204190-49-8

Basic information

• Product Name: 4-TERT-BUTYLSULFONYLCALIX[4]ARENE
• Synonyms: 4-TERT-BUTYLSULFONYLCALIX[4]ARENE;TETRA-TERT-BUTYL(TETRAHYDROXY)TETRASULFONYLCALIX[4]ARENE;4-tert-Butylsulfonylcalix[4]arene
• CAS NO: 204190-49-8
• Molecular Formula: C₄₀H₄₈O₁₂S₄
• Molecular Weight: 849.06
• Product Categories: Functional Materials;Macrocycles for Host-Guest Chemistry;Thiacalixarenes
• Mol File: 204190-49-8.mol

Chemical Properties

• Boiling Point: 984.468°C at 760 mmHg
• Flash Point: 549.187°C
• Appearance: /
• Density: 1.372g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.609
• PKA: 1.72±0.20(Predicted)
• CAS DataBase Reference: 4-TERT-BUTYLSULFONYLCALIX[4]ARENE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-TERT-BUTYLSULFONYLCALIX[4]ARENE(204190-49-8)
• EPA Substance Registry System: 4-TERT-BUTYLSULFONYLCALIX[4]ARENE(204190-49-8)

Safety Data

• Hazardous Substances Data: 204190-49-8(Hazardous Substances Data)

Usage

Uses

Used in Coordination Polymers:
4-TERT-BUTYLSULFONYLCALIX[4]ARENE is used as a support for Au/Ag nanoparticles in the preparation of coordination polymers. 4-TERT-BUTYLSULFONYLCALIX[4]ARENE's unique structure and properties make it an ideal candidate for stabilizing and dispersing nanoparticles, which can enhance their catalytic, optical, and electronic properties.
Used in Metal-Organic Supercontainers:
4-TERT-BUTYLSULFONYLCALIX[4]ARENE is also used in the synthesis of stimuli-responsive metal-organic supercontainers as synthetic proton receptors. These supercontainers have potential applications in various fields, including drug delivery, sensing, and catalysis, due to their ability to encapsulate and release guest molecules in response to external stimuli.

InChI:InChI=1/C40H48O12S4/c1-37(2,3)21-13-25-33(41)26(14-21)54(47,48)28-16-23(39(7,8)9)18-30(35(28)43)56(51,52)32-20-24(40(10,11)12)19-31(36(32)44)55(49,50)29-17-22(38(4,5)6)15-27(34(29)42)53(25,45)46/h13-20,41-44H,1-12H3

Upstream product

• 182496-55-5 tert-butylthiacalix[4]arene 
• 210550-18-8 5,11,17,23-tetrakis(1,1-dimethylethyl)-25,26,27,28-tetramethoxy-2,8,14,20-tetrathiapentacyclo[19.3.1.1(3,7).1(9,13).1(15,19)]octacosa-1⁽²⁵⁾,3,5,7⁽²⁸⁾,9,11,13⁽²⁷⁾,15,17,19⁽²⁶⁾,21,23-dodecaene-2,2,8,8,14,14,20,20-octaoxide 
• 98-54-4 para-tert-butylphenol 
• 182496-68-0 5,11,17,23-tetrakis(1,1-dimethylethyl)-25,26,27,28-tetramethoxy-2,8,14,20-tetrathiapentacyclo[19.3.1.1(3,7).1(9,13).1(15,19)]octacosa-1⁽²⁵⁾,3,5,7⁽²⁸⁾,9,11,13⁽²⁷⁾,15,17,19⁽²⁶⁾,21,23-dodecaene 

Relevant articles and documents

Selective oxidation of thiacalix[4]arenes to the sulfinyl and sulfonyl counterparts and their complexation abilities toward metal ions as studied by solvent extraction

