Microsoft Word - 150-165 150 | Chemistry 2016) عام 1العدد ( 29مجلة إبن الهيثم للعلوم الصرفة و التطبيقية المجلد Ibn Al-Haitham Jour. for Pure & Appl. Sci. Vol. 29 (1) 2016 Synthesis ,Characterization and Study of Liquid Crystalline Behavior of New Bent Core Mesogenes Derived From Isophthalic Acid   Fatima A. Abed Nisreen H. Karam Jumbad H. Tomma  Dept. of Chemistry/College of Education For Pure Science ( Ibn Al- Haitham)/ University of Baghdad Received in:10/June/2015 , Accepted in:12/July/2015 Abstract Two series of bent core mesogen containing 1,2,4-traizole ring [X]a-e and [XI]a-e were synthesized by many steps starting from esterification of isophthalic acid with methanol to yield diester compound [I] which was converted to their acid hydrazide [II] and the acid hydrazide reacted with ammonium thiocyanate or phenyl isothiocyanate to yield compounds [III] and [IV] , respectively . Then cyclization by 4% NaOH to yielded 1,2,4 traizole-3- thiol compounds [V] and [VI], respectively, afterword adding hydrazine hydrate to yield compounds [VII] and [VIII] .These compounds condensated with different substituted aldehyde to give new Schiff bases[X]a-e and [XI]a-e,respectively. The synthesized compounds were characterized by melting points , FT-IR and 1H-NMR spectroscopy (some of them).The liquid crystalline properties were studied by hot stage polarizing microscopy and differential scanning calorimetry DSC for compound [X]b . The compounds [X]b , [X]c and [X]d showed mesomorphism properties while the other compounds did not show any mesomorphic behavior. Keywords: isophthalic acid ,1,2,4-Triazole, , liquid crystal, Schiff bases. 151 | Chemistry 2016) عام 1العدد ( 29لمجلد ا مجلة إبن الهيثم للعلوم الصرفة و التطبيقية Ibn Al-Haitham Jour. for Pure & Appl. Sci. Vol. 29 (1) 2016 Introduction Interest in the study of mesomorphic heterocycles has dramatically increased in the recent years due to their wider range of structural templates as well as their optical and photochemical properties [1]. The inclusion of the heteroatom can considerably change the polarity, polarizability and to a certain extent the geometry of a molecule, thus influencing the type of mesophase, the phase transition temperatures, dielectric constants and other properties of the mesogens[2]. Examples of liquid crystals with incorporated heterocyclic rings are pyridine [3],oxadiazole[4],benzoxazole[5] and 1,2,4-traizole[6]. In addition when two mesogenic groups linked through a rigid group in such 1,3-position of benzene ring, it means the angle between the two calamitic wings (bending angle) is around 120 degrees[7]this causes bend core mesogen. In the literature, one may mostly find two aromatic systems used as central ringin bent- shaped compounds: 1,3-disubstituted benzene ring [8,9]and 2,7-disubstituted naphthalene ring[10] . Many workers synthesized bent core mesogen as , J. Thisayukta et al[11] prepared bent core mesogen containing 1,3-benzene ring in a central unit[1]. OO C H O N O C H N O C 1 2 H 2 5H 2 5 C 1 2 O [1] Also, a homologous series of three- benzene-ring containing bent-cores compounds 1,3-phenylene-bis[4-(alkylcarboyloxyl)benzylideneamino] were synthesized by Huang and Zhai[12]. A new series of bent-core compounds[13] synthesized by using azo linkages with equal as well as unequal terminal alkyl chains[2]. O O O O O O N N OCmH2m+1 H2n+1CnO X X=-N=CH-, n=m=6, 8, 10, 12 n=6,m=8, 10, 12 X=-COO-,n=m=6 [2] Recently, Weissflog et. al.