4497-58-9

Usage

Uses

Used in Solar Cell Industry:
1,2,3,4-Tetrahydro-2,2,4-trimethylquinoline is used as a reagent for the synthesis of tetrahydroquinoline sensitizers. These sensitizers are crucial components in the development of dye-sensitized solar cells, which are a type of photovoltaic cell that relies on the absorption of light by organic pigments to generate electricity.
Used in Photoantimicrobial Applications:
1,2,3,4-Tetrahydro-2,2,4-trimethylquinoline is also utilized as a reagent in the preparation of tetraand pentacyclic derivatives of phenothiazinium photosensitizers. These photosensitizers are employed as photoantimicrobial agents, which are used to combat and inhibit the growth of microorganisms, such as bacteria and fungi, through the use of light-activated chemical reactions.

InChI:InChI=1/C12H17N/c1-9-8-12(2,3)13-11-7-5-4-6-10(9)11/h4-7,9,13H,8H2,1-3H3

Upstream product

• 147-47-7 2,2,4-trimethyl-1,2-dihydroquinoline 
• 106718-61-0 1-methyl-3,4-benzo-7-thia-2-azabicyclo<3.3.1>nonane 
• 64-17-5 ethanol 
• 91-63-4 2-methylquinoline 
• 106718-59-6 1-methyl-3,4-benzo-7-thia-2-azabicyclo<3.3.1>nonane 7-oxide 
• 62-53-3 aniline 

Downstream Products

• 121830-50-0 2,2,4-trimethyl-6-triphenylmethyl-1,2,3,4-tetrahydroquinoline 
• 88774-01-0 N-(2-trifluoromethylbenzoyl)-2,2,4-trimethyl-1,2,3,4-tetrahydroquinoline 
• 7309-86-6 4,5-dihydro-4,4-dimethyl-5H-2,3-dithiolo<5,4-c>-quinoline-1-thione 
• 121830-46-4 2,2,4-trimethyl-6-triphenylmethyl-1,2,3,4-tetrahydroquinoline 1-oxide 
• 94568-76-0 4-amino-1,1,3-trimethylindane 
• 1353003-54-9 (E)-2-cyano-2-(5,5-dimethyl-3-((E)-2-(1,2,2,4-tetramethyl-1,2,3,4-tetrahydroquinolin-6-yl)vinyl)cyclohex-2-enylidene)acetic acid 
• 1353003-61-8 (E)-ethyl 2-cyano-2-(5,5-dimethyl-3-((E)-2-(1,2,2,4-tetramethyl-1,2,3,4-tetrahydroquinolin-6-yl)vinyl)cyclohex-2-enylidene)acetate 
• 5855-26-5 1,2,2,4-tetramethyl-1,2,3,4-tetrahydroquinoline 

Relevant academic research and scientific papers

Co-sensitization of organic dyes for efficient dye-sensitized solar cells

Novel cyanine dyes, in which a tetrahydroquinoline derivative is used as an electron donor and 1-butyl-5-carboxy-3, 3-dimethyl-indol-1-ium moiety is used as an electron acceptor and anchoring group, were designed and synthesized for application in dye-sensitized solar cells. The photovoltaic performance of these solar cells depends markedly on the molecular structure of the dyes in terms of the n-hexyl chains and the methoxyl unit. Retardation of charge recombination caused by the introduction of n-hexyl chains resulted in an increase in electron lifetime. As a consequence, an improvement of open-circuit photovoltage (V oc) was achieved. Also, the electron injection efficiencies were improved by the introduction of methoxyl moiety, which led to a higher short-circuit photocurrent density (Jsc). The highest average efficiency of the sensitized devices (η) was 5.6 % (Jsc=13.3 mA cm-2, Voc=606 mV, and fill factor FF=69.1 %) under 100 mW cm-2 (AM 1.5G) solar irradiation. All of these dyes have very high absorption extinction coefficients and strong absorption in a relatively narrow spectrum range (500-650 nm), so one of our organic dyes was explored as a sensitizer in co-sensitized solar cells in combination with the other two other existing organic dyes. Interestingly, a considerably improved photovoltaic performance of 8.2 % (Jsc=20.1 mA cm-2, Voc=597 mV, and FF=68.3 %) was achieved and the device showed a panchromatic response with a high incident photon-to-current conversion efficiency exceeding 85 % in the range of 400-700 nm. Sensitive dyes absorb it all: Co-sensitization of three spectrally complementary dyes on a TiO2 film in a well-designed sequence significantly improves the photovoltaic performance of the device, and an efficiency of 8.2 % is achieved. The devices demonstrate a panchromatic response with an incident photon-to-current conversion efficiency >80 % over the entire visible spectral region from 400 to 700 nm. Copyright

Engineering of highly efficient tetrahydroquinoline sensitizers for dye-sensitized solar cells

Four novel tetrahydroquinoline dyes by inserting isophorone and/or thiophene moieties as π bridge between the electron donating unit of substituted tetrahydroquinoline and the electron withdrawing unit of cyano carboxylic acid have been synthesized and successfully applied to dye-sensitized solar cells. Among them, DSCs sensitized by HYTIC, which shows the simplest molecular structure, exhibit improved efficiency of 7.0%. This by now is the highest efficiency for the reported tetrahydroquinoline sensitizers and comparable to the performance of N719-sensitized solar cells under the conditions employed here.

