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Chemical Structure| 174063-87-7 Chemical Structure| 174063-87-7

Structure of 174063-87-7

Chemical Structure| 174063-87-7

1,4-Bis-[4-(3-acryloyloxypropyloxy)benzoyloxy]-2-methylbenzene

CAS No.: 174063-87-7

4.5 *For Research Use Only !

Cat. No.: A255324 Purity: 98%

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Product Citations

Product Citations      Show More

Ng, Alicia ; Telles, Rodrigo ; Riley, Katherine S ; Lewis, Jennifer A ; Cook, Caitlyn C ; Lee, Elaine , et al.

Abstract: Cholesteric liquid crystal elastomers (CLCEs) hold great promise for mechanochromic applications in anti-counterfeiting, smart textiles, and soft robotics, thanks to the structural color and elasticity. While CLCEs are printed via direct ink writing (DIW) to fabricate free-standing films, complex 3D structures are not fabricated due to the opposing rheological properties necessary for cholesteric alignment and multilayer stacking. Here, 3D CLCE structures are realized by utilizing coaxial DIW to print a CLC ink within a silicone ink. By tailoring the ink compositions, and thus, the rheological properties, the cholesteric phase rapidly forms without an annealing step, while the silicone shell provides encapsulation and support to the CLCE core, allowing for layer-by-layer printing of self-supported 3D structures. As a demonstration, free-standing bistable thin-shell domes are printed. Color changes due to compressive and tensile stresses can be witnessed from the top and bottom of the inverted domes, respectively. When the domes are arranged in an array and inverted, they can snap back to their base state by uniaxial stretching, thereby functioning as mechanical sensors with memory. The additive manufacturing platform enables the rapid fabrication of 3D mechanochromic sensors thereby expanding the realm of potential applications for CLCEs.

Keywords: 3D architectures ; cholesteric liquid crystal elastomers ; core-shell ; direct ink writing ; mechanochromic ; passive sensing

Purchased from AmBeed: ;

Antonio Proctor Martinez ; Alicia Ng ; So Hee Nah ; Shu Yang ;

Abstract: Liquid crystal elastomers (LCEs) are promising candidates for creating adaptive textile-based devices that can actively and reversibly respond to the environment for sensing and communication. Despite recent advances in scalable manufacturing of LCE filaments for textile engineering, the actuation modes of various LCE filaments focus on contractual deformations. In this study, manufacture of polydomain LCE filaments with potential scalability by wet-spinning is studied, followed by mechanical exploitation to program liquid crystal mesogen alignments, demonstrating both contractual and twisting actuation profiles. By plying these LCE filaments into yarns with different twist concentrations, yarn actuation, and mechanical performance is tuned. Yarns plied at 4 twists per cm can generate up to a seven-fold increase in elastic modulus while maintaining 90% of actuation strain performance from their native filament. The contractual and twisting LCE filaments are then embroidered with varying stitch types to spatially program complex 2D-to-3D transformations in “inactive” fabrics. It is shown that a running stitch can actuate up to 15% in strain and create angular displacements in fabric with twisted mesogen alignments. It is envisioned that the wet-spun polydomain LCE filaments for diverse plied yarn production together with textile engineering will open new opportunities to design smart textiles and soft robotics.

Purchased from AmBeed: ;

Li, Shangsong ; Yu, Kun‐Hao ; Garcia, Isabel ; Nah, So Hee ; Chui, Hiu Ning Tiffany ; Tian, Ziting , et al.

Abstract: Direct ink writing (DIW) of core-shell structures allows for patterning hollow or composite structures for shape morphing and color displays. Cholesteric liquid crystal elastomers (CLCEs) with liquid crystal mesogens assembled in a helix superstructure are attractive for generating tunable iridescent structural colors. Here, by fine-tuning the rheology of the core and shell materials, respectively, this study creates droplets or a continuous filament in the core from the precursors of polydimethylsiloxane (PDMS) or , whereas CLCE forms the outer shell. By introducing a dye in the droplets, the skin structures of cephalopods, consisting of chromatophores and iridocytes, are mimicked for enhanced color saturation, lightness, and camouflage. After removal of the core material, a CLCE hollow fiber is obtained, which can switch colors upon mechanical stretching and pneumatic actuation, much like papilla along with iridocytes. Further, liquid crystal mesogens assembled in the bulk of the fiber are in polydomain. Thus, the skin appears opalescent at room temperature, much like how leucophores enhance reflectins. Upon heating above the nematic to isotropic transition temperature, the skin becomes transparent. Lastly, a cephalopod model is constructed, where different parts of the model can change colors independently based on different mechanisms.