[14] reported three-ring bent-core bis(4-subst.-phenyl) 2- methyl-iso-phthalates[3] and identified mesophases by their optical textures and X-ray diffraction measurements which exhibiting nematic, SmA and SmC phases. 152 | Chemistry 2016) عام 1العدد ( 29لمجلد ا مجلة إبن الهيثم للعلوم الصرفة و التطبيقية Ibn Al-Haitham Jour. for Pure & Appl. Sci. Vol. 29 (1) 2016 O O OO CH 3 OCnH2n+1H2n+1CnO n=1-18 [3] The aim of this work is synthesis and study mesomorphic behavior of some new bent core of traizole derivatives. Experimental Chemicals All chemicals were supplied by Fluka, Merck and Aldrich chemicals Co. Techniques NMR spectra were carried -H1IR spectrometer.-IR spectra were recorded by 600 FT-FT out by company: Bruker , model: ultra-shield 300 MHz , origin : Switzerland and are reported in ppm(δ), DMSO was used as a solvent with TMS as an internal standard, measurements were made at Chemistry Department, Al-Albyat University. uncorrected melting points were determined by using Hot-Stage, Gallen Kamp melting point apparatus.The transition temperatures and textures of the mesophases were determined using polarized optical microscope model Leica DM2500 Mand DSC measurements were conducted with STA PT- 1000LINSIS. Synthesis New 1,2,4-triazole compounds are synthesized according to scheme1: 153 | Chemistry 2016) عام 1العدد ( 29لمجلد ا مجلة إبن الهيثم للعلوم الصرفة و التطبيقية Ibn Al-Haitham Jour. for Pure & Appl. Sci. Vol. 29 (1) 2016 CC OO OHHO MeOH Con.H2SO4 CC OO OCH3H3CO [I] NH2NH2.H2O EtOH CC OO NHHN NH2H2N [II] NH4SCN or PhNCS EtOH CC OO H N H N H N H N CC SS NHHN XX [III] 4% NaOH NN N NN N SHHS XX [V],[VI] NH2NH2.H2O EtOH NN N NN N NHNH2 H2NHN XX [VII],[[VIII] CHOY dry benzene / GAA NN N NN N H N H N NN C H H C YY X X [X]a-e , [XI]a-e Y = NO2 , CnH2n+1O ( n = 1,3,4,8 ) [X]a-e When X = H [XI]a-eWhen X = Ph X = H , Ph ,[IV] [III] when X=H [IV] when X=Ph [V] when X=H [VI] when X=Ph [VII] when X=H [VIII] when X=Ph [IX] Scheme (1) 154 | Chemistry 2016) عام 1العدد ( 29لمجلد ا مجلة إبن الهيثم للعلوم الصرفة و التطبيقية Ibn Al-Haitham Jour. for Pure & Appl. Sci. Vol. 29 (1) 2016 Preparation of dimethylisophthalate[I] A mixture of Isophthalic acid (40.846 gm , 0.246 mol), in absolute methanol (200 mL) and sulfuric acid (5.4 mL) was refluxed for (6 hrs). After cooling the mixture was washed with sodium bicarbonate solution, then washed with water several times(15), dried and recrystallized from ethanol .The color of precipitate white . yield 71% ; m.p. = 69 0C. Preparation of Isophthalic acid hydrazide[II] A mixture of ester compound [I] (0.006 mol) and 80% hydrazine hydrate 3mL in absolute ethanol 5mL was refluxed for (3 hrs). The mixture was cooled at room temperature, solvent was evaporated and the solid formed recrystallized from diethyl ether; the color of precipitate off white ; yield 89%, m.p. = 220 0C. Synthesis of isophthaylohydrazinecarbothioamide[III] In absolute ethanol ( 60 mL ) were added acid hydrazide [II] ( 2.5 gm, 0.013 