8-Caprolactone

The chemical properties of cycHc ketones also vary with ring size. Lower members (addition reactions, than corresponding acycHc ketones. The Cg—C 2 ketones are unreactive, reflecting the strain and high enol content of medium-sized ring systems. Lactones are prepared from cycHc ketones by the Bayer-ViUiger oxidation reaction with peracids. S-Caprolactone is manufactured from cyclohexane by this process ... 

Nonvinyl polymers cured by TAG include polyamides (120), polyamide—polyurethane blends (121), caprolactone polymers (122), terephthalate polymers (123), epoxy resins (124), and acryflc epoxies (125). 

Polycaprolactone. Polycaprolactone is synthesized from epsilon-caprolactone as shown below ... 

Copolymers of S-caprolactone and L-lactide are elastomeric when prepared from 25% S-caprolactone and 75% L-lactide, and rigid when prepared from 10% S-caprolactone and 90% L-lactide (47). Blends of poly-DL-lactide and polycaprolactone polymers are another way to achieve unique elastomeric properties. Copolymers of S-caprolactone and glycoHde have been evaluated in fiber form as potential absorbable sutures. Strong, flexible monofilaments have been produced which maintain 11—37% of initial tensile strength after two weeks in vivo (48). 

PolyglycoUc acid sutures are sold in the United States under the trade names Dexon II and Dexon "S". Dexon II is coated with polycaprolate (3), a copolymer of caprolactone [502-44-3] and glycoUde. The sutures are claimed to retain approximately 35% of their out-of-package tensile strength three... 

Lactomer suture is coated with a copolymer of caprolactone and glycoHde (3) and sold under the trade name Polysorb. It is claimed to retain approximately 30% of its out-of-package tensile strength three weeks after implantation and to be absorbed ia 56 to 70 days. 

In addition, polyester polyols are made by the reaction of caprolactone with diols. Poly(caprolactone diols) are used in the manufacture of thermoplastic polyurethane elastomers with improved hydrolytic stabiHty (22). The hydrolytic stabiHty of the poly(caprolactone diol)-derived TPUs is comparable to TPUs based on the more expensive long-chain diol adipates (23). Polyether/polyester polyol hybrids are synthesized from low molecular weight polyester diols, which are extended with propylene oxide. 

Polyester and polyether diols are used with MDI in the manufacture of thermoplastic polyurethane elastomers (TPU). The polyester diols are obtained from adipic acid and diols, such as ethylene glycol, 1,4-butanediol, or 1,6-hexanediol. The preferred molecular weights are 1,000 to 2,000, and low acid numbers are essential to ensure optimal hydrolytic stabihty. Also, caprolactone-derived diols and polycarbonate diols are used. Polyether diols are... 

Polyaza six-membered ring systems, 3, 1039-1086 Poly-e-caprolactone production, 7, 589 Polycyclic compounds nomenclature, 1, 14-28 Polyfuroxans, 6, 426 Polygermacyclopentanes, 1, 609... 

Ring opening of a lactone, e.g. of e-caprolactone with dihydroxy or trihydroxy initiators ... 

One variation in polyester intermediates that has roused some interest are those prepared by a ring-opening polymerisation of e-caprolactone and methyl-e-caprolactones with titanium catalysts and diol and triol initiators Figure 27.6). 

Crystalline polyesters are highly important as adhesive raw materials. They are normally crystalline waxes and are highly symmetrical in nature, which can aid the crystallization process [26]. Poly(hexamethylene adipate) and poly(caprolactone), shown in Table 2, are only two of the many crystallizable backbones. Poly(ethylene adipate) and poly(letramethylene adipate) are also commonly used in urethane adhesives. The crystalline polyesters are used in curing hot melts, waterborne polyurethanes, thermoplastic polyurethanes, and solvent-borne urethane adhesives. The adipates are available mostly as diols. The poly(caprolactones) are available as diols and triols. 

Liquid poly(caprolactone) triol — 540 MW Dibutyltin dilaurate catalyst — 0.001% by weight... 

In the organic chemicals industry, H2O2 is used in the production of epoxides, propylene oxide, and caprolactones for PVC stabilizers and polyurethanes, in the manufacture of organic peroxy compounds for use as polymerization initiators and curing agents, and in the synthesis of fine chemicals such as hydroquinone, pharmaceuticals (e.g. cephalosporin) and food products (e.g. tartaric acid). 

Cyclohexanone gives c-caprolactone, bp 102-10477 mm, which may polymerize on standing. The lactone may be converted easily to the corresponding e-hydroxy-hydrazide by heating on a steam bath with a slight excess of 100% hydrazine hydrate. The crude hydrazide may be recrystallized from ethyl acetate, mp 114-115°. 

Polymer/Property Polystyrene 95/5 Lactide/Caprolactone 95/15 Lactide/Caprolactone Flexible PVC... 

In a recent work of Haneda et al. [26], ACPC was reacted with several poly-diols poly(ethylene adipate), poly(tetramethyleneadipate), poly(caprolactone), aliphatic poly(carbonate) to prepare various polyazoesters. 

Suspension biock copolymerization using MPI was reported elsewhere, but that of using MAI was recently reported [29]. Starting with type II MAI composed of poly(caprolactone), PBd, or PDMS, one-step suspension polymerization of St or MMA was successfully car-... 

The activation energy of thermolysis of the azo group was measured by DSC [14]. Type II MAIs, which are composed of various prepolymers such as aliphatic polyester, poly(caprolactone), and aliphatic poly (carbonate), showed almost the same activation energy irrespective of difference in prepolymer structure, suggesting that the neighboring group only affects the active site. 

Poly (e -caprolactone) CAPA Solvay Environmental Petrochemistry... 

PHB poly(3-hydroxybutanoic acid) PHBV poly(3-hydroxybutanoic acid-co-3-hydroxyvaleric acid), ref. 105. CCAPA poly(e-caprolactone) FB100, ref. 456. 

Poly(f -caprolactone) (PCL), the most representative member of this polyester family, is obtained by the ring-opening polymerization of e-caprolactone. It is a low-7 (60°C), low-Tg (—60°C) semicrystalline polyester that presents mechanical properties resembling those of low-density polyethylene (Table 2.10). 

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