Day: November 21, 2022

Irizar, Pablo published the artcileSugar-derived bio-based resins as platforms for the development of multifunctional hybrids with potential application for stone conservation, Computed Properties of 1761-71-3, the publication is Materials Today Communications (2022), 103662, database is CAplus.

This research is focused on the design of a bio-based epoxy-silica hybrid, enriched with SiO₂ nanoparticles, to be used in stone conservation. For this purpose, isosorbide, a sugar derivative coming from renewable sources, was selected for the development of epoxy thermosets that were functionalized adding fixed amounts of silica-forming mixtures, to gain hybrid organic-inorganic networks. Fourier Transform IR (FTIR), Attenuated Total Reflection IR (ATR-FTIR) and Raman spectroscopies were exploited to follow the synthetic procedures, whereas the homogeneity of the networks was ascertained by SEM/energy-dispersive X-ray spectroscopy (SEM-EDS). The materials were investigated by thermogravimetric (TG-DTA), differential scanning calorimetry (DSC), dynamic mech. anal. (DMA) and contact angle measurements. Once the proper epoxy-silica product was identified, specifically synthesized nanoparticles were incorporated. The obtained nanocomposite showed excellent thermo-mech. (T_onset, T_g and T_α of 327, 55.9 and 70.1 °C, resp.) and hydrophobic (105°) properties making it a potential candidate for stone conservation.

Materials Today Communications published new progress about 1761-71-3. 1761-71-3 belongs to quinuclidine, auxiliary class Ploymers, name is 4,4-Diaminodicyclohexyl methane, and the molecular formula is C13H26N2, Computed Properties of 1761-71-3.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

v. Braun, Julius published the artcileSyntheses in the bi- and terphenyl series. II, SDS of cas: 20029-52-1, the publication is Berichte der Deutschen Chemischen Gesellschaft [Abteilung] B: Abhandlungen (1933), 1471-83, database is CAplus.

