Citrus oils as chain transfer agents in the cross-metathesis degradation of polybutadiene in block copolymers using Ru-alkylidene catalysts — Oak Academic Publishing
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Citrus oils as chain transfer agents in the cross-metathesis degradation of polybutadiene in block copolymers using Ru-alkylidene catalysts
Instituto de Investigaciones en Materiales, Universidad Nacional Autónoma de México, México City, México
,
Centro de Investigaciones Biológicas del Noroeste, CIBNOR, México City, México
,
Instituto de Investigaciones en Materiales, Universidad Nacional Autónoma de México, México City, México
1 Instituto de Investigaciones en Materiales, Universidad Nacional Autónoma de México, México City, México
2 Centro de Investigaciones Biológicas del Noroeste, CIBNOR, México City, México
3 Instituto de Investigaciones en Materiales, Universidad Nacional Autónoma de México, México City, México
The cross-metathesis degradation of poly(styrene-co-butadiene) (styrene, 30 wt%) (SB-1) and poly(styrene-co-butadiene) (styrene, 21 wt%) (SB- 2) in the presence of essential oils and d -limo-nene as chain transfer agents (CTAs) using Rualkylidene catalysts (PCy 3 ) 2 (Cl) 2 Ru = CHPh (I) and (1,3-diphenyl-4,5-dihydroimidazol-2-ylidene) (PCy 3 )Cl 2 Ru=CHPh (II) was studied. Terpene-terminated butadiene oligomers and polystyrene blocks were obtained as products of the degradation of SB-1 and SB-2. Catalysts I and II showed high activity in the degradation of SB copolymers to produce the low molecular weight products ( M n = 276 - 335 g · mol -1 ) and yields ranging from 91% - 95%. The cross-metathesis degradation of copolymers in organic solvents and in citrus oils (mandarin, orange and lemon oils) proceeded with similar effi ciency and resulted in the same molecular weight butadiene oligomers. According to GS/MS (EI) analysis, the main products of the degradation of SB-1 copolymer with d -limonene were limonene-terminated oligomers of series A m ( m = 1 - 4).
KeywordsMetathesis DegradationPolybutadiene in BlockNatural Oilsd-LimoneneRu-Alkylidene Catalysts
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