Practical methods for the synthesis of sulfinyl-(5,6) and sulfonylcalix[4]arenes (7,8) were provided by the selective oxidation of thiacalix[4]arenes (3,4) with controlled amounts of an oxidant such as NaBO3 or hydrogen peroxide under mild conditions. The coordination ability of thiacalix[4]arene 4 and the sulfinyl and sulfonyl analogs (6,8) toward a wide variety of metal ions was investigated by solvent extraction and compared to that of the conventional methylene-bridged calix[4]arene 2. It was shown that the metal-ion selectivities of the sulfur-containing ligands 4, 6, and 8 were controlled by the oxidation state of the bridging sulfur moiety, which was best understood based on the hard and soft acid-base (HSAB) principle by assuming the critical role of the bridging groups in coordination to the metal center. Thus, 4 preferred soft metal ions by binding with S, while 8 did hard ones by ligating with sulfonyl O in addition to the adjacent two phenoxide oxygens, respectively. In good accordance with this hypothesis, 6 could bind to both hard and soft metal ions by using sulfinyl O and S, respectively. These made sharp contrast to the parent methylene-bridged 2, which could not essentially extract any metal ions at all, lacking lone pair electrons on the methylene bridge for coordination.

Synthesis and Characterization of an Isoreticular Family of Calixarene-Capped Porous Coordination Cages

Functionalization of permanently porous coordination cages has been used to tune phase, surface area, stability, and solubility in this promising class of adsorbents. For many cages, however, these properties are intricately tied together, and installation of functional groups, for example, to increase solubility often leads to a decrease in surface area. Calixarene-capped cages offer the advantage in that they are cluster-terminated cages whose solid-state packing, and thus surface area, is typically governed by the nature of the capping ligand rather than the bridging ligand. In this work we investigate the influence of ligand functionalization on two series of isoreticular Ni(II)- and Co(II)-based calixarene-capped cages. The two types of materials described are represented as octahedral and rectangular prismatic coordination cages and can be synthesized in a modular manner, allowing for the substitution of dicarboxylate bridging ligands and the introduction of functional groups in specific locations on the cage. We ultimately show that highly soluble cages can be obtained while still having access to high surface areas for many of the isolated phases.

Sulfone-calixarenes: A new class of molecular building block

The synthesis of a new calix[4]arene derivative based on the linkage of the phenolic rings by four sulfone groups was achieved and its 1,3-alternate conformation in the crystalline phase, resulting from both inter- and intra-molecular H-bonding, was established by crystallography.

Selective oxidation of thiacalix[4]arenes to the sulfinyl- and sulfonylcalix[4]arenes and their coordination ability to metal ions

Thiacalix[4]arenes, in which the four methylene bridges of calix[4]arenes are replaced by sulfide linkages, were selectively oxidized to sulfinyl- or sulfonylcalix[4]arene under mild conditions with control of the stoichiometry of the oxidant. Solvent extraction of the transition and alkaline earth metal ions with these hosts showed that the metal binding ability was governed by the oxidation state of the sulfur functionalities.

METHODS FOR PRODUCING OXIDIZED CYCLIC PHENOL SULFIDES

A method for producing an oxidized cyclic phenol sulfide which comprises the step of oxidizing a cyclic phenol sulfide of the following formula (1) as a raw material: wherein R represents a straight or branched alkyl group having 1 to 6 carbon atoms, and m is an integer from 4 to 8, in a solvent(s) other than a halogenated hydrocarbon in an amount of 2 or more and less than 10 parts by weight per 1 part by weight of the cyclic phenol sulfide, with an oxidizing agent(s) to obtain an oxidized cyclic phenol sulfide of the following formula (2): wherein R represents a straight or branched alkyl group having 1 to 6 carbon atoms, m is an integer from 4 to 8, and n is 1 or 2.

OXIDIZED CYCLIC PHENOL SULFIDE MIXTURE, AND CHARGE CONTROLLING AGENT OR TONER USING THE SAME

The present invention discloses an oxidized mixed cyclic phenol sulfide which is a mixture of the oxidized cyclic phenol sulfide wherein m is 8 and the oxidized cyclic phenol sulfide wherein m is an integer other than 8, the oxidized cyclic phenol sulfide being represented by the following formula (1): wherein R is a straight or branched alkyl group having 1 to 6 carbon atoms, m is an integer from 4 to 9, and n is 1 or 2; or an oxidized cyclic phenol sulfide of formula (1) wherein m is 8. The present invention also discloses a charge control agent which comprises the above sulfide(s) as the active ingredient; and a toner which comprises the charge control agent, a coloring agent and a binder resin. This charge control agent is particularly useful for color toners, and it speeds up charging risetime, and has a high charge amount and charging characteristics excellent in environmental stability. Further, the charge control agent is safe since it does not have any problem with the waste regulations.