cf. C. A. 21, 2470. The attachment of the p-PhC₆H₄CH₂ group (I) to N and S is strikingly less firm than that of PhCH₂ (C. A. 18, 1830). To determine what influence the lengthening of the chain by another Ph residue to p-(p-PhC₆H₄)C₆H₄ (II) and hydrogenating 1 or 2 aromatic residues in I and II would have on the firmness of attachment of these groups, the following compounds have been prepared (all substituents in the p-position): C₆H₁₁Ph (III), C₆H₁₁C₆H₄CH₂X (X = Cl or Br) (IV), PhC₆H₄Ph (V), PhC₆H₄C₆H₄CH₂X (VI), C₆H₄C₆H₄Ph (VII), C₆H₁₁C₆H₄C₆H₄CH₂X (VIII), C₆H₁₁C₆H₁₀Ph (IX), C₆H₁₁C₆H₄C₆H₄CH₂X (X). p-Cyclohexylbenzaldehyde (XI) was obtained in small yield in 3 ways: (1) III, AlCl₃ and CuCl in benzene treated 15 hrs. with CO + HCl gave 14-16% XI, b₁₂ 160° (semicarbazone, m. 220°; oxime, m. 88°; aniline condensation product (XII), m. 122°; acetone condensation product, faintly yellow, m. 77°). With alkali (Cannizzaro) XI gives p-cyclohexyl-benzoic acid, m. 198° and p-cyclohexylbenzyl alc., b₁₂ 162° m. 41° also obtained easily from the chloride (IV, below) by treatment with AcOH-KOH and alk. saponification of the resulting acetate, b₁₂ 184°, m. 47°. (2) III with ClCOCO₂Et gives 30% of the ester C₆H₁₁C₅H₄CO-CO₂Et, thick yellow oil, b₁₂ 215-25°; the free acid (48% yield), m. 111° gives with PhNH₂ 50% XII which yields 6% XI (based on the III used). (3) III 3 mols.) allowed to stand 12 hrs. with 1 mol. anhydrous chloral and 0.25 mol. AlCl₃ gives 23% (based on the chloral) of the addition product C₆H₁₁C₆H₄CH(OH)CCl₃, thick yellow oil, b₁₆ 215°, which is quite smoothly converted into XI by boiling saturated K₂CO₃. The most striking property of XI is its extraordinarily pleasant citral-like odor, which it loses on acetalization; the di-Et acetal b₁₃ 181°. Ph₂, dry trioxymethylene and ZnCl₂, treated in the cold with HCl gas, give about 20% p-PhC₆H₄CH₂Cl, b_0.3 130°, m. 68°, and 12% 4,4′-bis(chloromethyl)biphenyl, m. 136°, b₁₂ 235°; the latter with hot aqueous alc. KCN gives the faintly yellowish dicyanide, m. 184°, with BzH the dibenzal derivative, decomposing 256°, and with hot HCl in sealed tubes at 130° biphenyl-4,4′-diacetic acid, m. 270-3° (di-Et ester, b_0.5 204-6°, m. 55°). Under the same conditions III gives 50% p-chloromethylhexahydrobiphenyl (IV, X = Cl), a viscous liquid oxidized by hot 30% HNO₃ in sealed tubes to p-C₆H₄(CO₂H)₂ and converted by short treatment with NHEt₂ into the compound C₆H₁₁C₆H₄CH₂NEt₂, b_0.1. 125° (methiodide, m. 186°). The mixture of cis- and trans-p-C₆H₁₁C₆H₁₀OH obtained by condensing C₆H₁₁OH with PhOH and hydrogenating the resulting C₆H₁₁C₆H₄OH yields quantitatively with 66% HBr in sealed tubes at 120° a mixture of the cis- and trans-bromides, b₁₄ 150-5°, which with AlCl₃ in C₆H₆-CS₂ yields cyclohexylcyclohexene, b₁₄ 110°, a mixture, b_0.5 130-50°, of much m-C₆H₁₁C₆H₁₀Ph with a little IX (as shown by dehydrogenation with Se at 300° to m-C₆H₄Ph₂ and 15% V), and a compound p-(m-C₆H₁₁C₆H₁₀)₂C₆H₄, m. 145°, which gives pure p-C₆H₄(CO₂H)₂ with HNO₃ and is dehydrogenated by Se to an isomer, m. 232°, of quinquephenyl. By treating p-cyclohexylcyclohexanone in the usual way with PhMgBr, boiling the product with 20% H₂SO₄, brominating the resulting decahydroterphenyl (XIII), b₁₈ 225-30°, m. 97-8°, and heating the product at 180° under 6 mm. is obtained 70% hexahydroterphenyl (VII), which m. 85° and is dehydrogenated to V by Se. p-BrC₆H₄Ph is conveniently prepared in a similar manner: p-C₆H₄Br₂ is treated with Mg activated with I and cyclohexanone and the product is boiled with 20% H₂SO₄, giving a little octahydroterphenyl, C₆H₉C₆H₄C₆H₉, m. 110° (which is readily hydrogenated to p-C₆H₄(C₆H₁₁)₂, m. 101°), and tetrahydro-p-bromobiphenyl, C₆H₉C₆H₄Br, b₁₄ 175-80°, m. 73°, which, brominated as above and heated in vacuo, yields pure p-BrC₆H₄Ph, m. 89°. This with Mg and cyclohexanone yields tetrahydroterphenyl which, however, cannot be completely freed of the carbinol even by boiling with H₂SO₄ and is therefore treated in ether with HCl gas to replace the OH group by Cl, and HCl is split off with pyridine; the hydrocarbon, m. 146-8°, is now nearly pure and with Pd and H gives VII but in such poor yield that the method cannot compete with that described above for preparing VII. With Pd and H in acetone XIII gives a mixture of dodecahydroterphenyl (IX), m. 86°, and a liquid stereoisomer (XIV) b_0.2 144°, which rearranged practically completely into IX when heated 2 hrs. in CS₂ with 0.02 mol. AlCl₃ and, like IX, is smoothly dehydrogenated to V by Se. More energetic hydrogenation of XIII (with Ni and H at 200°) gives octadecahydroterphenyl (XV), also in 2 stereo-isomeric forms: crystals m. 162° and 55-7°, resp. (this is also true of all the less highly hydrogenated derivatives of V and even of V itself); neither of the isomers can be rearranged into the other with AlCl₃, however. Hexadecahydroterphenyl, prepared like XIII from p-cyclohexyl-cyclohexanone and C₆H₁₁MgBr, b₁₃ 190°, m. 111-13°, gives the 2 isomeric XV with Pd and H. Attempts to introduce the CH₂Cl group into V were entirely unsuccessful and VII did not give much better results with the isomeric IX and XIV the reaction was more satisfactory; XIV with trioxymethylene, ZnCl₂ and HCl gas and subsequent treatment with NHEt₂ gave the base C₂₃H₃₇N (less than 10%), b_0.4 185-90°. 4,4” -Dibromoterphenyl (85% from V in C₆H₃Cl₃ with 4 atoms Br and a little I), m. 312-13°; the mother liquors yield only little of the mono-Br compound (XVI) which could also not be obtained in any appreciable yield by using only 2 atoms Br. p-Cyclohexylcyclohexanone with p-C₆H₄Br₂ and Mg yields 45% 4-bromodecahydroterphenyl (XVII), b_0.3 180-90°, m. 97-8°, which, treated in the cold with 2 atoms Br and then at 160° with 8 more atoms Br until the evolution of HBr ceases and distilled in vacuo, gives pure 4-bromoterphenyl (XVI), m. 230-2°; the mother liquors contain bromohexahydroterphenyl, m. 148°. Along with XVII is formed a little eicosahydroquinquephenyl, C₆H₄(C₆H₈-C₆H₁₁)₂, b_0.7 250°, m. 240-5°. XVI is as resistant as V to HCHO and HCl. 4-Methyldecahydroterphenyl, C₆H₁₁-C₆H₈C₆H₄Me (60% from p-MeC₆H₄MgBr and p-cyclohexylcyclohexanone), m. 108-10°, b0.7 165°, gives on hydrogenation a mixture of stereoisomeric 4-methyldodecahydroterphenyls, m. 82° and 36-8°, dehydrated by Se to 4-methylterphenyl, m. 206-8° (75% yield), which is oxidized by CrO₈ to terphenyl-4-carboxylic acid, m. 305°, and converted by adding 3/4 mol. Br dropwise to the C₆H₃Cl₃ solution into 4-bromomethylterphenyl (VI, X = Br), m. 210° (70% yield); this with NHEt₂ gives the base PhC₆H₄C₆H₄CH₂NEt₂, m. 133°.

