37437-90-4

Upstream product

• 29776-96-3 1,2,4,5-hexatetraene 
• 66086-33-7 Di-tert-butyl acetylenedicarboxylate 
• 762-42-5 dimethyl acetylenedicarboxylate 

Downstream Products

• 77897-14-4 4,5,7,12,13-pentamethyl<2.2>paracyclophane 
• 77897-19-9 4,5,7,8,12,13,15-heptamethyl<2.2>paracyclophane 
• 77897-17-7 5,6,11,13,14,16-Hexamethyl-tricyclo[8.2.2.2^4,7]hexadeca-1⁽¹³⁾,4⁽¹⁶⁾,5,7⁽¹⁵⁾,10⁽¹⁴⁾,11-hexaene 
• 71779-89-0 4,5,15,16-tetramethyl<2.2>paracyclophane 
• 77897-20-2 4,5,7,8,12,13,15,16-Octamethyl<2.2>paracyclophan 

Relevant academic research and scientific papers

Novel poly(p-xylylenes): Thin films with tailored chemical and optical properties

Chemical vapor deposition polymerization is used to prepare submicron thin films of poly-(p-xylylenes) with distinct chemical and optical properties. The polymers are prepared from 13 different [2.2]paracyclophanes with variable degrees of substitution and functionalities including hydroxy, methoxy, amino, triflate, or trifluoroacetyl groups. The chemical composition of the poly(p-xylylenes) is in good accordance with expected chemical structures as confirmed by X-ray photoelectron spectroscopy, microanalysis, and reflection-absorption infrared spectroscopy. For all polymers, basic optical properties, such as extraordinary and ordinary indices of refraction, are reported and reveal optical anisotropy of the coatings. Experimental data correlate well with data generated by a uniaxial Cauchy dispersion model. Furthermore, a distinct correlation between refractive indices and the electronic properties of the functional groups is observed. Similarly, optical birefringence depends on the nature of the functional group as significant variation in optical birefringence was found among the reported poly(p-xylylenes).

Alkynes and Cumulenes, XII. The Application of Di-tert-butyl Acetylenedicarboxylate in Diels-Alder Additions

Di-tert-butyl acetylenedicarboxylate (1) may be added in good yields to the model dienes 1,3-butadiene (6a), 2-methyl-1,3-butadiene (6b), 2,3-dimethyl-1,3-butadiene (6c), furan (10), and 1,3-cyclohexadiene (19) to afford the Diels-Alder adducts 7a-c, 12 (E = CO2C(CH3)3), and 20, respectively.Under certain conditions the reaction with 10 also laeds to the four 2:1-adducts 13-16 (E = CO2C(CH3)3).Whereas the esters 7a-c are converted in quantitative yields to the corresponding anhydrides 8a-c by warming in the presence of catalytic amounts of p-toluenesulfonic acid or by heating in substance, the decomposition of 12 and 20 stops at the stage of the monoesters 17 and 21, respectively.Competition experiments show that 1 is approximately three times less reactive towards 6c than dimethyl acetylenedicarboxylate (11).It is shown that 1 is a useful dienophile for the preparation of "mixed" paracyclophanes of type 28.