mol ) , ammonium thiocyanate (6gm , 0.078 mol ) and HCl (12 mL) refluxed for ( 22 hrs.) solvent evaporated under reduced pressure. The reaction mixture was added to crushed ice with stirring , precipeted was filtered off , dried and recrystallized from aceton, the color of precipitate yellow , yield 60% , m.p. = 170-173 0C Synthesis of isophthaylol -N- phenylhydrazinecarbothioamide [IV] A mixture of acid hydrazide [II] (0.38 g, 0.002 mol ) and phenyl-isothiocyanates ( 0.54 g , 0.004mol ) in (20mL) ethanol was refluxed for (4 hrs). The reaction mixture was cooled at room temperature and the solid obtained was filtered, dried and recrystallized from methanol (16) ; the color of precipitate white , yield 84% m.p. = 195-197 0C Synthesis of 1,3-phenylene-bis(4H-1,2,4-triazole-3-thiol-5-yl) [V] and 1,3-phenylene-bis(4-phenyl-1,2,4-triazole-3-thiol-5-yl) [VI] A mixture of carbothioamiede derivatives[III] or [IV] (0.01mol) and 20 mL 4% aqueous sodium hydroxide solution was refluxed for (4 hrs). Then resulting solution was allowed to cool to room temperature and acidified with 10% HCl(17). The precipitate formed filtered off, washed with water, and recrystallized from aceton and ethanol, respectively. The compound [V] was yellow color , yield 67% , m.p. = 182-185 0C The compound [VI] was browncolor, yield 78% ,m.p. = 1840C Synthesis of 1,3-phenylene-bis(5-hydrazinyl-4H-1,2,4-triazole-3-yl) [VII] and1,3- phenylene -bis(5-hydrazinyl-4-phenyl-1,2,4-triazol-3-yl) [VIII] To a solution of compounds [V] and [VII] (0.005mol) in 10ml ethanol, 80% hydrazine hydrate (2 mL , 0.04 mol) was added dropwise with stirring and the mixture was then refluxed for (2 days), then the excess of solvent was evaporated and recrystallized these compounds from ethanol and chloroform, respectively. The compound [VII] was off white color, yield 83% , m.p. = 1520C The compound [VIII] was white color , yield 86%,m.p. = 205 0C Synthesis of 4-n-alkoxybenzaldehyde [IX] To a solution of potassium hydroxide (4.87g, 0.087mol) in absolute ethanol 50 ml, 4- hydroxybenzaldehyde (10.61g, 0.087 mol) and n-alkyl bromide (0.13 mol) were added, the mixture was refluxed for 6 hrs., and potassium bromide was precipitated then water 50 ml, diethyl ether 50 ml added. The mixture was extracted, and the organic phase was taken, 155 | Chemistry 2016) عام 1العدد ( 29لمجلد ا مجلة إبن الهيثم للعلوم الصرفة و التطبيقية Ibn Al-Haitham Jour. for Pure & Appl. Sci. Vol. 29 (1) 2016 washed with 25 ml of water and 25 ml of 10% sodium hydroxide solution, then 25 ml of water. The organic phase was dried over magnesium sulphate, then filtered and evaporated to yield oily 4-alkoxybenzaldehyde , yields (75-80%). aeand [XI] e-aSynthesis of new Schiff bases compounds [X] A mixture of compounds [VII] or[VIII] (0.01 mol), a different substituted aldehyde (0.02 mol) in dry benzene (10 mL) and many drops of glacial acidic acid (GAA) was refluxed for (6hrs). The solvent was evaporated under vacuum. The physical data of these Schiff bases are given in Table 1 and 2 ,respectively. Results and discussion The ester compound [I] was prepared from reaction isophthalic acid in methanol with Conc. H2SO4 (as a catalyst). The FTIR spectrum for compound [I] showed