26227-73-6

Basic information

• Product Name: MBBA
• Synonyms: 1-[(p-methoxybenzylidene)amino]-4-butylbenzene;1-butyl-4-[(p-methoxybenzylidene)amino]benzene;4’-methoxybenzylidiene-4-butylaniline;4-butyl-n-((4-methoxyphenyl)methylene)-benzeneamin;4-butyl-n-[(4-methoxyphenyl)methylene]-benzenamin;4-Butyl-N-[(4-methoxyphenyl)methylene]benzenamine;4-Butyl-N-[(4-methoxyphenyl)-methylene]benzen-amine;4-butyl-N-[(4-methoxyphenyl)methylene]-Benzenamine
• CAS NO: 26227-73-6
• Molecular Formula: C₁₈H₂₁NO
• Molecular Weight: 267.37
• EINECS: 247-527-4
• Product Categories: Functional Materials;Liquid Crystals & Related Compounds;Schiff Bases (Liquid Crystals)
• Mol File: 26227-73-6.mol

Chemical Properties

• Melting Point: 21.1°C
• Boiling Point: 410.55°C (rough estimate)
• Flash Point: 113 °C
• Appearance: /
• Density: 1.02
• Vapor Pressure: 2.3E-06mmHg at 25°C
• Refractive Index: 1.5486-1.5506
• Storage Temp.: Refrigerator
• Solubility: soluble in Methanol
• PKA: 4.24±0.50(Predicted)
• CAS DataBase Reference: MBBA(CAS DataBase Reference)
• NIST Chemistry Reference: MBBA(26227-73-6)
• EPA Substance Registry System: MBBA(26227-73-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26
• WGK Germany: 3
• RTECS: BW9550000
• Hazardous Substances Data: 26227-73-6(Hazardous Substances Data)

Usage

Chemical Properties

TURBID YELLOW LIQUID

General Description

Cloudy light yellow liquid.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

MBBA neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Fire Hazard

MBBA is combustible.

InChI:InChI=1/C18H21NO/c1-3-4-5-15-6-10-17(11-7-15)19-14-16-8-12-18(20-2)13-9-16/h6-14H,3-5H2,1-2H3/b19-14+

Upstream product

• 104-13-2 4-Butylaniline 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 104-13-2 4-Butylaniline 
• 67928-34-1 (S)-N-(p-Methoxybenzylidene)-2-amino-1-propanol 
• 67928-33-0 (S)-N-(p-Methoxybenzylidene)-2-amino-1-butanol 
• 85879-93-2 (E)-(S)-(-)-N-(2-hydroxy-1-isopropylethyl)p-methoxyphenylmethylideneamine 
• 85803-45-8 (S)-N-(p-Methoxybenzylidene)-2-amino-4-methyl-1-pentanol 
• 85803-46-9 (R)-N-(p-Methoxybenzylidene)-2-amino-2-phenylethanol 
• 85803-47-0 N-(p-Methoxybenzylidene)-2-amino-4-methyl-1-pentanol-d₂ 
• 1048329-76-5 ethyl 4-(4-butylphenylamino)-4-(4-methoxyphenyl)butanoate 
• 123-11-5 4-methoxy-benzaldehyde 

Relevant articles and documents

Effects of carbon nanotubes on the physical properties of a nematic liquid crystal N-(4′-methoxybenzylidene)-4-butylaniline