Keywords: camouflage ; cholesteric liquid crystal elastomer ; core-shell fiber ; direct ink writing ; structural colors

Purchased from AmBeed: ;

Zachmann, Isaac ; Zhang, Qirui ; Svanidze, Anastasiia ; Ji, Lianhua ; Mao, Chongchang ;

Abstract: Phase-only liquid crystal on silicon (LCoS) spatial light modulators are used in a variety of applications. Despite their wide use, current phaseonly LCoS devices are hindered by their single-polarization modulation. We propose a polarization independent LCoS device which uses a polymer quarterwave plate (QWP) for polarization conversion. We designed a custom pixel circuit which enables high driving voltage and high pixel grayscale by utilizing an analog driving frame buffer pixel circuit. Our pixel circuit is optimized for small pixel size and the silicon backplanes can be fabricated at a traditional foundry. We demonstrate polarization independent phase modulation through optical beam steering tests for various input polarizations. Our fabricated device lays the foundation for commercial LCoS devices highly suitable for wavelength selective switches, holographic display, wavefront correction, and optical beam shaping.

Purchased from AmBeed:

Emeršič, Tadej ; Bagchi, Kushal ; Fitz, Sullivan ; Jensen, Aiden ; Nealey, Paul F ; de Pablo, Juan J

Abstract: Cholesteric liquid crystals (CLCs) are compelling responsive materials with applications in next-generation sensing, imaging, and display technologies. While electric fields and surface treatments have been used to manipulate the molecular organization and, subsequently, the optical properties of CLCs, their response to controlled fluid flow has remained largely unexplored. Here, we investigate the influence of microfluidic flow on the structure of thermotropic CLCs that can exhibit structural coloration. We demonstrate that the shear forces that arise from microfluidic flow align the helical axis of CLCs; alignment is a prerequisite for harnessing the promising photonic properties of CLCs. Moreover, we show that microfluidic flow can generate non_x005f_x0002_equilibrium structures exhibiting photonic band gaps that are inaccessible in the stationary cholesteric phase. Our findings have implications for the use of CLCs in applications involving flow processing such as additive manufacturing.

Purchased from AmBeed: ;

Alternative Products

Product Details of [ 174063-87-7 ]

CAS No. :174063-87-7
Formula : C33H32O10
M.W : 588.60
SMILES Code : CC1=CC(OC(C2=CC=C(OCCCOC(C=C)=O)C=C2)=O)=CC=C1OC(C3=CC=C(OCCCOC(C=C)=O)C=C3)=O
MDL No. :MFCD09743681
InChI Key :ISSYGWIDLYOJEN-UHFFFAOYSA-N
Pubchem ID :20807398

Safety of [ 174063-87-7 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Computational Chemistry of [ 174063-87-7 ] Show Less

Physicochemical Properties

Num. heavy atoms 43
Num. arom. heavy atoms 18
Fraction Csp3 0.21
Num. rotatable bonds 20
Num. H-bond acceptors 10.0
Num. H-bond donors 0.0
Molar Refractivity 156.88
TPSA ?

Topological Polar Surface Area: Calculated from
Ertl P. et al. 2000 J. Med. Chem.

123.66 Ų

Lipophilicity

Log Po/w (iLOGP)?

iLOGP: in-house physics-based method implemented from
Daina A et al. 2014 J. Chem. Inf. Model.

5.11
Log Po/w (XLOGP3)?

XLOGP3: Atomistic and knowledge-based method calculated by
XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry

6.72
Log Po/w (WLOGP)?

WLOGP: Atomistic method implemented from
Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.

5.43
Log Po/w (MLOGP)?

MLOGP: Topological method implemented from
Moriguchi I. et al. 1992 Chem. Pharm. Bull.
Moriguchi I. et al. 1994 Chem. Pharm. Bull.
Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.

3.91
Log Po/w (SILICOS-IT)?

SILICOS-IT: Hybrid fragmental/topological method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

6.93
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

5.62

Water Solubility

Log S (ESOL):?

ESOL: Topological method implemented from
Delaney JS. 2004 J. Chem. Inf. Model.