Dye-sensitized solar cells based on a donor-acceptor system with a pyridine cation as an electron-withdrawing anchoring group

New hemicyanine dyes (CM101, CM102, CM103, and CM104) in which tetrahydroquinoline derivatives are used as electron donors and N-(carboxymethyl)-pyridinium is used as an electron acceptor and anchoring group were designed and synthesized for dye-sensitized solar cells (DSSCs). Compared with corresponding dyes that have cyanoacetic acid as the acceptor, N-(carboxymethyl)-pyridinium has a stronger electron-withdrawing ability, which causes the absorption maximum of dyes to be redshifted. The photovoltaic performance of the DSSCs based on dyes CM101-CM104 markedly depends on the molecular structures of the dyes in terms of the n-hexyl chains and methoxyl. The device sensitized by dye CM104 achieved the best conversion efficiency of 7.0 % (Jsc=13.4 mA cm-2, Voc=704 mV, FF=74.8 %) under AM 1.5 irradiation (100 mW cm-2). In contrast, the device sensitized by reference dye CMR104 with the same donor but the cyanoacetic acid as the acceptor gave an efficiency of 3.4 % (Jsc=6.2 mA cm -2, Voc=730 mV, FF=74.8 %). Under the same conditions, the cell fabricated with N719 sensitized porous TiO2 exhibited an efficiency of 7.9 % (Jsc=15.4 mA cm-2, Voc=723 mV, FF=72.3 %). The dyes CM101-CM104 show a broader spectral response compared with the reference dyes CMR101-CMR104 and have high IPCE exceeding 90 % from 450 to 580 nm. Considering the reflection of sunlight, the photoelectric conversion efficiency could be almost 100 % during this region.

BENZAMIDIC COMPOUNDS HAVING FUNGICIDAL ACTIVITY AND RELATIVE USE

The present invention relates to benzamidic compounds having general formula (I): wherein: Rx represents a halogen atom or a methyl group possibly substituted by fluorine atoms; R1, R2, R3, independently from each other, represent a C1- C3 alkyl group; R4 represents a hydrogen atom or a C1-C3 alkyl group; Ry represents a halogen atom, a C1-C4 alkyl group, a C1-C4 haloalkyl group, a C1-C4 alcoxy group, a C1-C4 haloalcoxy group; n represents an integer ranging of from 0 to 3. The present invention also relates to the use of the above benzamidic compounds for the control of fungi, bacteria and phytopathogenic viruses of agricultural crops.

Synthesis and characterization of poly(1,3-phenylene)-based polyradicals carrying cyclic aminoxyls

The synthesis and magnetic properties of poly(2,2,4,4-tetramethyl-N-yloxy-1,4-dihydro-2H-3,1-benzoxazine-6,8- diyl-1,3-phenylene) (4) are described. Polyradical 4 was prepared by the Pd-catalyzed cross-coupling reaction of 6,8-dibromo-2,2,4,4-tetramethyl-1,4-dihydro-2H-3,1-benzoxazine and bis(trimethylene) 1,3-phenylenediboronate, followed by oxidation with m-chloroperoxybenzoic acid. The number average molecular weights of 4 determined by SEC (size exclusion chromatography) were ～4120 (15 repeating units), and the spin concentrations determined by EPR were up to 0.75 spin per repeating unit. The EPR spectrum of 4 in a toluene glass matrix showed the ΔMs=2 forbidden transition at g=4.0. A Curie plot of the ΔMs=2 signal intensity vs. 1/T gave a straight line, suggesting that the polyradical is in a triplet ground state or a nearly degenerate singlet-triplet state.

Nitrogen-containing compound

A novel nitrogen-containing compound capable of preventing hardening of blood vessels by controlling formation of peroxide lipids in cell membranes, which is valuable as an anti-arteriosclerotic agent, is disclosed.

Nitrothiazolyl-monoazo-2,2,4-trimethyl-1,2,3,4-tetrahydroquinoline compounds for polyester

A monoazo compound of the formula, STR1 wherein X is hydrogen atom or lower alkyl group; Z is hydrogen atom, halogen atom, alkyl group, acylamino group, benzoylamino group or alkylsulfonylamino group; R1, R2, R3 and R4 independently are hydrogen atom or alkyl group, provided that R1, R2, R3 and R4 cannot simultaneously be hydrogen atoms; and R5 is hydrogen atom, alkyl group, substituted alkyl group, alkenyl group, cycloalkyl group, aralkyl group or phenyl group.