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Chemical Structure| 216581-76-9 Chemical Structure| 216581-76-9

Structure of 216581-76-9

Chemical Structure| 216581-76-9

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Product Details of [ 216581-76-9 ]

CAS No. :216581-76-9
Formula : C13H18O3
M.W : 222.28
SMILES Code : OC12CC3CC(C1)CC(C3)(C2)OC(=O)C=C
MDL No. :MFCD13194929
InChI Key :DKDKCSYKDZNMMA-UHFFFAOYSA-N
Pubchem ID :22228790

Safety of [ 216581-76-9 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319
Precautionary Statements:P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313

Application In Synthesis of [ 216581-76-9 ]

* 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 [ 216581-76-9 ]

[ 216581-76-9 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 116-14-3 ]
  • NB-F-OH [ No CAS ]
  • [ 249562-06-9 ]
  • [ 216581-76-9 ]
  • [ 97325-36-5 ]
  • TFE/NB-F-OH/PinAc/HAdA/MAdA pentapolymer [ No CAS ]
YieldReaction ConditionsOperation in experiment
With 1,1,1,3,3-pentafluorobutane; dibenzoyl peroxide; In tetrahydrofuran; acetic acid methyl ester; at 50℃; under 10069.0 Torr; for 16.0h; Synthesis of TFE/NB-F-OH/PinAc/HAdA/MAdA Pentapolymer A 4000 mL pressure vessel is charged with 695.4 g (2.398 mol) of NB-F-OH, 25.1 g (0.146 mol) of PinAc, 77.4 g (0.282 mol) of HAdA, 10.7 g (0.049 mol) of MAdA, 60.4 g (0.840 mol) of THF and 381.6 g (2.578 mol) of Solkane 365 mfc. The vessel is closed and heated to 50 C. under agitation at 100 rpm. The vessel is then charged with TFE until the reactor pressure reached 180 psig (1.24 MPa), at which point about 86 g (0.860 mol) of TFE is expected to be in the solution at that pressure and temperature. The monomer composition at the beginning of the run, then, is targeted to be 23% TFE, 64% NB-F-OH, 4% PinAc, 8% HadA, and 1% MAdA (mol %) and the reactor contained 1336 g of solution, including dissolved TFE. When the reaction temperature and pressure setpoints are reached, continuous flow of three solutions to the reactor is begun. Two of these solutions contained the monomers and chain transfer agent (THF) and the third contained the initiator. The first monomer solution contained 711.9 g (2.455 mol) of NB-F-OH, 51.6 g (0.717 mol) of THF and 125.4 g (0.847 mol) of Solkane 365mfc. This solution is metered into the reactor by means of an Isco series D high-pressure precision syringe pump at a constant rate of 1.054 g/min for 720 min. The second monomer solution contained 122.8 g (0.714 mol) of PinAc, 378.1 g (1.380 mol) of HAdA, 52.3 g (0.238 mol) of MAdA, 49.0 g (0.681 mol) of THF, 119.1 g (0.805 mol) of Solkane 365mfc and 171.4 g (2.301 mol) of methyl acetate to aid in dissolution of the monomers. This solution is metered in a second Isco series D high-pressure precision pump at a constant rate of 1.088 g/min for 720 min. The initiator solution contained 89.2 g (0.224 mol) of Perkadox 16N, 369.7 g (2.498 mol) of Solkane 365mfc and 518.9 g (7.012 mol) of methyl acetate. The initiator solution is metered into the reactor with an Isco series D high-pressure precision syringe pump at 35.49 g/min for six min, followed by a rate of 1.42 g/min for 480 min. TFE is supplied to the reactor over the course of 720 min by maintaining the reactor pressure at 180 psig (1.34 MPa). The calculated total amounts of ingredients added to the vessel after 720 min of reaction is 275.7 g (2.757 mol) of TFE, 1287.9 g (4.441 mol) of NB-F-OH, 132.3 g (0.769 mol) of PinAc, 407.5 g (1.487 mol) of HAdA, 56.4 g (0.256 mol) of MAdA, 146.2 g (2.031 mol) of THF, 922.9 g (6.236 mol) of Solkane 365mfc, 602.3 g (8.139 mol) of methyl acetate and 81.6 g (0.205 mol) of Perkadox 16N. The reaction temperature is held at 50 C., the pressure is maintained with TFE feed at 180 psig (1.34 MPa), and the agitation rate is 100 rpm over the course of the 720 min of reaction. After 720 min, the TFE feed is stopped and the reactor is held under agitation for 4 hr at 50 C. The vessel is then cooled rapidly to room temperature and vented to 1 atmosphere. The vessel contents are transferred to a container via blowcasing after adding an additional 400 ml of THF to reduce viscosity and aid in rinsing of the vessel. A 1073.4 g (890 ml) sample of the resultant polymer solution is metered into a 22-L agitated flask containing 16020 ml of n-heptane (18/1 volume ratio to polymer solution). After mixing for 30 min, the slurry is discharged across an in-line cloth filter. The wet precipitate on the filter weighed 497.8 g. A sample of this precipitate (478.7 g.) is redissolved with 765.9 ml of Solkane 365mfc and 480 ml of THF. The resultant solution is precipitated a second time into a vessel containing n-heptane at a volume ratio of 18/1 with the polymer solution. After mixing for 30 min, the slurry is discharged again across another in-line cloth filter. The filtrate is dried under vacuum with a nitrogen bleed at 70 C. for 16 hr to obtain 347 g of very fine, white powder. Gel permeation chromatography of the product indicated Mn=5130, Mw=9780 and Mw/Mn=1.91. A combination of 13C and 19F NMR analyses of the product resulted in a calculated polymer composition of 15 mol % TFE, 39 mol % NB-F-OH, 10 mol % PinAc, 30 mol % HAdA and 6 mol % MAdA.
 

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