-6.71
Solubility 0.000114 mg/ml ; 0.000000194 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Poorly soluble
Log S (Ali)?

Ali: Topological method implemented from
Ali J. et al. 2012 J. Chem. Inf. Model.

-9.12
Solubility 0.000000445 mg/ml ; 0.0000000008 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Poorly soluble
Log S (SILICOS-IT)?

SILICOS-IT: Fragmental method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

-9.09
Solubility 0.000000478 mg/ml ; 0.0000000008 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Poorly soluble

Pharmacokinetics

GI absorption?

Gatrointestinal absorption: according to the white of the BOILED-Egg

Low
BBB permeant?

BBB permeation: according to the yolk of the BOILED-Egg

No
P-gp substrate?

P-glycoprotein substrate: SVM model built on 1033 molecules (training set)
and tested on 415 molecules (test set)
10-fold CV: ACC=0.72 / AUC=0.77
External: ACC=0.88 / AUC=0.94

Yes
CYP1A2 inhibitor?

Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.83 / AUC=0.90
External: ACC=0.84 / AUC=0.91

No
CYP2C19 inhibitor?

Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.80 / AUC=0.86
External: ACC=0.80 / AUC=0.87

No
CYP2C9 inhibitor?

Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set)
and tested on 2075 molecules (test set)
10-fold CV: ACC=0.78 / AUC=0.85
External: ACC=0.71 / AUC=0.81

Yes
CYP2D6 inhibitor?

Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set)
and tested on 1068 molecules (test set)
10-fold CV: ACC=0.79 / AUC=0.85
External: ACC=0.81 / AUC=0.87

Yes
CYP3A4 inhibitor?

Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set)
and tested on 2579 molecules (test set)
10-fold CV: ACC=0.77 / AUC=0.85
External: ACC=0.78 / AUC=0.86

No
Log Kp (skin permeation)?

Skin permeation: QSPR model implemented from
Potts RO and Guy RH. 1992 Pharm. Res.

-5.12 cm/s

Druglikeness

Lipinski?

Lipinski (Pfizer) filter: implemented from
Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev.
MW ≤ 500
MLOGP ≤ 4.15
N or O ≤ 10
NH or OH ≤ 5

1.0
Ghose?

Ghose filter: implemented from
Ghose AK. et al. 1999 J. Comb. Chem.
160 ≤ MW ≤ 480
-0.4 ≤ WLOGP ≤ 5.6
40 ≤ MR ≤ 130
20 ≤ atoms ≤ 70

None
Veber?

Veber (GSK) filter: implemented from
Veber DF. et al. 2002 J. Med. Chem.
Rotatable bonds ≤ 10
TPSA ≤ 140

1.0
Egan?

Egan (Pharmacia) filter: implemented from
Egan WJ. et al. 2000 J. Med. Chem.
WLOGP ≤ 5.88
TPSA ≤ 131.6

0.0
Muegge?

Muegge (Bayer) filter: implemented from
Muegge I. et al. 2001 J. Med. Chem.
200 ≤ MW ≤ 600
-2 ≤ XLOGP ≤ 5
TPSA ≤ 150
Num. rings ≤ 7
Num. carbon > 4
Num. heteroatoms > 1
Num. rotatable bonds ≤ 15
H-bond acc. ≤ 10
H-bond don. ≤ 5

2.0
Bioavailability Score?

Abbott Bioavailability Score: Probability of F > 10% in rat
implemented from
Martin YC. 2005 J. Med. Chem.

0.55

Medicinal Chemistry

PAINS?

Pan Assay Interference Structures: implemented from
Baell JB. & Holloway GA. 2010 J. Med. Chem.

0.0 alert
Brenk?

Structural Alert: implemented from
Brenk R. et al. 2008 ChemMedChem

3.0 alert: heavy_metal
Leadlikeness?

Leadlikeness: implemented from
Teague SJ. 1999 Angew. Chem. Int. Ed.
250 ≤ MW ≤ 350
XLOGP ≤ 3.5
Num. rotatable bonds ≤ 7

No; 1 violation:MW<3.0
Synthetic accessibility?

Synthetic accessibility score: from 1 (very easy) to 10 (very difficult)
based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties,
trained on 12'782'590 molecules and tested on 40 external molecules (r2 = 0.94)

3.92
 

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