Mesomorphism in chloro substituted isomeric series including chalconyl central bridge

A novel homologous series of thermotropic liquid crystals α-4-(4′-n-alkoxy benzoyloxy phenyl) β-2″-chloro benzoyl ethylenes have been synthesized and studied with a view to understand and establish the effect of molecular structure on liquid crystal (LC) properties with reference to molecular flexibility in isomeric series with differing positional status of same functional group. Novel homologues series consist of 12 homologues C₁ to C_16. C₁, C₂, and C₃ homologues are nonliquid crystals (NLC) and rest of the homologues are liquid crystals. C₁₀ to C₁₆ homologues are enantiotropically smectogenic plus nematogenic and C₄ to C₈ homologues are enantiotropic nematic. The texture of nematogenic derivatives is threaded or schlieren and that of the smectic mesophase are focal conic of the type smectic A or C. Analytical, thermal and spectral data supported molecular structures of novel homologues. Transition temperatures as determine by a hot stage polarizing optical microscopy (POM) were plotted against number of carbon atom present in n-alkyl chain ‘R’ of left n-alkoxy (-OR) group and the phase transition curves Cr–I/M, Sm–N, N–I were obtained on linking like or related points. The odd–even effect is observed for the N–I transition curve and thus transition curves behaved in normal manner. The even-membered nematic transition curve occupied higher position than the odd-membered transition curve. Present series is predominantly nematogenic and partly smectogenic with middle-ordered melting type.     

Molecular structural flexibility dependence of mesomorphism through ortho-substituted bromo group

A novel series of liquid crystal (LC) materials of Schiff's bases viz. RO-C₆H₄?CH?CH?COO?C₆H₄?N?CH?C₆H₄?Br (ortho) is synthesized and studied with a views to understanding and establishing the effect of molecular structure on liquid crystal properties and to provide novel thermotropic LC material to the scientific and technological community of research interest. The novel series consists of thirteen members (C₁ to C₈, C₁₀, C₁₂, C₁₄, C₁₆ &; C₁₈). All the members of a series are enantiotropic liquid crystals. Smectic (C₁₀?C₁₈) and nematic (C₁?C₁₈) property commence from C₁₀ and C₁ homologue respectively. Transition temperatures and the textures of homologues were determined using a polarizing optical microscope (POM) equipped with a heating stage. Transition curves Cr-M, Sm-N and N-I of a phase diagram behaved in normal manner. Odd–even effect is absent for Sm-N transition curve, but it is present for N-I curve. Sm-N transition curve is extrapolated to C₈ and C₆ nonsmectogenic homologues to determine and predict their latent ability for exhibition of smectic property. Analytical and spectral data confirms the molecular structures of homologues. Thermal stabilities of smectic and nematic are 85.4°C and 130.1°C °C whose upper and lower total mesophase length vary from 58.0°C to 06.0°C at the C₁₀ and C₁ = C₅ = C₆ homologue, respectively. Textures of nematic phase are threaded or Schlieren and smectic phase are of type A or C. LC properties of present novel series are compared with structurally series known series. Thus, present novel series is predominantly nematogenic and partly smectogenic with middle ordered melting type and considerable total mesophase length range.     

Study of the molecular structure on liquid crystal properties with reference to thermotropic azoester derivatives

An azoester homologues series: RO?C₆H₄?COO?C₁₀H₆?N?N?C₆H₄?OC₅H₁₁ (para) as novel liquid crystalline (LC) materials has been synthesized and studied with a view to understanding and establishing the effects of molecular structure on LC properties with reference to laterally substituted phenyl ring and terminally substituted ?OR and ?OC₅H₁₁ (n) groups; including ?COO? and ?N?N? central bridges. Novel homologous series of thermotropic LC variety consists of thirteen homologues (C₁ to C₁₈). C₁ to C₃ derivatives are nonliquid crystal (NLC); C₄ is only nematogenic and C₅ to C₁₈ are smectogenic plus nematogenic. All the mesogenic homologues (C₄ to C₁₈) are enantiotropically nematogenic or/and smectogenic as confirmed by a polarizing optical microscopy (POM) equipped with a heating stage. Transition curves Cr-I/M, Sm?N, and N?I behaved in normal manner in a phase diagram. Odd-even effect is exhibited by Sm?N and N?I transition curves. Analytical, spectral and thermal data confirms the molecular structure of novel homologues. Novel azoester series is predominantly nematogenic and partly smectogenic whose mesogenic temperatures ranges minimum to maximum from 79.0°C to 162.0°C. Thermal stability for smectic and nematic are 128.2°C and 147.7 °C, respectively. Thus, it is a middle ordered melting type of novel series whose total mesophaselength ranges from 20.0°C to 56.0°C. Textures of nematic are threaded or schlieren and that of smectic are smectic A or C.     

