13224-40-3

Usage

InChI:InChI=1/C20H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-18-22-20-16-14-19(21)15-17-20/h14-17,21H,2-13,18H2,1H3

Upstream product

• 123-31-9 hydroquinone 
• 103-16-2 4-Benzyloxyphenol 
• 112-71-0 1-Bromotetradecane 
• 67399-89-7 4-n-tetradecyloxybenzyloxybenzene 
• 72422-53-8 toluene-4-sulfonic acid tetradecyl ester 
• 30008-10-7 sodium 4-hydroxybenzen-1-olate 

Downstream Products

• 387354-30-5 1-chlorocarbonyl-4-(p-n-tetradecyloxyphenyl) biphenyl carboxylate 
• 387354-31-6 1-(3-hydroxyphenyl)-4-(p-n-tetradecyloxyphenyl) biphenyl dicarboxylate 
• 1404166-37-5 2,5-bis[(4-tetradecyloxyphenyl)oxycarbonyl]styrene 
• 1607444-13-2 C₅₇H₇₇NO₈ 
• 1363403-20-6 (4-tetradecyloxyphenyl)-4-formylbenzoate 

Relevant academic research and scientific papers

4-Methylresorcinol based bent-core liquid crystals with azobenzene wings-a new class of compounds with dark conglomerate phases

Stochastic achiral symmetry breaking in soft matter systems, leading to conglomerates of macroscopically chiral domains (so-called dark conglomerate = DC phases) is of contemporary interest from a fundamental scientific point of view as well as for numero

Synthesis and liquid crystal property of new fluoro coumarin carboxylates

New liquid crystalline 4-alkoxyphenyl-coumarin-3-carboxylates 6a-e, 7a-g, 8a-e, and 9a-e were prepared by reacting various coumarin-3-carboxylic acids 5a-d with 4-(alkoxy) phenols 4a-g in the presence of 1(3-dimethylaminopropyl-3- ethylcarbodiimide/dimethyl amino pyridine (EDCI/DMAP) as a coupling agent. The structures of the new coumarin derivatives were confirmed by spectral analysis and the liquid crystalline property was established by polarizing optical microscope and by differential scanning calorimetric techniques. The diethyl amine and morpholine were taken as electron-donating and -CF3 as electron-withdrawing groups at the seventh position of the coumarin-3-carboxylic acids to check the mesomorphic property in all new 4-alkoxyphenyl-coumarin-3- carboxylates. Among them, only 4-alkoxyphenyl-7-triflouromethyl-coumarin-3- carboxylates 7a-g exhibited liquid crystalline SmA phase.

Reentrant SmCPA phases: Unusual polymorphism variant SmA-SmCSPA-Colob-SmCSPA observed in new bent-core mesogens

A new homologous series of achiral five-ring bent-core mesogens is presented. The mesophase behaviour has been studied by polarizing microscopy, differential scanning calorimetry, X-ray diffraction and electro-optical measurements. The homologues with shorter terminal chains (C8, C 12) form an SmCPA phase, homologues with longer chains (C14, C16, C18) show liquid-crystalline tetramorphism with a sequence SmA-SmCSPA-Col ob-SmCSPA. The SmCPA phases are structurally identical and differ only in the mechanism of polar switching. The switching of the high-temperature SmCSPA phase takes place through the collective rotation of the molecules around their long axes whereas in the reentrant SmCSPA phase the switching is based on the director rotation around the tilt cone. By the application of an electric field the Colob phase can be irreversibly transformed to an SmCP A phase. In a limited temperature range the SmA phase shows a reversible field-induced transition into the SmCSPF phase. The electro-optical response of the mesophases is discussed on the basis of the structural features of these phases. The Royal Society of Chemistry 2006.

