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C70 fullerene

From Wikipedia, the free encyclopedia
C70 fullerene
Names
Preferred IUPAC name
(C70-D5h(6))[5,6]Fullerene[1]
Other names
Fullerene-C70, rugbyballene
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard100.162.223Edit this at Wikidata
  • InChI=1S/C70/c1-2-22-5-6-24-13-14-26-11-9-23-4-3(21(1)51-52(22)54(24)55(26)53(23)51)33-31(1)61-35-7-8-27-15-16-29-19-20-30-18-17-28-12-10(25(7)56-57(27)59(29)60(30)58(28)56)37(35)63(33)65-36(4)40(9)67(44(17)42(12)65)69-46(11)47(14)70(50(20)49(18)69)68-43(13)39(6)66(45(16)48(19)68)64-34(5)32(2)62(61)38(8)41(15)64
    Key: ATLMFJTZZPOKLC-UHFFFAOYSA-N
  • InChI=1/C70/c1-2-22-5-6-24-13-14-26-11-9-23-4-3(21(1)51-52(22)54(24)55(26)53(23)51)33-31(1)61-35-7-8-27-15-16-29-19-20-30-18-17-28-12-10(25(7)56-57(27)59(29)60(30)58(28)56)37(35)63(33)65-36(4)40(9)67(44(17)42(12)65)69-46(11)47(14)70(50(20)49(18)69)68-43(13)39(6)66(45(16)48(19)68)64-34(5)32(2)62(61)38(8)41(15)64
    Key: ATLMFJTZZPOKLC-UHFFFAOYAA
  • C12=C3C4=C5C6=C7C8=C9C%10=C%11C%12=C%13C%10=C%10C8=C5C1=C%10C1=C%13C5=C8C1=C2C1=C3C2=C3C%10=C%13C%14=C3C1=C8C1=C3C5=C%12C5=C8C%11=C%11C9=C7C7=C9C6=C4C2=C2C%10=C4C(=C29)C2=C6C(=C8C8=C9C6=C4C%13=C9C(=C%141)C3=C85)C%11=C27
Properties
C70
Molar mass840.770 g·mol−1
AppearanceDark needle-like crystals
Density1.7 g/cm3
Melting pointsublimates at ~850 °C[3]
insoluble in water
Band gap1.77 eV[2]
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
Part of a series of articles on
Nanomaterials
Carbon nanotubes
Fullerenes
Othernanoparticles
Nanostructured materials

C70 fullerene is thefullerene molecule consisting of 70carbon atoms. It is a cage-like fused-ring structure which resembles a rugby ball, made of 25hexagons and 12pentagons, with a carbon atom at the vertices of each polygon and a bond along each polygon edge. A related fullerene molecule, namedbuckminsterfullerene (or C60 fullerene) consists of 60 carbon atoms.

It was first intentionally prepared in 1985 byHarold Kroto,James R. Heath, Sean O'Brien,Robert Curl andRichard Smalley atRice University. Kroto, Curl and Smalley were awarded the 1996Nobel Prize in Chemistry for their roles in the discovery of cage-like fullerenes. The name is a homage toBuckminster Fuller, whosegeodesic domes these molecules resemble.[4]

History

[edit]
Main article:Fullerene

Theoretical predictions of buckyball molecules appeared in the late 1960s to early 1970s,[5] but they went largely unnoticed. In the early 1970s, the chemistry of unsaturated carbon configurations was studied by a group at theUniversity of Sussex, led by Harry Kroto and David Walton. In the 1980s a technique was developed by Richard Smalley and Bob Curl atRice University, Texas to isolate these substances. They used laservaporization of a suitable target to produce clusters of atoms. Kroto realized that by using agraphite target.[6]

C70 was discovered in 1985 by Robert Curl, Harold Kroto and Richard Smalley. Usinglaserevaporation ofgraphite they found Cn clusters (for evenn withn > 20) of which the most common were C60 and C70. For this discovery they were awarded the1996 Nobel Prize in Chemistry. The discovery of buckyballs was serendipitous, as the scientists were aiming to produce carbonplasmas to replicate and characterize unidentifiedinterstellar matter.Mass spectrometry analysis of the product indicated the formation of spheroidal carbon molecules.[5]

Synthesis

[edit]

In 1990, K. Fostiropoulos, W. Krätchmer and D. R. Huffman developed a simple and efficient method of producing fullerenes in gram and even kilogram amounts which boosted fullerene research. In this technique, carbon soot is produced from two high-purity graphite electrodes by igniting an arc discharge between them in an inert atmosphere (helium gas). Alternatively, soot is produced bylaser ablation of graphite orpyrolysis ofaromatic hydrocarbons. Fullerenes are extracted from the soot using a multistep procedure. First, the soot is dissolved in appropriate organic solvents. This step yields a solution containing up to 70% of C60 and 15% of C70, as well as other fullerenes. These fractions are separated usingchromatography.[7]

Properties

[edit]

Molecule

[edit]

The C70 molecule has aD5h symmetry and contains 37 faces (25 hexagons and 12 pentagons) with a carbon atom at the vertices of each polygon and a bond along each polygon edge. Its structure is similar to that of C60 molecule (20 hexagons and 12 pentagons), but has a belt of 5 hexagons inserted at the equator. The molecule has eight bond lengths ranging between 0.137 and 0.146 nm. Each carbon atom in the structure is bonded covalently with 3 others.[8]

The structure of C70 molecule. Red atoms indicate five hexagons additional to the C60 molecule.

