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[ CAS No. 2554-06-5 ] {[proInfo.proName]}

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Chemical Structure| 2554-06-5
Chemical Structure| 2554-06-5
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Product Citations

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Pengyu Chen ; Zheyuan Zhang ; Kwang Won Park , et al. DOI:

Abstract: Initiated chemical vapor deposition (iCVD) has revolutionized the preparation of high-quality conformal polymer films with excellent control over composition and properties at the nanoscale. It is compatible with over 70 functional monomers . Despite that chemical versatility, side reactions during iCVD are not well understood. For example, chain transfer could happen during the propagation of an important class of monomers that contain nitrogen (N), arresting the polymerization and limiting the molecular weight. Here, we use (1VI) to demonstrate the chain transfer reaction to the group during iCVD, which leads to unpredictable deposition kinetics, low molecular weight, and undesirable products. We further introduce a strategy that utilizes a vapor solvent to engineer monomer reactivity and suppress side reactions. By replacing the traditional patch flow, Ar, with (AcOH), which forms hydrogen bonding with 1VI, chain transfer is suppressed, and the deposition rate is increased by as much as 280% while restoring its linear dependence on the monomer partial pressure. That linear dependence has not been achieved previously for 1VI. The tunable deposition kinetics, in turn, leads to a broader range of attainable material properties, including nearly doubling the maximum attainable molecular weight (from 8 kDa to 16 kDa) and increasing the elastic modulus (from 3.5 to 4.7 GPa). The vapor solvent is also effective at suppressing chain transfer in other N-containing monomers , like (2-dimethylamine) ethyl methacrylate (DMAEMA), leading to a considerable increase in the molecular weight (from 16 kDa to 38 kDa). The vapor solvent selectively increases the reactivity of N-containing monomers during copolymerization, demonstrated using 1VI and divinylbenzene (DVB) or 1,3,5,7-tetravinyl tetramethylcyclotetrasiloxane (V4D4), increasing the reactivity ratio of 1VI by an order of magnitude according to the Fineman–Ross equation. This robust strategy engineers monomer reactivity without the need for chemical modifications. It improves the chemical precision of iCVD polymerization, particularly for an important class of N-containing monomers , which have found broad applications as the polymer–electrolyte interphase in batteries, antifouling coatings in food and water production, and bioactive and functionalizable coatings in sensors.

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Chen, Pengyu ; Shu, Harry ; Tang, Wenjing , et al. DOI:

Abstract: Biofouling represents a critical challenge in marine transportation, healthcare, and food manufacturing, among other industries, as it promotes contamination and increases maintenance costs. Zwitterionic polymers, known for their exceptional antifouling properties, offer a promising solution for biofouling deterrence. Despite the rapid development of zwitterionic polymers in recent years, the design rules, especially concerning the choice of cationic moieties to optimize biofouling deterrence, remain elusive. In this study, we leveraged a versatile all-dry synthesis scheme to achieve a selection of 9 zwitterionic polymers, 5 of which are unprecedented for this synthesis paradigm, thus systematically unraveling that molecular design rule. Notably, we developed a synthesis strategy to enable nanoscale compositional gradient along the coating cross-section, which ensures the robustness of the zwitterionic polymer coatings irrespective of the choice of cation-anion combinations. That robustness is enabled by an organosilicon-based layer at the coating-substrate interface, which simultaneously enhances coating adhesion and chemical stability while ensuring high concentration of zwitterionic moieties at the polymer-liquid interface to maximize biofouling deterrence. The antifouling efficacy was assessed using biofilms of Pseudomonas aeruginosa or Bacillus subtilis. All coatings demonstrated antifouling efficacy, with a novel zwitterionic polymer comprising a combination of imidazolium and carboxyl groups achieving the greatest antibiofilm effects, which we attributed to the strong hydration. This study highlights the coating architecture, i.e., one with nanoscale gradient and varying crosslinking densities, as a valid strategy to render zwitterionic polymers robust coatings and the imidazolium-based carboxybetaine as a promising next-generation antibiofouling chemistry.