Design and synthesis of a novel and potent series of inhibitors of cytosolic phospholipase A2 based on a 1,3-disubstituted propan-2-one skeleton

Using knowledge of the substrate specificity of cPLA2 (phospholipases A2), a novel series of inhibitors of this enzyme were designed based upon a three point model of inhibitor binding to the enzyme active site comprising a lipophilic anchor, an electrophilic serine "trap", and an acidic binding moiety. The resulting 1,3-diheteroatom-substituted propan-2-ones were evaluated as inhibitors of cPLA2 in both aggregated bilayer and soluble substrate assays. Systematic variation of the lipophilic, electrophilic, and acidic groups revealed a well-defined structure-activity relationship against the enzyme. Optimization of each group led to compound 22 (AR-C70484XX), which contains a decyloxy lipophilic side chain, a 1,3-diaryloxypropan-2-one moiety as a unique serine trap, and a benzoic acid as the acidic binding group. AR-C70484XX was found to be among the most potent in vitro inhibitors of cPLA2 described to date being more than 20-fold more active against the isolated enzyme (IC50 = 0.03 μM) than the standard cPLA2 inhibitor, arachidonyl trifluoromethyl ketone (AACOCF3), and also greater than 10-fold more active than AACOCF3 against the cellular production of arachidonic acid by HL60 cells (IC50 = 2.8 μM).

Design and synthesis of a novel wing shaped achiral antiferroelectric liquid crystal

A novel wing shaped achiral antiferroelectric liquid crystalline compound, 1,3-phenylene bis-[phenylene-1-biphenyldicarboxylato)-3-(4-n-tetradecyloxybenzoyl)biphenyl dicarboxylate] (abbreviated as PBPBTB), having 1,3-phenylene [4-biphenyldicarboxylate-(4-n-tetradecyloxy benzoate)] units as wings, has been synthesized while its liquid crystalline behaviour is characterized by thermal microscopy (TM), differential scanning calorimetry (DSC), spontaneous polarization (Ps) and response times (τ) studies. The preliminary investigations on the ferroelectric properties of the present material show the presence of an antiferroelectric phase.

Tilt Angle Variation as a Function of Chain Length and Temperature in the Smectic C Phases of p,Alkoxyphenyl-p,Alkoxybenzoates

The variation of the tilt angle with temperature in the smectic C phase has generally been shown to be non-existent or very slow for compounds or mixtures with the nematic-smectic C transition, while in the case of systems with the smectic A-smectic C transition, a relation between the steepness of this variation, near the transition, and the width of the smectic A domain has been observed.In this work, the variation of tilt angle in the smectic C phase is described for p-alkoxyphenyl-p-alkoxybenzoate homologous series, for which the evolution of polymorphism can be controlled systematically, by varying stepwise the length of the aliphatic chains, and for which large domains can be obtained for each type of phase sequence, nematic-, smectic A- and isotropic-smectic C.After completing the discussion made previously on the incidence of chain length on polymorphism, we confirm that the variation of tilt angle with temperature is slowest for compounds with intermediate chain lengths corresponding to the largest smectic A temperature range; this variation becomes continuously steeper when the smectic A domain becomes narrow.In addition, we show that the same description can be extended to the other types of phase sequences, by using the hypothesis of a virtual smectic A-smectic C transition above the observed nematic- or isotropic-smectic C transition.In fact, short chain lengths for homologues with a nematic/smectic C transition, or long chain lengths for homologues with an isotropic/smectic C transition, lead to an increase of the tilt angle at the phase transition and to a decrease of the amplitude of its variation with temperature; in our description, this behaviour corresponds to an increase of the temperature range between the real and virtual transitions.As a consequence, the homologues with very short and very long chain lengths show a quasi temperature-independent tilt angle, while the other homologues present a tilt angle variation similar to that observed for compounds exhibiting a smectic C/smectic A transition.This feature indicates that there is no need to distinguish between different types of smectic C phase.

Pyridinium compounds which are useful as antagonists of platelet activating factor

The invention is aryl, amide, imide and carbamate pyridine antagonists of platelet activating factor.