Berichte der Deutschen Chemischen Gesellschaft [Abteilung] B: Abhandlungen published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C8H15NO, SDS of cas: 20029-52-1.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Shoaib, Muhammad M. published the artcileControlled degradation of low-fouling poly(oligo(ethylene glycol)methyl ether methacrylate) hydrogels, Formula: C19H15NO3, the publication is RSC Advances (2019), 9(33), 18978-18988, database is CAplus and MEDLINE.

Degradable low-fouling hydrogels are ideal vehicles for drug and cell delivery. For each application, hydrogel degradation rate must be re-optimized for maximum therapeutic benefit. We developed a method to rapidly and predictably tune degradation rates of low-fouling poly(oligo(ethylene glycol)methyl ether methacrylate) (P(EG)_xMA) hydrogels by modifying two interdependent variables: (1) base-catalyzed crosslink degradation kinetics, dependent on crosslinker electronics (electron withdrawing groups (EWGs)); and, (2) polymer hydration, dependent on the mol. weight (M_W) of poly(ethylene glycol) (PEG) pendant groups. By controlling PEG MW and EWG strength, P(EG)_xMA hydrogels were tuned to degrade over 6 to 52 d. A 6-member P(EG)_xMA copolymer library yielded slow and fast degrading low-fouling hydrogels suitable for short- and long-term delivery applications. The degradation mechanism was also applied to RGD-functionalized poly(carboxybetaine methacrylamide) (PCBMAA) hydrogels to achieve slow (∼50 d) and fast (∼13 d) degrading low-fouling, bioactive hydrogels.

