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Sebacoyl chloride

Decane-1 10-dicarboxylic acid from sebacic acid. Convert sebacic acid into the acid chloride by treatment with phosphorus penta-chloride (2 mols) and purify by distillation b.p. 146-143°/2 mm. the yield is almost quantitative. Dissolve the resulting sebacoyl chloride in anhydrous ether and add the solution slowly to an ethereal solution of excess of diazomethane (prepared from 50 g. of nitrosomethylurea) allow the mixture to stand overnight. Remove the ether and excess of diazomethane under reduced pressure the residual crystalline 1 8-bis-diazoacetyloctane weighs 19 -3 g. and melts at 91° after crystaUisation from benzene. [Pg.905]

Shanzer and Mayer-Shochet have utilized disubstituted stannoxanes as covalent templates for the formation of tetralactones. In this procedure, a dialkyl stannoxane is condensed with a glycol to form a cyclic-distannoxane as illustrated below. In a typical preparation, the distannoxane (i) was dissolved in CCI4 (ca. 0.04 At) at reflux and sebacoyl chloride (2 eq) was added dropwise at reflux. After heating for 20 h, the solution was concentrated to a solid. Chromatography afforded the tetralactone in 30% yield. ... [Pg.225]

A. 2,2 Sebacoyldicyclokexanone. A solution of 167 g. (1.00 mole) of 1-morpholino-l-cyclohexene 2 and 101 g. (139 ml., 1.00 mole) of anhydrous triethylamine in 500 ml. of dry chloroform (Note 1) is put in a 5-1., three-necked, round-bottomed flask equipped with a mechanical stirrer, a dropping funnel, and a reflux condenser. Tubes of calcium chloride are inserted in the open ends of the dropping funnel and reflux condenser. The reaction flask is immersed in a water bath at 35°, and a solution of 120 g. (0.50 mole) of sebacoyl chloride (Note 2) in 200 ml. of dry chloroform is added to the well-stirred reaction mixture over a period of about 1.5 hours. The reaction mixture gradually as-... [Pg.34]

Satisfactory sebacoyl chloride can be purchased from the Eastman Kodak Co., Rochester, New York. The submitters prepared it as follows. A mixture of 150 g. (0.74 mole) of sebacic acid and 150 ml. of thionyl chloride is heated in a water bath at 60°. The acid gradually goes into solution with evolution of sulfur dioxide and hydrogen chloride. When gas evolution ceases, the mixture is distilled as rapidly as possible under reduced pressure. The yield of sebacoyl chloride, b.p. 171-175°/15 mm., is about 140 g. (79%). Caution1 Toward the end of the distillation, spontaneous decomposition of the residue with formation of a voluminous black foam frequently occurs. [Pg.37]

Sebacic add, 43, 39 Sebacoyl chloride, 43, 37 2,2 -Sebacoyldicyclohexanone, 43, 34 Sodium amide, as catalyst for carbona-tion of methylacetylene, 42, 98... [Pg.122]

Amine-terminated siloxane oligomers have also been utilized in the synthesis of various siloxane-amide and siloxane-imide copolymers, High molecular weight siloxane-amide copolymers have been synthesized by the solution or interfacial co-polymerization of siloxane oligomers with sebacoyl chloride or terephthaloyl chloride respectively 1S5,165). In some reactions diamine chain extenders have also been utilized. Thermal and dynamic mechanical characterization of these copolymers have shown the formation of multiphase systems160). Compression molded films displayed very good elastomeric properties. [Pg.33]

Interfacial or solution polycondensation, with or without stirring, was the general procedure utilized for the preparation of the polyamides and polyureas.l a Details are given in Table I. An important point to be noted is that, in the unstirred interfacial condensation polymerization of 1 with sebacoyl chloride or tere-phthaloyl chloride in the organic phase and triethylamine as the proton acceptor, immediate film formation took place at the interface. The polyamide films were removed after 1 h, dried, and utilized for taking electron micrographs. [Pg.438]