Role of n-alkoxy terminal end groups on mesomorphism

A homologous series RO-C₆H₄-CH:CH-COO-C₆H₄-CO-CH:CH-C₆H₄-OC₆H₁₃ (n) of novel liquid crystals (LC) has been synthesized and studied with a view to understanding and establishing the relation between molecular structure of a substance and the LC properties or behavior of thermotropic LC materials. Novel series consist of 11 homologues. C₁ and C₂ homologue derivatives are non-LCs and the rest of homologues (C₃ to C₁₆) are nematogenic without exhibition of smectic property. Transition temperatures were determined by an optical polarizing microscopy equipped with a heating stage. Transition curve Cr-N/I of a phase diagram behaved in normal manner. N/I transition curve partly deviated at C₆ and C₁₀ homologues from normal descending behavior, and exhibited very narrow and sharp odd-even effects. Textures of nematic phase are threaded or Schlieren. Thermal, analytical, and spectral data confirmed the molecular structures of novel chalconyl ester derivatives. Thermal stability for nematic is 95.77°C and the upper and lower mesophase lengths vary from 35 to 16°C at C₅ and C₈ homologues respectively. Group efficiency order derived for nematic on the basis thermal stability is -OC₁₀H₂₁ (n) > -OC₈H₁₇(n) > -OC₆H₁₃(n).     

Mesomorphism dependence on molecular rigidity

A novel ester homologous series of thermotropic liquid crystal (LC) has been studied with a view to understanding and establishing the relation between LC property and the molecular structure. The series consists of 11 members, the C₁–C₅ and C₁₆ members of the series are nonliquid crystals. LC properties commence from the C₆ homolog and continue up to the C₁₄ homolog as enantiotropic nematic and smectic in addition to nematic. Transition temperatures of the homologs were determined by an optical polarizing microscope equipped with a heating stage. Textures of nematic phase are threaded or Schlieren and that of smectic is focal conic of the type-A. Analytical and spectral data confirm the structures of homologs. Thermal stability for nematic is 93 °C and 136 °C, respectively. The N–I and Sm–N transition curves of phase diagram do not exhibit odd-even effect. The N–I transition curve partly behaves in an abnormal manner. The Cr–I and Sm–N transition curves behave in normal manner. The LC behavior of the present series is compared with structurally similar known homologous series.     

Molecular flexibility dependence on mesogenic behaviors of isomeric and nonisomeric series

A novel homologous series containing vinyl ester and azomethane central bridges and n-alkoxy as well as 3″,4″-dimethyl groups as flexible terminal/lateral groups viz. RO?C₆H₄?CH = CH?COO?C₆H₄?N?CH?C₆H₃-(CH₃)₂ have been synthesized and studied with a view to establishing the relation between molecular structure and thermotropic liquid crystal (LC) properties with reference to molecular flexibility within the series. The series consists of twelve homologues (C₁ to C₁₆). C₆ and C₇ homologues are smectogenic plus nematogenic and C₈ to C₁₆ homologues are only smectogenic, and the rest of the homologues (C₁ to C₅) are nonmesomorphic. Transition temperatures and the textures of the homologues were determined using an optical polarizing microscope equipped with a heating stage (POM). The textures of a nematic phase are threaded or Schlieren and that of a smectic phase are of the A or C type. Analytical, thermal and spectral data support the molecular structures. Smectic and nematic thermal stabilities are 116.85°C and 147.5°C, respectively. Whose Sm?N/I and N-I mesophase lengths are varied between 15°C to 21°C and 25°C to 62°C, respectively. The novel compounds are compared with structurally-similar series.     