RSC Advances published new progress about 1353016-70-2. 1353016-70-2 belongs to quinuclidine, auxiliary class Other Aromatic Heterocyclic,Carboxylic acid,Amide,Inhibitor,Inhibitor, name is Dbco-acid, and the molecular formula is C9H8O4, Formula: C19H15NO3.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Yan, Lin published the artcileDiscovery of 3-arylpropionic acids as potent agonists of sphingosine-1-phosphate receptor-1 (S1P₁) with high selectivity against all other known S1P receptor subtypes, SDS of cas: 20029-52-1, the publication is Bioorganic & Medicinal Chemistry Letters (2006), 16(14), 3679-3683, database is CAplus and MEDLINE.

A series of 3-arylpropionic acids were synthesized as S1P₁ receptor agonists. Structure-activity relationship studies on the pendant Ph ring revealed several structural features offering selectivity of S1P₁ binding against S1P_2-5. These highly selective S1P₁ agonists induced peripheral blood lymphocyte lowering in mice and one of them was found to be efficacious in a rat skin transplantation model, supporting that S1P₁ agonism is primarily responsible for the immunosuppressive efficacy observed in preclin. animal models.

Bioorganic & Medicinal Chemistry Letters published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H10O2, SDS of cas: 20029-52-1.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Barzic, A. I. published the artcileInterlayer dielectrics based on copolyimides containing non-coplanar alicyclic-units for multilevel high-speed electronics, Name: 4,4-Diaminodicyclohexyl methane, the publication is Polymer Testing (2020), 106704, database is CAplus.

A series of copolyimides (CPIs) containing non-coplanar alicyclic units combined with fluorinated or rigid aromatic monomer segments is synthesized. The solid film samples display an elevated heat resistance as their degradation started at temperatures around 415°C. Introduction into CPI backbone of bicyclic units, aromatic/aliphatic rings, angular bonds and/or low polarizable groups, determine the variation of the dielec. constant in the range 2.44-3.04 at 100 Hz. When using these CPIs as interlayer dielecs. (ILDs), it is revealed that resistance-capacitance delay is minimized (∼10-11 s) determining faster response of the device. Atomic force microscopy scans of CPI samples show distinct macromol. architectures, all containing nanopores with features depending on the chem. structure. Interfacial adhesion of investigated ILDs with copper wiring is highest for the samples lacking fluorine groups.

Polymer Testing published new progress about 1761-71-3. 1761-71-3 belongs to quinuclidine, auxiliary class Ploymers, name is 4,4-Diaminodicyclohexyl methane, and the molecular formula is C13H26N2, Name: 4,4-Diaminodicyclohexyl methane.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Wezeman, Tim published the artcileSynthesis of Non-Symmetrical and Atropisomeric Dibenzo[1,3]diazepines: Pd/CPhos-Catalyzed Direct Arylation of Bis-Aryl Aminals, Related Products of quinuclidine, the publication is Australian Journal of Chemistry (2015), 68(12), 1859-1865, database is CAplus.