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Przybylak, Marcin ; Przybylska, Agnieszka ; Szymanska, Anna , et al. DOI:

Abstract: During this study four different methods of hydrophobization of cotton textiles via thiol-ene click reaction were compared. It was hypothesized that the same products would be obtained in all cases, albeit in different ways. During synthesis of hydrophobic compounds 2,4,6,8-tetramethyl-2,4,6,8-tetravinylcyclotetrasiloxane (D4Vi), (3-mercaptopropyl)trimethoxysilane (M) and alkyl thiols of various alkyl chain lengths (C6H13SH(C6), C8H17SH(C8), C10H21SH(C10), C12H25SH(C12), C18H37SH(C18)) were used as a substrates. Some of the modifiers were synthesized via thiol-ene click reaction and then introduced to the cotton textile via a sol-gel process. The remaining modifiers were synthesized via thiol-ene click reaction directly on to cotton textiles. The influence of alkyl chain lengths on the hydrophobic effect were also investigated. Hydrophobization of cotton textile was evaluated through measurement of water contact angle. Addnl., the surface of the cotton textile was also examined via IR anal., scanning electron microscope (SEM), and elemental anal. (SEM-EDS). As a result of this study a superhydrophobic cotton textile was obtained. The research showed the significant influence of the type of modification method via thiol-ene click reaction on the hydrophobicity of cotton textiles.

Keywords: Thiol-ene click ; Cotton textiles ; Hydrophobization ; Organosilicon ; Cyclic siloxane

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Product Details of [ 2554-06-5 ]

CAS No. :2554-06-5 MDL No. :MFCD00040293
Formula : C12H24O4Si4 Boiling Point : No data available
Linear Structure Formula :(CH3(CH2CH)SiO)4 InChI Key :VMAWODUEPLAHOE-UHFFFAOYSA-N
M.W : 344.66 Pubchem ID :75706
Synonyms :

Calculated chemistry of [ 2554-06-5 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 20
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.33
Num. rotatable bonds : 4
Num. H-bond acceptors : 4.0
Num. H-bond donors : 0.0
Molar Refractivity : 91.6
TPSA : 36.92 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -4.28 cm/s

Lipophilicity

Log Po/w (iLOGP) : 4.17
Log Po/w (XLOGP3) : 5.8
Log Po/w (WLOGP) : 3.26
Log Po/w (MLOGP) : -0.08
Log Po/w (SILICOS-IT) : -1.7
Consensus Log Po/w : 2.29

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -5.37
Solubility : 0.00148 mg/ml ; 0.0000043 mol/l
Class : Moderately soluble
Log S (Ali) : -6.35
Solubility : 0.000156 mg/ml ; 0.000000452 mol/l
Class : Poorly soluble
Log S (SILICOS-IT) : -2.55
Solubility : 0.974 mg/ml ; 0.00282 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 5.67

Safety of [ 2554-06-5 ]

Signal Word:Warning Class:
Precautionary Statements:P305+P351+P338 UN#:
Hazard Statements:H319 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 2554-06-5 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 2554-06-5 ]

[ 2554-06-5 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 52092-47-4 ]
  • [ 2554-06-5 ]
  • [ 125889-39-6 ]
  • 2
  • [ 2554-06-5 ]
  • [ 13040-77-2 ]
  • [ 79964-37-7 ]
  • 3
  • [ 2488-01-9 ]
  • [ 2554-06-5 ]
  • C52H96O4Si12 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With platinum; In toluene; at 119 - 130℃; for 48h; (1) taking 0.5 g of hydrosilylation catalyst platinum, diluted with 5 mL of toluene, and then added to a 250 mL three-necked flask;(2) Take 3.45 g of tetramethyltetravinylcyclotetrasiloxane (tetramethyl-)Tetravinylcyclotetrasiloxane, molecular weight MW=345g/mol), diluted with 20mL of toluene and added to the three-neckedBottle(3) Take 11.66g of <strong>[2488-01-9]1,4-bis(dimethylsilyl)benzene</strong> (1,4-Bis(dimethylsilyl)benzene,Sub-quantity = 194.42), diluted with 25 mL of toluene and added to a three-necked flask;(4) Set the oil bath temperature to 130 C, turn on the stirring, and turn on the condensed water until the temperature in the three-necked flask is 119 C.The mixture should start to reflux;(5) After refluxing for a period of time, take a small amount of the reaction mixture for IR test to determine whether the reaction is completed.all.(6) After 48 hours, the IR results showed that the carbon-free carbon double bond absorption peak indicates the end of the reaction, and the 1H NMR results showed noVinyl H, at this time, the reaction mixture was transferred to a rotary evaporator to distill off the solvent, and the product crosslinker 4 was precipitated
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