the disappearance of absorption stretching bands of O-H and C=O groups of (carboxylic moiety) in starting materials together with the appearance of a new stretching band at 1714cm-1assigned to C=O group of ester moiety. The condensation of one mole of ester compound [I] with excess of 80% hydrazine hydrate in ethanol produced the acid hydrazide [II].The compound was characterized by FTIR spectroscopy ,the FTIR spectrum for this compound showed stretching vibration to asymmetric and symmetric bands of (N-H, NH2) groups in the region (3280-3188)cm-1 as well as stretching absorption at 1654cm-1 of υ C=O (amide) and disappearance of absorption stretching band due to υ C=O of ester moiety. The carbothioamiede derivatives [III] and [IV] formation from reaction of one mole of acid hydrazide [II] with two mole of ammonium thiocyanate or phenyl isothiocyanate ,respectively by neucleophilic addition reaction. The structures of these compounds are identified by FT-IR spectroscopy. FT-IR spectrum of compound [III]showed absorption stretching band at 1232cm-1 that could be assigned to C=S group in addition to new bands which could be attributed to asymmetric and symmetric stretching vibration of NH2 and NH groups appears between (3277-3116)cm-1, also showed stretching band of υ C=O (amide) group at 1625cm-1,whill the FTIR spectrum of compound[IV] appearance of absorption bands in the range (3180-3113) cm-1 assigned for many stretching bands of NH groups, bands at 1672 cm-1 and at 1232 cm-1(18) that could be assigned to υ C=O (amide) and υ C=S groups, respectively. The cyclization of thiosemicarbazide derivative [III] or [[IV] in aqueous sodium hydroxide followed by acidification with hydrochloric acid led to formation of heterocyclic compounds; 1,2,4-triazole-3- thiol derivatives[V] and[VI] ,respectively These compounds may exist in two tautomeric forms, thione (A) and thiol (B) according to the position of the mobile hydrogen in the molecule as described in the following mechanism(19)scheme 2. 156 | Chemistry 2016) عام 1العدد ( 29لمجلد ا مجلة إبن الهيثم للعلوم الصرفة و التطبيقية Ibn Al-Haitham Jour. for Pure & Appl. Sci. Vol. 29 (1) 2016 C H N H N C H N PhC H N H NC H NPh OO SS CC H N H N C H N H NC NN PhPh O OSH SH NHHN N NHHN N S S O O PhPh H NHN N NHN N S S OH HO PhPh H H 2H2O NHN N NHN N Ph Ph S S NN N NN N Ph Ph SHHS OH (A) (B) CC H N H N C H N H NC N N S SO O Ph Ph Scheme (2) These compounds were identified by FTIR and 1H-NMR spectroscopy for compound [V]. The FTIR spectra of these compounds [V] and [VI] showed disappearance bands of the υ C=O (amide) groups, which was observed in the starting materials and showed new absorption stretching bands around cm-12694,2730 cm-1 and 1230 , 1253 cm-1 that are attributed to the υ SH and υ C=S groups(20),respectively. Also, showed stretching band at 1620 cm-1and 1654cm-1for υ C=N (endocyclic) of 1,2,4-triazole ring ,respectively. The 1H-NMR spectrum (in DMSO-de as a solvent) for compound [V], Figure 1 showed the following signals: a singlet signal at δ(14.07) ppm for proton of NH traizole ring. Many signals in the region δ(7.66-8.72) ppm that could be attributed to the aromatic protons and signal appeared at δ(1.65) ppm for proton