Pd/CPhos-catalysis provides direct arylation/cyclization of methylene-linked bis[anilines] to dibenzo[1,3]diazepines which are both non-(C2)-sym. and axially chiral. Synthesis of the direct arylation substrates commences with substitution of (N-acyl)anilines to methylene Me sulfide derivatives, followed by halogenation/de-thiomethylation to N-(chloromethyl)anilines. These are substituted with a second aniline derivative, allowing modular preparation of (ortho-halo)aryl-aminal-linked arenes. The C-H functionalizing direct arylation conditions were adapted from Fagnou and others: substrates and potassium carbonate were heated in dimethylacetamide in the presence of palladium acetate and an electron-rich and sterically hindered biarylphosphine ligand, here CPhos. These conditions delivered the C1-(a)sym. dibenzo[1,3]diazepine targets, which, due to torsion around the axis of the newly formed biaryl bond, are also intrinsically atropisomeric. The axially twisted scaffold is known to impart special properties to ligands/catalysts when the products are further converted into the corresponding seven-membered ring-containing N-heterocyclic carbenes. Under optimized conditions the synthesis of the target compounds was achieved using 2′-(dicyclohexylphosphino)-N²,N²,N⁶,N⁶-tetramethyl[1,1′-biphenyl]-2,6-diamine (i.e., CPhos) and palladium acetate as ligand and catalyst combination. Key intermediates included N,N’-(methylene)-N,N’-bis(phenyl)acetamide derivatives (i.e., the above-mentioned aminals).

Australian Journal of Chemistry published new progress about 1160556-64-8. 1160556-64-8 belongs to quinuclidine, auxiliary class Mono-phosphine Ligands, name is 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, and the molecular formula is C5H12O2, Related Products of quinuclidine.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

David, Tomas published the artcileImproved Conjugation, 64-Cu Radiolabeling, in Vivo Stability, and Imaging Using Nonprotected Bifunctional Macrocyclic Ligands: Bis(Phosphinate) Cyclam (BPC) Chelators, Application In Synthesis of 1353016-70-2, the publication is Journal of Medicinal Chemistry (2018), 61(19), 8774-8796, database is CAplus and MEDLINE.

Bifunctional derivatives of Bis(Phosphinate)-bearing Cyclam (BPC) chelators bearing carboxylate, amine, isothiocyanate, azide or cyclooctyne in BP-side chain were synthesized. Conjugations required no protection of phosphinate or ring secondary amine groups. The ring amines were not reactive (proton protected) at pH < ∼8. For isothiocyanate coupling, oligopeptide N-terminal α-amines were more suitable than alkyl amines, e.g. Lys ω-amine (pKa ∼7.5-8.5 and ∼10-11, resp.) due to lower basicity. The Cu-64 labeling was efficient at room temperature (specific activity ∼100 GBq/μmol; 25°C, pH 6.2, ∼100 ligand equivalent, 10 min). A representative Cu-64-BPC was tested in-vivo showing fast clearance and no non-specific radioactivity deposition. The monoclonal anti-PSCA antibody 7F5 conjugates with thiocyanate BPC derivative or NODAGA were radiolabeled and studied in PC-3-PSCA tumor bearing mice by PET. The radiolabeled BPC conjugate was accumulated in the prostate tumor with low off-target uptake, unlike Cu-64-labeled NODAGA-antibody conjugate. The BPC chelators have a great potential for theranostic applications of Cu-64/Cu-67 matched pair.

Journal of Medicinal Chemistry published new progress about 1353016-70-2. 1353016-70-2 belongs to quinuclidine, auxiliary class Other Aromatic Heterocyclic,Carboxylic acid,Amide,Inhibitor,Inhibitor, name is Dbco-acid, and the molecular formula is C19H15NO3, Application In Synthesis of 1353016-70-2.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Heilbron, I. M. published the artcileUnion of aryl nuclei. II. Chloro-, bromo- and nitrofluorenones, Category: quinuclidine, the publication is Journal of the Chemical Society (1938), 113-16, database is CAplus.