When the reactants involved in a step growth polymerization process are mutually immiscible, we can employ an interfacial polymerization method. Two solutions, each containing one of the monomers, are layered one on top of the other. This creates a phase boundary that forms wth the least dense liquid on top. The different monomers can then meet and polymerize at the interface. A commonly demonstrated example of this is the manufacture of nylon 610 by the interfacial reaction between an aqueous solution of hexamethylenediamine with sebacoyl chloride dissolved in carbon tetrachloride. Because the reaction only occurs at the interface, it is possible to pull the products from this interface to isolate the final product. [Pg.56]

Figure 5. Analysis (21) according to Eq. 7 of gel-point data (22) from reactions of diacid chlorides (adipoyl and sebacoyl chlorides) and POP triols (LHT240, LHT112 (oxypropylated 1,2,6-hexane triols), and LG56 (oxypropylated glycerol)) in bulk and in diglyme solution at 60°C, with cext = cao... Figure 5. Analysis (21) according to Eq. 7 of gel-point data (22) from reactions of diacid chlorides (adipoyl and sebacoyl chlorides) and POP triols (LHT240, LHT112 (oxypropylated 1,2,6-hexane triols), and LG56 (oxypropylated glycerol)) in bulk and in diglyme solution at 60°C, with cext = cao...
Figure 11. Mooney-Rivlin plot of stress-strain data (32) for three triol-based polyester networks prepared from sebacoyl chloride and LHT240 at various initial dilutions in diglyme as solvent. Conditions P100 is 0% solvent P130 is 30% solvent PI 65 is 65% solvent. Figure 11. Mooney-Rivlin plot of stress-strain data (32) for three triol-based polyester networks prepared from sebacoyl chloride and LHT240 at various initial dilutions in diglyme as solvent. Conditions P100 is 0% solvent P130 is 30% solvent PI 65 is 65% solvent.
Propioloyl chloride, 1065 f Propionyl chloride, 1163 Sebacoyl chloride, 3341 Sullinyl chloride, 4096 Sulfonyl chloride, 4099 Sulfur oxidc-(/V-lhiorosulTonyl)imidc. 4305 Sulfuryl azide chloride, 4031 Terephthaloyl chloride, 2880... [Pg.27]

It is evident that, although there is a decrease in reactivity with increased molecular size, the effect is significant only at a very small size. The reaction rate constant very quickly reaches a limiting value at x — 3, which remains constant and independent of molecular size. Analogous results are found for the polyesterification of sebacoyl chloride with oqoalkane diols [Ueberreiter and Engel, 1977] ... [Pg.42]

The rate constant for esterification is independent of x for the compounds studied (Table 2-2). Examples of similar behavior can be found for other reactions [Rand et al., 1965]. The results for sebacoyl chloride offer direct evidence of the concept of functional group reactivity being independent of molecular size, since the rate constant is independent of n as well as x. [Pg.42]

TABLE 2-2 Rate Constants for Polyesterification (26.9° C) of Sebacoyl Chloride with a,co-Alkane Diols in Dioxane" b... [Pg.43]

The rate constants tabulated are the averages of those for the two carboxyl groups in each dibasic acid. The rate constants for the two carboxyls were the same within experimental error. Further, a very important observation is that the reactivity of one of the functional groups is not dependent on whether the other has reacted. As in the case of the monocar-boxylic acids, the reactivity of the carboxyl group quickly reaches a limiting value. Similar results were observed for the polyesterification of sebacoyl chloride (Table 2-2). [Pg.44]

Sebacoyl chloride (reagent grade or freshly distilled)... [Pg.50]

Add a solution of 3.0 ml (0.014 mol) of sebacoyl chloride dissolved in 100 ml of anhydrous tetrachloroethylene as received (see Note 1) to a tail-form beaker. [Pg.50]

As illustrated in Scheme 2,3,9-bis (4-hydroxy-3-methoxyphenyl)- 2,4,8,10-tetraoxa-spiro [5,5] undecane, designated bisphenol [IV], was synthesized from vanillin and pentaerythritol. Polyesters were obtained by the reaction of [IV] with terephthaloyll chloride or sebacoyl chloride (5). [Pg.212]

