme 69).8 Thiete-1, 1-dioxides like (174) react with alkylamines by conjugate addition to yield the corresponding amino derivatives (175), and by heating in the presence of a reactive alkene, e.g. norborene (176), they form the [2+4] cycloadducts, e.g. (177) (Scheme 69). 

Ring opening metathesis polymerization (ROMP) of norborenes with a cyclophosphazene side group (104) in presence of the ruthenium catalyst (PCy3)2Ru(Cl2)CHPh has shown to yield organic polymers with a cyclophosphazene as pendant group (105). °... 

The growth of zinc-oxide nanoparticles from norborene-based block copolymers was demonstrated by Kofinas et al.78 The block copolymer consisted of polynorborene and poly(norborene dicarboxylic acid) (block-size ratio = 400 50) was synthesized by ROMP (Scheme 5.7).78 In a tetrahydrofuran (THF) solution, ZnCl2 was introduced into the dicarboxylic acid units and the resulting Zn2+-containing block film exhibited spherical domains... 

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