By means of the Gomberg reaction, diazotized Me anthranilate (or a derivative) and a neutral aromatic liquid being used, nuclear-substituted biphenyl-2-carboxylic acids become readily available, from which the corresponding substituted fluorenones may be obtained quant. on ring closure. Me 4-chloroanthranilate and C₆H₆ thus give 25% of the Me ester, b₂₀ 180-90°, of 5-chlorodiphenyl-2-carboxylic acid (I), m. 152°; ring closure with H₂SO₄ gives 3-chlorofluorenone (II), yellow, m. 157°; 4-Cl isomer of I, m. 157°; 2-Cl isomer of II, m. 123°; 5-Br analog of I, m. 172°; 3-Br analog of II, m. 161°; the 4-isomers, m. 164°, and 150°, were likewise prepared 4-NO₂ analog of I, m. 173°; ring closure gives the 4-NO₂ analog of II, m. 219°. PhCl and PhBr give mixtures of the 2′- and 4′-Cl and Br derivatives, the separation of which was only partly successful. p-ClC₆H₄N₂Cl and PhMe give 4′-chloro-2-methylbiphenyl, b. 288-90°; oxidation gives 4′-chloro-biphenyl-2-carboxylic acid, m. 161°; ring closure gives the 2-Cl isomer of II.

Journal of the Chemical Society published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Category: quinuclidine.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Kang, Houng published the artcileEnantioselective Vanadium-Catalyzed Oxidative Coupling: Development and Mechanistic Insights, Formula: C28H41N2P, the publication is Journal of Organic Chemistry (2018), 83(23), 14362-14384, database is CAplus and MEDLINE.

The evolution of a more reactive chiral vanadium catalyst for enantioselective oxidative coupling of phenols is reported, ultimately resulting in a simple monomeric vanadium species combined with a Bronsted or Lewis acid additive. The resultant vanadium complex is found to effect the asym. oxidative ortho-ortho coupling of simple phenols and 2-hydroxycarbazoles with good to excellent levels of enantioselectivity. Exptl. and quantum mech. studies of the mechanism indicate that the additives aggregate the vanadium monomers. In addition, a singlet to triplet crossover is implicated prior to carbon-carbon bond formation. The two lowest energy diastereomeric transition states leading to the enantiomeric products differ substantially with the path to the minor enantiomer involving greater torsional strain between the two phenol moieties.

Journal of Organic Chemistry published new progress about 1160556-64-8. 1160556-64-8 belongs to quinuclidine, auxiliary class Mono-phosphine Ligands, name is 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, and the molecular formula is C28H41N2P, Formula: C28H41N2P.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Liu, Yu published the artcileGO-CNTs hybrids reinforced epoxy composites with porous structure as microwave absorbers, Related Products of quinuclidine, the publication is Composites Science and Technology (2020), 108450, database is CAplus.

Foam structures with epoxy as the matrix and both carbon nanotubes (CNTs) and their hybrids with graphene oxide (GO-CNTs) as absorbers were fabricated, and their microwave absorbing and electromagnetic properties were investigated in the frequency range of 1-18 GHz. The fillers and bubbles were uniformly distributed in the composites. The complex permittivity and elec. conductivity of the composites increased as the fillers’ content increasing. The best performance of the reflection loss (RL) can be obtained for a foam structure with 0.5 wt% GO-CNTs, which had a RL peak value of -20dB with a -10 dB range of 5.3 GHz (10.8-16.1 GHz). Multi-layered structures were also discussed in this work, a RL peak value of -40dB with a -10dB range of 7.1 GHz (9.9-17 GHz) had been obtained by combining two foam structures, which are 2 mm thick 0.5 wt% GO-CNTs/epoxy and 1 mm thick 2.0 wt% GO-CNTs/epoxy. Furthermore, the -10dB range can reach 11.5 GHz (6.5-18 GHz) when combining 2.6 mm thick 0.5 wt% GO-CNTs/epoxy and 1.3 mm thick 2.0 wt% GO-CNTs/epoxy.

Composites Science and Technology published new progress about 1761-71-3. 1761-71-3 belongs to quinuclidine, auxiliary class Ploymers, name is 4,4-Diaminodicyclohexyl methane, and the molecular formula is C13H26N2, Related Products of quinuclidine.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider