TIPS‐Tetracene‐ and TIPS‐Pentacene‐Annulated Poly(norbornadiene)s: Synthesis and Properties

Abstract

Front Cover: The properties of elastomers are exploited to trigger wrinkling instabilities in curved shells. Each electro-spun micro-or nanofi ber consists of a soft core and a stiff outer half-shell, which are length-mismatched because of differential solvent de-swelling. The fi bers only wrinkle after attaining a well-defi ned helical shape. A simple analytical model is proposed to fi nd the curvature and wrinkle wavelength. Further details can be found in the article by Stimulus-sensing biohybrid materials have attracted signifi cant interest as smart materials with applications especially in the biomedical fi eld. Such materials harnessing unique properties of chemical and biological polymers are engineered to translate molecular stimuli into precisely defi ned mechanical material properties. This article gives an overview of how biological polymers can be used to control material properties and on their applications.

“Butterfly Wings” Stabilize Heptacene

“…5,12‐Bis((triisopropylsilyl)ethynyl)‐8,9‐dibromotetracene, 2,3,9,10‐tetrabromo‐6,13‐bis‐(triisopropylsilylethynyl)pentacene, and Sn,Sn ‐dimethyl‐9‐stannafluorene were synthesized according to literature procedures. https://www.ccdc.cam.ac.uk/services/structures?id=doi:10.1002/^chem.201801079 1826257 ( 1 ), 1826259 ( 3 , Figure ), and 1826258 ( 3 , Figure S26 in the Supporting Information) contain the supplementary crystallographic data for this paper.…”

Dye-functionalized polymers via ring opening metathesis polymerization: principal routes and applications

“…[2.2.1]Bicyclohept-5-enederivatives (norbornenes) are the most common monomers in ROMP, as a huge variety of different monomers can be [15][16][17], pentacene [18], tetracene [18] Anthracene [15,17], pyrene [19], benzothienobenzothiophene [20] --Anthracene [74] Fluorene [90] (Hetero)cycles Perylene bisimides [21][22][23][24], hexabenzocoronene [25][26][27], quinolone [26], pyrene [29] Phenanthroimidazole [30,31] perylene bisimides [21], quinizarine [32], phenoxynaphthacene [33] Perylene bisimides [21] Phenanthroimidazole [11], perylene bisimides [8], pyrene [9] Coumarin [79] Benzoxazole [81] Benzoxazole [76,90] a Triphenylmethane dyes (Dichloro)fluorescein [40], eosin [40] Eosin [41] Oregon Green 488 [42], rhodamin B [43], rhodamin [44], fluorescein [44], eosin [45][46][47] Fluorescein [10] Rhodamin, [10,…”

“…A wide range of suitable monomers has been copolymerized comprising (hetero)polyaromatic compounds [15][16][17][18][19][20][21][22][23][24][25][26][27][28][29][30][31][32][33], and more sophisticated functionalities like conjugated oligomers [34][35][36][37][38][39], triphenylmethane [40][41][42][43][44][45][46][47], azo [48][49][50][51][52], or polymethine [53][54][55][56][57] dyes. Even transition metal coordination compounds of aluminum [58,59], iron [60], zinc [61][62][63], ruthenium [64, 65], europium …”

“…Another approach for the preparation of PV cells was carried out by Marder et al where perylene-3,4,9,10-tetracarboxylic diimides have been linked to a norbornene moiety. Two different perylene monomers have been synthesized; one where the monomer moiety is linked via one of the imide nitrogen atoms (18) and another one where the norbornene moiety is linked via the ''bay''-area of the perylene (19, Fig. 8).…”

Synthesis of Soluble, Alkyne‐Substituted Trideca‐ and Hexadeca‐Starphenes

“…[Ni(COD) 2 ] (146 mg, 530 μmol, 1.25 equiv) was added to give a purple solution. 9,10‐Dibromo‐6,13‐bis(triisopropylsilylethynyl)tetracene6b ( 3 ; (300 mg, 402 μmol, 1.0 equiv) was dissolved in dry THF (10 mL) and added dropwise over 15 min. The flask was capped and stirred at room temperature for 16 h. The reaction mixture was filtered through a pad of silica and eluted with dichloromethane, before the solvent was removed under reduced pressure.…”