C70 can undergo six reversible, one-electron reductions toC6−
70
, whereasoxidation is irreversible. The first reduction requires around 1.0 V (Fc/Fc+
), indicating that C70 is an electron acceptor.[9]

Solution

[edit]
Saturated solubility of C70 (S, mg/mL)[10]
SolventS (mg/mL)
1,2-dichlorobenzene36.2
carbon disulfide9.875
xylene3.985
toluene1.406
benzene1.3
carbon tetrachloride0.121
n-hexane0.013
cyclohexane0.08
pentane0.002
octane0.042
decane0.053
dodecane0.098
heptane0.047
isopropanol0.0021
mesitylene1.472
dichloromethane0.080

Fullerenes are sparingly soluble in many aromaticsolvents such astoluene and others likecarbon disulfide, but not in water. Solutions of C70 are a reddish brown. Millimeter-sized crystals of C70 can be grown from solution.[11]

Solid

[edit]

Solid C70 crystallizes inmonoclinic, hexagonal,rhombohedral, and face-centered cubic (fcc) polymorphs at room temperature. The fcc phase is more stable at temperatures above 70 °C. The presence of these phases is rationalized as follows. In a solid, C70 molecules form an fcc arrangement where the overall symmetry depends on their relative orientations. The low-symmetry monoclinic form is observed when molecular rotation is locked by temperature or strain. Partial rotation along one of the symmetry axes of the molecule results in the higher hexagonal or rhombohedral symmetries, which turn into a cubic structure when the molecules start freely rotating.[2][12]

All phases of C70 form brownish crystals with abandgap of 1.77 eV;[2] they are n-typesemiconductors where conductivity is attributed to oxygen diffusion into the solid from atmosphere.[13] The unit cell of fcc C70 solid contains voids at 4 octahedral and 12 tetrahedral sites.[14] They are large enough to accommodate impurity atoms. When electron-donating elements, such as alkali metals, are doped into these voids, C70 converts into a conductor with conductivity up to around 2 S/cm.[15]

Some of the C70 solid phases[12]
SymmetrySpace groupNoPearson
symbol
a (nm)b (nm)c (nm)ZDensity
(g/cm3)
MonoclinicP21/m11mP5601.9961.8511.9968
HexagonalP63/mmc194hP1401.0111.0111.85821.70
CubicFm3m225cF2801.4961.4961.49641.67

References

[edit]
  1. ^International Union of Pure and Applied Chemistry (2014).Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013.The Royal Society of Chemistry. p. 325.doi:10.1039/9781849733069.ISBN 978-0-85404-182-4.
  2. ^abcThirunavukkuarasu, K.; Long, V. C.; Musfeldt, J. L.; Borondics, F.; Klupp, G.; Kamarás, K.; Kuntscher, C. A. (2011). "Rotational Dynamics in C70: Temperature- and Pressure-Dependent Infrared Studies".The Journal of Physical Chemistry C.115 (9):3646–3653.doi:10.1021/jp200036t.
  3. ^Eiji Ōsawa (2002).Perspectives of fullerene nanotechnology. Springer. pp. 275–.ISBN 978-0-7923-7174-8. Retrieved26 December 2011.
  4. ^Press Release. Nobel Prize Foundation. 9 October 1996
  5. ^abKatz, 363
  6. ^Katz, 368
  7. ^Katz, 369–370
  8. ^Rao, C.N.R.; Seshadri, Ram; Govindaraj, A.; Sen, Rahul (1995). "Fullerenes, nanotubes, onions and related carbon structures".Materials Science and Engineering: R.15 (6):209–262.doi:10.1016/S0927-796X(95)00181-6.
  9. ^Buckminsterfullerene, C60. University of Bristol. Chm.bris.ac.uk (1996-10-13). Retrieved on 2011-12-25.
  10. ^Bezmel'nitsyn, V.N.; Eletskii, A.V.; Okun', M.V. (1998). "Fullerenes in solutions".Physics-Uspekhi.41 (11): 1091.Bibcode:1998PhyU...41.1091B.doi:10.1070/PU1998v041n11ABEH000502.
  11. ^Talyzin, A.V.; Engström, I. (1998). "C70 in Benzene, Hexane, and Toluene Solutions".Journal of Physical Chemistry B.102 (34): 6477.doi:10.1021/jp9815255.
  12. ^abVerheijen, M.A.; Meekes, H.; Meijer, G.; Bennema, P.; De Boer, J.L.; Van Smaalen, S.; Van Tendeloo, G.; Amelinckx, S.; Muto, S.; Van Landuyt, J. (1992)."The structure of different phases of pure C70 crystals"(PDF).Chemical Physics.166 (1–2):287–297.Bibcode:1992CP....166..287V.doi:10.1016/0301-0104(92)87026-6.hdl:2066/99047.
  13. ^Fabiański, Robert; Firlej, Lucyna; Zahab, Ahmed; Kuchta, Bogdan (2002). "Relationships between crystallinity, oxygen diffusion and electrical conductivity of evaporated C70 thin films".Solid State Sciences.4 (8):1009–1015.Bibcode:2002SSSci...4.1009F.doi:10.1016/S1293-2558(02)01358-4.
  14. ^Katz, 372
  15. ^Haddon, R. C.; Hebard, A. F.; Rosseinsky, M. J.; Murphy, D. W.; Duclos, S. J.; Lyons, K. B.; Miller, B.; Rosamilia, J. M.; Fleming, R. M.; Kortan, A. R.; Glarum, S. H.; Makhija, A. V.; Muller, A. J.; Eick, R. H.; Zahurak, S. M.; Tycko, R.; Dabbagh, G.; Thiel, F. A. (1991). "Conducting films of C60 and C70 by alkali-metal doping".Nature.350 (6316):320–322.Bibcode:1991Natur.350..320H.doi:10.1038/350320a0.S2CID 4331074.

Bibliography

[edit]
sp3forms
sp2 forms
sp forms
mixed sp3/sp2 forms
other forms
hypothetical forms
related
Molecules
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