In this study, polyesters [XII] having syringyl-type biphenyl units were synthesized from 4,4 -dihydroxy-3,3, 5,5 -tetramethoxybiphenyl (XI) which was prepared from 2,6-dimethoxyphenol (11). As shown in Scheme 6, poly esterification of XI with terephthaloyl, isophthaloyl and sebacoyl chloride were carried out by the low temperature solution polycondensation and by the interfacial polycondensation. The polyterephthalate with jjinh = 1.42 dl/g was obtained by the interfacial poly condensation. The polyisophtha-late with f7 nh = 0.73 dl/g and the polysebacate with Jj nh = 0.43 dl/g were obtained by the low temperature solution polycondensation. [Pg.219]

Salicylamide, h98 Salicylanilide, hl61 Salicylic acid, h99 Salol, pl50 Sarcosine, m258 Sebacic acid, d9 Sebacoyl chloride, dl 1 Semioxamazide, 053... [Pg.352]

Sodium hydride (97%), triethyl phosphite (99%), a,a dibromo-p-xylene (97%), 4-hydroxy-3-methylbenzaldehyde (97%), 3-ethoxy-4-hydroxybenzaldehyde (99%), vanillin (99%), and valeryl chloride (98%), were supplied by Aldrich Chemical Co. and were used without further purification 4-hydroxybenzaldehyde (96%, Aldrich) was resublimed prior to use. The add chlorides were supplied by Aldrich Chemical Co. and, with the exception of sebacoyl chloride (99+%), were fractionally distilled at reduced pressure through a 6-inch Vigreux column prior to use pimeloyl chloride 95-6°C at 1.1 torr, suberoyl 114-16°C at 2.2 torr, azelaoyl 104-6°C at 0.35 torr. Dibromoalkanes from Aldrich Chemical were fractionally distilled prior to use 1,7-dibromoheptane 111-114°C at 1.4 torr, 1,9-dibromononane 135-137°C at 2.7 torr, 1,11-dibromoundecane 129-131 °C at 0.85 torr. Tetrabutylammonium iodide (98%) was supplied by Aldrich. Reagent grade solvents were obtained from Fisher Scientific. [Pg.499]

Sebacoy I chloride. Convert 20 g (0.1 mol) of sebacic acid (Expt 5.131) into the corresponding acid chloride by heating it on a water bath in a flask fitted with a reflux condenser (protected with a calcium chloride tube) with 20 ml of thionyl chloride the apparatus should be assembled in a fume cupboard. Purify the product by distillation under reduced pressure (use appropriate traps to protect the pump from the fumes of hydrogen chloride and sulphur dioxide). Collect the sebacoyl chloride as a fraction of b.p. 140-143 °C/ 2mmHg the yield is 18 g (77%). [Pg.676]

Bis-diazoacetyloctane. Dissolve 7.4 g (0.033 mol) of the resulting sebacoyl chloride in anhydrous ether and add the solution slowly to an ethereal solu-... [Pg.676]

Propioloyl chloride, 1062 f Propionyl chloride, 1159 Sebacoyl chloride, 3335 Sulfinyl chloride, 4090 Sulfonyl chloride, 4093 Sulfur ox i de-(/V-fI uorosu I fon yI)i m i de, 4299 Sulfuryl azide chloride, 4025 Terephthaloyl chloride, 2884... [Pg.2214]


See other pages where Sebacoyl chloride is mentioned: [Pg.400]    [Pg.438]    [Pg.440]    [Pg.440]    [Pg.440]    [Pg.1101]    [Pg.384]    [Pg.384]    [Pg.384]    [Pg.385]    [Pg.125]    [Pg.183]    [Pg.153]    [Pg.904]    [Pg.400]    [Pg.345]    [Pg.1154]    [Pg.2133]    [Pg.222]    [Pg.222]    [Pg.224]   
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See also in sourсe #XX -- [ Pg.1177 ]




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