Mesomorphic dependence on molecular rigidity by central bridge and homo–hetero ring systems

A novel homologous series of thermotropic derivatives containing a heterocyclic ring was synthesized and studied with a view to understanding and establishing a relation between liquid crystal (LC) properties and the molecular structure of chalconyl derivative in general. The series comprises 12 homologues, of which smectogenic LC property commences from the decyloxy (C₁₀) homologue and continues for C₁₂, C₁₄, and C₁₆ homologues. Homologues C₁ to C₈ are non-liquid crystals. Exhibition of nematogenic mesophase is totally absent. Transition and melting temperatures were determined by an optical polarizing microscope equipped with a heating stage. Spectral and analytical data confirmed the molecular structures of homologues. The textures of smectic mesophase are A or C, and are determined by a miscibility method. The average thermal stability of the smectic phase is 113.57°C. The mesogenic phase length ranges between 4.1°C and 11.1°C. Thus, it is a middle-ordered melting-type series of shorter range of liquid crystallinity with absence of nematogenic character. Some LC properties of the present series are compared with a structurally similar known homologous series.     

Mesomorphism dependence on molecular rigidity with reference to ‒CH˭CH‒ unit of central bridge

A novel ester homologous series of rich mesomorphism and low temperatures with unexpected phase behaviors of eleven homologues was synthesized and studied with a view to understanding and establishing the relation between mesomorphic behaviour and the molecular structure of a series 4-(4′-n-alkoxybenzoyloxy)-4″-chlorobenzyl cinnamates. All the members of the novel series are enantiotropically smectogenic and the octyloxy (C₈) to hexadecyloxy (C₁₆) homologues are enantiotropically nematogenic, in addition to smectogenic. Odd–even effect is observed for Sm?I/Sm?N transition curve but it is absent for N?I transition curve. Textures of nematic phase are threaded or Schlieren and that of the smectic phase are fan shaped or batonates of smectic-A type phase or Smectic-C type for C₁₆ homologues as judged directly from a heating stage of an optical polarizing microscopy. Analytical and spectral data confirmed the molecular structures of novel homologues. Mesomorphic properties of present series are compared with the structurally similar other known series. The average smectic and nematic thermal stabilities are 92.78°C and 100.8°C, respectively. Mesophase length minimum to maximum for smectic and nematic are 21.0°C to 31.1°C and 8.4°C to 42.6°C respectively. Thus, the present novel series is partly nematogenic and fully smectogenic with considerable degree of mesomorphism and low melting type.     

Mesomorphism dependence on molecular rigidity and substitution of same functional group on lateral or terminal position of tailed phenyl ring

Novel liquid crystal materials (LCs) of low temperature range (53°C to 75°C) have been synthesized through a series of chalconyl derivatives consisting of two phenyl rings bonded through a –CH?CH?CO? central bridge to study the effect of molecular structure on LC properties in general and with a focus on molecular rigidity. The novel homologues series (C₁ to C₁₈) consists of thirteen homologues with general formula RO?C₆H₄?CH?CH?CO?C₆H₄?OC₁₀H₂₁(n) (meta). The C₁, C₂, C₃ homologues are nonliquid crystals (NLC) and the rest of the homologues (C₄ to C₁₈) are either monotropic or enantiotropic liquid crystals. C₄ to C₆ homologues are enantiotropicnematic and the rest of the mesomorphic homologues are (C₇ to C₁₈) monotropicsmectic in addition to monotropicnematic character. Transition and melting temperatures including textures of homologues were determined by an optical polarizing (POM) microscopy equipped with a heating stage. Textures of a nematic phase are threaded or Schlieren, and that of the smectic phase are of the type Smectic A or C as judged directly from the heating top of the microscope. Thermal stability for smectic is very poor and of the nematic is (N-I) 69.3°C whose, total mesophase length ranges between 07.0 to 14.0°C at C₈ and C₄ homologues respectively.     