of SH group. Finally, the proton at N- of triazole ring (which is toutomerism with SH) appeared at δ(7.50)ppm[21]. The compounds [VII] and [VIII] were synthesized by neucleophilic substitution reaction of one mole of 1,2,4-triazole-3-thiol compound [V] or [VI] with excess of 80% hydrazine hydrate in absolute ethanol as a solvent. The FT-IR spectra for compounds [VII] and [VIII] showed the disappearance of absorption bands due to (SH) and (C=S) groups of the compounds [V] and [VI] together with appearance of new absorption stretching bands in the region (3313-3182) and (3301-3155)cm-1 which is assigned to (NH, NH2)[22],respectively. 1H-NMR spectrum of compound[VIII], (in DMSO-de as a solvent), Figure (2) showed: a singlet signal at δ 3. 58 ppm for two protons of NH2 group and many signals in the region δ(7.49-7.96) ppm that could be attributed to protons of benzene ring . Finally, a singlet signal at δ 14.17 ppm is due to proton of NH group. The Schiff bases [X]a-e and [XI]a-e were synthesized by condensation reaction of one mole from the compounds [VII] or [VIII] with different aromatic aldehyde in dry benzene. These Schiff bases were characterized by melting points and FTIR. The characteristic FTIR spectra of these compounds [X]a-e and [XI]a-e , showed the disappearance of absorption bands due to NH2 stretching of starting material together with the appearance of stretching band around (1645-1689) and (1640-1687)cm-1 assignable to C=N(exocyclic) groups, respectively . The characteristics FTIR absorption bands of new Schiff bases are listed in Table( 3)and (4),respectively. The 1HNMR spectum of Schiff bases[XI]b (in DMSO-de as a solvent), Figure (3) showed signal at δ 4.07 ppm due to protons of OCH3 group, the sharp signal at δ 8.43 may be assigned 157 | Chemistry 2016) عام 1العدد ( 29لمجلد ا مجلة إبن الهيثم للعلوم الصرفة و التطبيقية Ibn Al-Haitham Jour. for Pure & Appl. Sci. Vol. 29 (1) 2016 to proton of imine (CH=N)group, while a singlet at δ 13.98 ppm can be attributed to proton of NH group. Many signals in the region δ(6.62-7.72) ppm that could be attributed to aromatic protons of phenyl ring. Liquid crystalline properties The transition temperatures and mesophase type (texture identity) of all compounds were investigated by using hot-stage polarizing optical microscopy (POM) and by differential scanning calorimetry (DSC) for compound [X]b. The phase transition temperatures for compounds of series [X]a-e and [XI]a-e were summarized in Table (5). The compound[X]b showed nematic texture , while compound [X]c showed smectic B besides to nematic phase and [X]d showed dimorphism SmC and N phases under POM besides to, the compound [X]e didn’t showe any mesomorphic behavior . This can be attributed to the chain length of alkoxy terminal group that interferes with liquid crystalline ordering, this could be explained in term of terminal/lateral (t/l) interaction forces ratio. When this ratio is high, compounds tend to give less ordered mesophases (nematic mesophase), while when this ratio is low, the compounds tend to give high order mesohpases (smectic phase)[23]. Figures ( 4 )and (5) showed droplets nematic phase and DSC thermogram for compound [X]b, respectively. In