In this work, the nematic liquid crystal (LC) N-(4′- methoxybenzylidene)-4-n-butylaniline (MBBA) was prepared and doped with different concentrations (0.025, 0.05, 0.06, 0.07, 0.08, and 0.1 wt.%) of multi-walled carbon nanotubes (CNTs) at room temperature to study the electric properties of (LC-CNTs) cell. The experimental results showed that capacitance of (LC-CNTs) cell became higher than that of pure LC cell. The dielectric permittivity is determined as a function of applied frequency (100 Hz to 100 kHz) at voltage (5 V); it is found that increasing concentration of CNTs (0.1 wt.%) led to increase in the real part dielectric constant and decrease in imaginary part for (LC-CNTs) cell compared with the pure liquid crystal. Also conductivity of (LC-CNTs) cell was increased with increasing concentration of CNTs more than 0.05 wt.%. Theoretical study was carried out by using PM3 method for stable geometries of a nematic liquid crystal molecule of MBBA assembled parallel on a molecule of single-walled carbon nanotube (CNT). The result showed that the interaction caused by π,π-stacking between MBBA molecule and the wall of CNT and that may lead to formation of the local short range orientation order by LC molecules on the surface of the CNT. The binding energy of the LC molecule on the CNT wall was within the typical van der Waals interaction.

Spin-lattice relaxation in MBBA and MBBA - carbon tetrachloride mixtures

The spin-lattice relaxation time has been measured at 33 MHz as a function of temperature for the liquid crystal MBBA and mixtures with carbon tetrachloride.The behaviour of T1 close to the nematic-isotropic transition can be explained if the correct order fluctuation dependence is included.Diffusion constants calculated from fits to the self-diffusion contribution to relaxation are in agreement with existing results.

LIQUID CRYSTAL ORIENTATION ON VARIOUS SURFACES.

The liquid crystal orientation on various surfaces were investigated by using the ″Liquid Crystal Chromatography,″ which is useful for observing the true orientation by eliminating impurities in the liquid crystal materials. As the result, it was found that all nematic liquid crystals of Schiff base-, biphenyl-, ester-, PCH-, and azoxy-compounds aligned parallel to the surfaces of In//2O//3, Al//2O//3, soda-lime glass, SiO, etc. On the other hand, some of these liquid crystals such as MBBA, 5CB have been known to have a tendency to align perpendicular to the surface like In//2O//3. Then, the reason of this discrepancy was also investigated and it was found that impurities produced by hydrolysis of these liquid crystals had amphiphilic characteristic which induced a perpendicular alignment of these liquid crystals.

Organic thermotropic nematic compounds

A new family of organic thermotropic nematic compounds comprising N-(para-substituted alkoxy-benzylidene)-anilines having also a para-n-butyl substituent on the aniline ring. These compounds have the following structural formula: STR1 wherein R is a straight chain alkyl group containing 1 to 4 carbon atoms and R' is n-butyl. Synthesis involves combining the desired p-substituted benzaldehyde and p-n-butyl aniline in equimolar proportions in anhydrous ethyl alcohol with glacial acetic acid as catalyst. The resulting homologous series of compounds are useful as materials which undergo a change in optical properties under the influence of externally applied energy, preferred members of which, either individually or in binary mixtures, have melting points near room temperature, a broad nematic mesomorphic temperature range within an overall range of about 0° to about 70° C., low viscosity in the nematic phase, good stability, and substantially no color.

PROPERTIES OF A HOMOLOGOUS SERIES OF 0-HYDROXY SUBSTITUTED ANILS AND SOME BINARY MIXTURES.

In an earlier report,**(**1**) an 0-hydroxy substituted analog (OHMBBA) of the room temperature nematic N-(p-methoxybenzylidene)-p-n-butylaniline (MBBA) was prepared, and intramolecular hydrogen bonding was found to stabilize the compound against cleavage of the anil linkage. To examine the properties of this class of compounds, the synthesis of several such 0-hydroxy substituted compounds was undertaken, and their liquid crystalline properties determined. Two broad temperature range binary systems were also examined consisting of OHMBBA mixed with N-(p-ethoxybenzylidene)-p-n-butylaniline (EBBA), and OHMBBA mixed with N-(p-methoxybenzylidene)-p-n-pentylaniline (MPBA) and their phase diagrams determined. The dynamic scattering behavior of one of these binaries - 50-50 OHMBBA-EBBA - was examined.