Synthesis of novel ester series and study of its mesomorphism dependence on terminal end group with lateral –OCH3 group

Novel liquid crystal (LC) materials of ester derivatives were synthesized and studied with a view to understanding and establishing the effects of molecular structure on LC properties. The novel molecules consist of two phenyl rings bonded through –COO– central group and a laterally substituted methoxy group with –OC_nH_2n+1 as well as –COOCH₃ terminal end groups, and yielded 12 homologous members of an ester series. The C₁ to C₃ members are nonmesomorphic, the C₄ to C₁₂ members are enantiotropic nematic only, and the C₁₄ to C₁₆ members are enantiotropically smectogenic in addition to nematogenic. Transition temperatures and the textures of LC state were observed through an optical polarizing microscope (POM) equipped with a heating stage. The textures of nematic phase are threaded or Schlieren, and that of smectic phase are focal conic of the type A or C. Transition curves of a phase diagram behave in normal manner with the exhibition of an odd-even effect (only N-I). Analytical and spectral data support the molecular structures of the novel ester derivatives. The LC properties of the present series are compared with structurally similar other known series. The average thermal stability of the series is 93°C for smectic and 120.88°C for nematic and the mesogenic phase length ranges between 2°C and 46°C.     

Synthesis and Mesomorphic Characteristics of Fluoroaniline Derivatives with Different Lateral Groups

Two new homologous series of liquid crystals viz. 4-(4'-n-alkoxybenzoyloxy)-2-chlorophenylazo-4”-fluorobenzenes(I) and 4-(4'-n-alkoxybenzoyloxy)-2-methylphenyl azo-4”-fluorobenzenes(II) with terminal fluoro, lateral chloro(I) and methyl(II) group and central ester and azo linkages are synthesized and their mesomorphic properties are studied. Both the series are similar in molecular structure with the difference in their lateral substitutions; series I has chloro group and series II has methyl group as laterally substituted groups. All the twelve homologues of each of the series are mesogenic in nature. Series I shows nematic mesophase from the first C₁ to the last C₁₆ derivative synthesized; smectic mesophase is exhibited by last two viz. C₁₄ and C₁₆ derivative, where as all the members from C₁ to C₁₆ of series II only show nematic mesophase. The nematic mesophase shows marble texture and the smectic mesophase shows Schlirene texture of the Smectic C variety. Both the series are compared with structurally related series.     

Dependence of thermotropic mesomorphism on lateral nitro group

A novel homologous series RO-C₆H₄-COO-C₆H₃-(NO₂)-CO-CH?CH-C₆H₄OC₁₈H₃₇(n) para of chalconyl ester derivatives have been synthesized and studied with view to understanding the effect of an ortho substituted nitro group on thermotropic liquid crystal (LC) behavior. The novel homologous series consists of thirteen homologues (C₁ to C₁₈). The C₁ to C₄ homologues are nonliquid crystal (NLC) and the rest of the homologues (C₅ to C₁₈) homologues are enantiotropically nematogenic without exhibition of a smectic phase even in the monotropic condition. Transition temperatures were determined by an optical polarizing microscope (POM) equipped with a heating stage. Texture of nematic phase are threaded or Schlieren. Analytical, thermal and spectral data supported molecular structure of homologues. Thermal stability for nematic is 147.1°C whose mesophase lengths vary between 16.0 and 32.0°C the C₇ and C₁₈ homologues, respectively, and their mesogenic exhibition range between 96.0 and 166.0°C. Thus, the present novel series is middle ordered melting type, Group efficiency order is derived from comparative study of structurally similar series. The transition curves of a phase diagram behaved in normal manner except C₁₀ and C₁₆ homologues. Odd-even effect is observed for N-I transition curve. Group efficiency order derived is: -OC₁₂H₂₅ (n) > -OC₁₈H₃₇ (n) > -OC₁₈H₃₇ (n).     

Study of Molecular Structure,Mesomorphism and Their Relation with Molecular Rigidity-Flexibility

Entirely smectogenic novel chalconyl homologue derivatives of thermotropic liquid crystals (LC) have been synthesized with a view to understanding and establishing the effects of molecular structure on liquid crystal properties and the degree of liquid crystallinity. The homologous series consists of 12 (C₁ to C₁₆) homologues with absence of nematogenic character throughout the present series. The textures of smectic phase are fan shaped or batonnet type of smectic-A or of smectic-C. Phase transition temperatures and thermotropic data were determined by an optical polarizing microscope equipped with a heating stage. The smectic–isotropic (Sm-I) phase transition curve and the Cr-Sm transition curve behave in normal manner in the phase diagram. Analytical and spectral data confirm molecular structures of novel homologues. The average thermal stability for smectic is 139.42°C and the mesogenic phase length ranges from 3.5°C to 79.6°C. Mesogenic properties are compared with the structurally similar known series.     

