Synthesis of low molecular weight hydroxy‐terminated <i>cis</i>‐1,4‐polybutadiene

Stephens, William D.; McIntosh, Charles R.; Taylor, C.

doi:10.1002/pol.1968.150060434

Cited by 16 publications

(3 citation statements)

References 5 publications

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“…1,2 In addition to polymerization methods, such telechelics can be prepared by the selective cleavage of a polymer with synchronous functionalization. 3 In this field, the controlled degradation of polymers and copolymers of dienes are usually studied, and the oxidative cleavage of double bonds, including ozonolysis 4,5 and RuO 4 oxidation, 6 has been found to be efficient (Scheme 1).…”

Section: Introductionmentioning

confidence: 99%

Telechelic cis‐1,4‐oligoisoprenes through the selective oxidolysis of epoxidized monomer units and polyisoprenic monomer units in cis‐1,4‐polyisoprenes

Gillier‐Ritoit

Reyx

Campistron

et al. 2002

J of Applied Polymer Sci

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Telechelic cis-1,4-oligoisoprenes were prepared by the selective cleavage of weak epoxidized units (E) in epoxidized cis-1,4-polyisoprenes (EPIs) and by the random cleavage of isoprenic units (I) in cis-1,4-polyisoprene (PI). In both cases, cleavage by periodic acid (H 5 IO 6 ) in tetrahydrofuran led to aldehydic and ketonic chain ends. Through variations in the E/(I ϩ E) molar percentage (E%) in the cleavage of EPI and through variations in the H 5 IO 6 /I molar percentage (PA%) in the cleavage of PI, a polydispersity index near 2 and a number-average molecular weight of 2 -20 ϫ 10 3 were obtained. The correlation of the degree of scission with E% and PA%, combined with kinetic, led to the proposal of a two-step mechanism for the H 5 IO 6 cleavage of double bonds.

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Section: Introductionmentioning

confidence: 99%

Telechelic cis‐1,4‐oligoisoprenes through the selective oxidolysis of epoxidized monomer units and polyisoprenic monomer units in cis‐1,4‐polyisoprenes

Gillier‐Ritoit

Reyx

Campistron

et al. 2002

J of Applied Polymer Sci

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“…They observed hydroxy and carbonyl groups at 2.9 and 5.8 nm. Stephens (80) low molecular weight hydroxy terminated oligomers were obtained when ozone gas was passed through cis-1,4polyisoprene, (solution in chloroform) for 75 minutes at room temperature. Fujio et al (81) studied high molecular weight polymers which are containing 1,4-conjugated diene configuration, were reductively ozonolysed to give hydroxy terminal low molecular weight polymers, which were condensed trimellitic anhydride (lithium aluminium hydride or sodium borohydride), to give polyesters which are useful in coatings, adhesives or synthetic rubbers.…”

Section: Formation Of Functionalised Oligomersmentioning

confidence: 99%

Ozonolysis of Natural Rubber: A Critical Review

Solanky

Singh

2001

Progress in Rubber and Plastics Technology

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“…On this basis, we can mention the specific ozonolysis of high molecular weight cis-1,4-polybutadiene followed by specific reduction of the intermediary polymeric ozonide. 17 The hydroxy terminated liquid polybutadienes obtained are highly cis-1,4, be known difficult to be prepared by direct telomerization.…”

Section: Oxidative Chain Scissionmentioning

confidence: 99%