this work , it is interesting to compare compounds [X]b-d with compounds [XI] b-d ,these compound have the same central core (1,3-disubstituted benzene ring) and the same alkoxy chain but the difference between the compounds[XI]b-d are the presence of phenyl ring substituted in 4N traizole ring, which will affect on the geometry of a molecule. For this reason, the compounds of series[XI]b-d didn’t show any liquid crystalline properties but simply change from crystal to isotropic liquid. 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Basic & Appl. Sci., 4(7), 2016-2021. 23- Byron, D. J. ; Lacey, D. and Wilson, R.C. ,(1980) properties of the liquid crystals formed by certain 4-(2′-Pyridyl)phenyl and 4-(4′-pyridyl)phenyl4″-nalkoxybenzoates, Mol. Cryst. Liq. Cryst., 62, 103-114 . 159 | Chemistry 2016) عام 1العدد ( 29لمجلد ا مجلة إبن الهيثم للعلوم الصرفة و التطبيقية Ibn Al-Haitham Jour. for Pure & Appl. Sci. Vol. 29 (1) 2016 e-aThe physical properties for the compounds[X] Table (1): Comp. No. Nomenclature Structural formula Molecular formula Yiel d % M. P 0C Color [X]a 1,3-bis{5-[2- (4- nitrobenzylide ne)hydrazinyl] -4H-1,2,4- triazol-3- yl}benzene NN N NN N H N H N NN C H C H NO2O2N H H C24H18 N12O4 96 296-298 Yellow [X]b 1,3-bis{5-[2- (4- methoxybenzy lidene)hydrazi nyl]-4H-1,2,4- triazol-3- yl}benzene NN N NN N H N H N NN HCC H H H OCH3 H3CO C26H23 N10O2 93 200-201 Yellow [X]c 1,3-bis{5-[2- (4- propoxybenzy lidene)hydrazi nyl]-4H-1,2,4- triazol-3- yl}benzene N N N NN N H N H N NN C H C H H H OC3H7C3H7O C30H32 N10O2 59 >300 off white [X]d 1,3-bis{5-[2- (4- butoxybenzyli dene)hydrazin yl]-4H-1,2,4- triazol-3- yl}benzene NN N NN N H N H N NN HC H C H H OC4H9C4H9O C32H36 N10O2 80 157-159 Yellow [X]e 1,3-bis{5-[2- (4- (octyloxy)ben zylidene)hydr azinyl]-4H- 1,2,4-triazol- 3-yl}benzene NN N NN N H N H N NN C H H C H H OC8H17C8H17O C40H52 N10O2 62 290-292 pal yellow 160 | Chemistry 2016) عام 1العدد ( 29لمجلد ا مجلة إبن الهيثم للعلوم الصرفة و التطبيقية Ibn Al-Haitham Jour. for Pure & Appl. Sci. Vol. 29 (1) 2016 e-aphysical properties for the compounds[XI] : The(2)Table Comp. No. Nomenclature Structural formula Molecu lar formul a Yield % M. P 0C Color [XI]a 1,3-bis{5-[2-(4- nitrobenzylidene)h ydrazinyl]-4- phenyl-1,2,4- triazol-3- yl}benzene NN N NN N H N H N NN C H H C NO2 O2N Ph Ph C36H26 N12O4 59 295- 298 Yellow [XI]b 1,3-bis{5-[2-(4- methoxybenzyliden e)hydrazinyl]-4- phenyl-1,2,4- triazol-3- yl}benzene N N N NN N H N H N NN C H H C Ph Ph OCH3 H3CO C38H32 N10O2 90 170- 172 Yellow [XI]c 1,3-bis{5-[2-(4- propoxybenzyliden e)hydrazinyl]-4- phenyl -1,2,4- triazol-3- yl}benzene N N N NN N H N H N NN HC H C Ph Ph OC3H7C3H7O C42H36 N10O2 59 >300 off white [XI]d 1,3-bis{5-[2-(4- butoxybenzylidene) hydrazinyl]-4- phenyl-1,2,4- triazol-3- yl}benzene N N N NN N H N H N NN HCC H Ph Ph OC4H9C4H9O C44H44 N10O2 45 >300 pal brown [XI]e 1,3-bis{5-[2-(4- (octyloxy)benzylid ene)hydrazinyl]-4- phenyl-1,2,4- triazol-3- yl}benzene N N N NN N H N H N NN HCC H Ph Ph OC8H17 C8H17O C52H60 N10O2 45 >300 off white 161 | Chemistry 2016) عام 1العدد ( 29لمجلد ا مجلة إبن الهيثم للعلوم الصرفة و التطبيقية Ibn Al-Haitham Jour. for Pure & Appl. Sci. Vol. 29 (1) 2016 Table (3) : Characteristics FTIR