Mesomorphism dependence of a terminal or lateral alkoxy group

A novel homologous series of thermotropic mesomorphs has been synthesized and studied with a view to understanding and establishing the effect of molecular structure on mesomorphic properties with reference to rigidity and flexibility of the homologues series: RO-C₆H₄-CH?CH-CO-C₆H₄-OC₁₈H₃₇(n). The novel homologous series comprises 13 novel homologues (C₁ to C₁₈), from which 11 homologues are enantiotropically mesogenic (C₃ to C₁₈). Smectogenic mesophase commences from C₇ homologue, and nematogenic mesophase is exhibited by C₃ to C₁₈ homologues in enantiotropic manner. Thus, C₇ to C₁₈ homologues are enantiotropically smectogenic plus nematogenic. Textures of smectic phase are of the type A or C, and that of nematic phase are threaded or Schlieren as confirmed through an optical polarizing microscope equipped with a heating stage. Transition curve of a phase diagram behaved in a normal manner except N-I transition curve, which shows minor deviating trend (C₁₂ to C₁₈) from expected normal behavior. An odd-even effect is exhibited by N-I and Sm-N transition curves. Analytical, spectral, and thermal data confirm the molecular structures of novel homologues. Thermal stabilities for smectic and nematic are 52.7°C and 66.6°C, respectively, whose total mesophase lengths range from 12.0°C to 28.0°C. Thus, novel series of chalcones is a low melting series whose mesogenic transition temperatures vary between 38.0 and 86.0°C.     

Mesomorphism Dependence on Molecular Structure

A novel homologous series of liquid crystal (LC) derivatives of general structure: RO·C₆H₄·COO·C₆H₃·OCH₃(ortho)CH = CH·COO·(n)C₅H₁₁ was synthesized and studied with a view to understanding the effect of molecular structure on liquid crystal behavior with reference to lateral –OCH₃ and terminal end group. Homologous series consists of 12 derivatives (C₁–C₁₆), the first five (C₁–C₅), and the last (C₁₆) members are not liquid crystals and the rest of the homologs (C₆–C₁₄) are enantiotropically smectogenic without exhibition of the nematic phase. The textures of the smectic phases are focal conic fan shaped or batonets of smectic-A or smectic-C. Average thermal stability for smectic is 81.8°C and mesophase length ranges from 9°C to 31°C. Transition curves of a phase diagram (Sm-I and Cr-Sm/I) behave in a normal manner. The Sm-I transition curve exhibits an odd-even effect. Analytical and spectral data support the molecular structures. The series is smectogenic of a middle ordered melting type. LC properties of the present series are compared with structurally similar known homologous series. Transition temperatures were determined by an optical polarizing microscope equipped with a heating stage.     

Mesomorphism dependence on molecular rigidity and flexibility

A novel homologous series of mesogens was synthesized and studied with a view to understanding and establishing the relations between molecular structure and liquid crystal properties. Eleven members of the series were synthesized. Mesogenic behavior commences from the C₆ member and continues up to the C₁₄ member. The rest of the members, C₁ to C₅ and C₁₆, are non-mesogenic. Mesogenic homologues (C₆ to C₁₄) are enantiotropically nematogenic. Textures of nematic phase are threaded or Schlieren. Transition temperatures were determined by an optical polarizing microscope equipped with a heating stage. Analytical and structural data confirm the molecular structures of homologues. Thermal stability for nematic phase is 198.0°C. Mesomorphic phase length ranges from 11.0°C to 50.0°C. Cr-I/N and N-I transition curves of a phase diagram behave in normal manner from C₁ to C₁₂ members, and higher members C₁₄ and C₁₆ deviated from normal behavior. Mesogenic properties of present novel ester series are compared with the structurally similar series. Odd-even effect is missing for the N-I transition curve. Thus, the present series is partly nematogenic without exhibition of smectic property whose transition temperatures vary between 153°C and 210°C.     

Study of the Effect of Lateral Substitution on Mesogenic Behavior with Reference to -CH=CH- Unit

A novel cinnamate ester homologous series has been synthesized and studied with a view to understanding and establishing the effects of molecular structure on liquid crystal (LC) properties with a focus on the highly polar methoxy group as a lateral substituent. The series consists of twelve homologs; of which C₁–C₅ are nonmesogenic, and the rest of the homologs are enantiotropically smectogenic or and nematogenic. The texture of nematic phases is threaded or Schlieren and that of the smectic is either smectic A or C, as recognized and determined through an optical polarizing microscope equipped with a heating stage. The Sm-N I and N-I transition curves exhibit odd-even effects and behave in normal manner. The Cr-I M behaves in normal manner. Analytical and spectral data confirm the molecular structures of homologs. The average thermal stabilities for smectic and nematic are 125.3 C and 129.8 C, respectively, whose total mesophase length varies from 13 C to 51 C. Some LC properties of present series are compared with the structurally similar known series.     

Mesomorphism dependence on lateral substitution and central bridge

A novel ester homologous series was synthesized and studied with a view to understanding and establishing the effects of molecular structure on liquid crystal properties with a common laterally substituted –OCH3 group and changing terminal groups. The novel series consists of twelve members. The C₁ to C₃ members are not liquid crystals and the rest of the members C₄ to C₁₆ are smectogenic without exhibition of nematic character. Textures of smectic phase are focal conic fan shaped of the type A or C. The transition temperatures and textures of smectic mesophases were observed through hot stage polarizing microscopy (POM). The transition curves (Cr-I or Cr-M and Sm-I) behaved in normal manner. Analytical and spectral data support the molecular structures. Average thermal stability for smectic is 77.25°C and smectogenic mesophase ranges from 15°C to 33°C. Liquid crystal properties of the present series are compared with structurally similar homologous series. Thus, the series is smectogenic only with three homologs nonmesogenic.     

Dependence of mesomorphism on geometrical shapes of isomeric and nonisomeric series of chalconyl esters

A meta substituted chalconyl ester homologous series: RO?C₆H₄?COO?C₆H₄(meta)?CO?CH?CH?C₆H₄?OC₁₂H_25(n)(para) is synthesized and studied with a view to understanding the effect of molecular substitution at meta position in a molecular structure on thermotropic liquid crystal properties. The novel homologous series consists of thirteen homologues (C₁ to C₁₈). All the homologues except the nonliquid crystal homologues C₁, C₂, C₃ are enantiotropic nematic with the absence of smectic properties. The transition and melting temperatures were determined by an optical polarizing microscopy (POM) equipped with a heating stage. Textures of a nematic phase are threaded or Schlieren. Transition curves (Cr-N/I and N-I) behave in normal manner except homologues between C₁₀ and C₁₄ of N-I curve, which show negligible deviation from normal and a smooth descending tendency. The N-I transition curve exhibits an odd-even effect up to C₁₀ homologue and then the odd-even effect disappears for higher homologues. Analytical and the spectral data support the molecular structures. Thermal stability for nematic is 107.3°C and the mesophase lengths range between 13.0°C and 35.0°C at the C₁₈ and C₁₂ homologues respectively. Group efficiency order for nematic is derived on the basis of thermal stability as ?OC₁₂H_25(n) (linear) > ?OC₁₂H_25(n) (nonlinear) > ?OC₁₆H₃₃ (nonlinear).     

Synthesis and study of mesomorphic properties in rod-like chalconyl compounds

In order to investigate the influence of the central linking group and effect on flexibility on mesophase behavior of liquid crystal we have synthesized newly homologous series viz. 3-(4-Octyloxyphenyl)-1-(4′-n-alkoxy phenyl) prop-2-en-1-one (Series-l) consists of thirteen homologues (C₁ to C₈, C₁₀, C₁₂, C₁₄, C₁₆, C₁₈). Textures of a nematic phases are threaded or Schlieren type. The textures of smectic and nematic phase are directly judged from the heating and cooling condition. Group efficiency order for mesophases is derived on the basis of thermal stabilities from the comparative study of thermometric data determined from structurally analogous series. A transition curve as depicted in a phase diagram behaves in normal manner. Structural and conformational characterization of these new compounds had achieved by ¹H NMR, ¹³C NMR, IR, and elemental analysis.