absorption bands of compounds[X]a-e Table (4): Characteristics FTIR absorption bands of compounds[XI]a-e Comp. No. Characteristic bands FTIR spectra(cm-1) ƲNH Ʋ(C-H) aromatic Ʋ(C-H) Aliphatic Ʋ(C=N) exocycli c Ʋ (C=C) Aromatic Ʋ (C- O) ether Other stretching bands [X]a 3294 3012 _ 1689 1591 - : 2 NO-P 1512,1336 [X]b 3471 3060 2972-2841 1660 1595 1248 [X]c 3210 3022 2964-2879 1676 1595 1249 [X]d 3200 3067 2958-2864 1645 1598 1252 [X]e 3290 3055 2943-2866 1689 1599 1249 Comp . No. Characteristic bands FTIR spectra(cm-1) ƲNH Ʋ(C- H) arom atic Ʋ(C-H) Aliphati c Ʋ(C=N) exocycli c Ʋ (C=C) aromatic Ʋ (C-O) Ether Other stretching bands [XI]a 3110 3066 _ 1645 1595 - : 2NO-P 1541,1325 [XI]b 3350 3064 2908- 2810 1687 1591 1240 [XI]c 3250 3026 2908- 2812 1640 1597 1238 [XI]d 3317 3014 2906- 2800 1676 1597 1240 [XI]e 3290 3061 2916- 2815 1687 1593 1240 162 | Chemistry 2016) عام 1العدد ( 29لمجلد ا مجلة إبن الهيثم للعلوم الصرفة و التطبيقية Ibn Al-Haitham Jour. for Pure & Appl. Sci. Vol. 29 (1) 2016 e-aand[XI] e-aC) of compounds[X]otemperatures (Phase transition Table (5): spectrum of compound[V] -HNMR 1): 1( ureFig Compound Phase transition a[X] C I 303 b[X] C N I 170 200 c[X] Cr 230 SB 320 N 345 I d[X] Cr N I Sc 97 135 115 e[X] C I 296 a[XI] C I 305 b[XI] C I 180 c[XI] C I 307 d[XI] C I 300 e[XI] C I 309 163 | Chemistry 2016) عام 1العدد ( 29لمجلد ا مجلة إبن الهيثم للعلوم الصرفة و التطبيقية Ibn Al-Haitham Jour. for Pure & Appl. Sci. Vol. 29 (1) 2016 [VIII] spectrum of compound -HNMR 1: )2( ureFig bspectrum of compound[XI] -HNMR 1: )3( ureFig 164 | Chemistry 2016) عام 1العدد ( 29لمجلد ا مجلة إبن الهيثم للعلوم الصرفة و التطبيقية Ibn Al-Haitham Jour. for Pure & Appl. Sci. Vol. 29 (1) 2016 Figure (4): Cross polarizing optical textures of the droplets nematic phase near the Coat 190 bisotropic for compound [X] bThermogram of compound[X]: DSC )5( ureFig 165 | Chemistry 2016) عام 1العدد ( 29لمجلد ا مجلة إبن الهيثم للعلوم الصرفة و التطبيقية Ibn Al-Haitham Jour. for Pure & Appl. Sci. Vol. 29 (1) 2016 ص و تحضیر ة تشخ ئات جدیدة منحن ودراسة السلوك البلور السائل لجز ز مشتقة من حامض االیزوفثالك المر فاطمة أحمد عبد نسرين حسين كرم جمبد هرمز توما جامعة بغداد)/الهيثمابن ( الصرفةللعلوم كلية التربية/قسم الكيمياء 2015تموز//12قبل في: ،2015حزيران//10في:استلم الخالصة حث تحضیر سلسلتین زتم في هذا ال ة المر عدد من الخطوات تبدأ e-a[XI]و e-a[X]منحن حامض استرةوذالك باالیزوفثالك مع المیثانول ل حول الى حامض الهیدرازاید ومن مفاعلة االخیر مع امونیوم [I]ثنائي االستر ینتج مر الذ ب ثایوسینات او فنیل ایزوثایوسینات سید 4على التوالي ومن الغل الحلقي بواسطة [IV]و [III] ینینتج المر % هیدرو بال الصودیوم نحصل على ازول-4و2و1ین مر ة اضافة الهیدرازن المائي [VI]و [V]ثایول-3-ترا على التوالي یل بین بمن تكثیف و [VIII]. و [VII] لینتج المر ض نحصل علىاالخیر ین المر قواعد ن مع الدیهایدات مختلفة التعو ات المحضرة بو صت شخ e-a[XI]و e-a [X] شف جدیدة FT-ها, طیف االشعه تحت الحمراء درجات انصهار ساطةالمر IR سي و طیف ال عض منها. NMR-H1رنین النوو المغناط الخواص البلورية السائلة تم دراستها بواسطة مجهر ل ب DSCومسعر المسح التفاضلي الضوء المستقطب المزود بمنصة تسخين ات . b[X]للمر c[X] و ]b]Xاظهرت المر ات لم تظهر ا سلوك بلور سائل. الخواص البلوريه السائله d[X] و ة المر ق لكن ازول ,البلورات السائلة ,قواعد شف -4و2و1حامض االيزوفثاليك , :الكلمات المفتاحية .ترا