13 Phosphonium
1701-31: tetramethylphosphonium bis((trifluoromethyl)sulfonyl)imide Abbreviation: Molecular Formula: Molar Mass: Structure:
1702-31: Tetraethylphosphonium bis((trifluoromethyl)sulfonyl)imide
[P1111][TFSI] C6H12F6NO4PS2 371.26 P+
O F3C
S O
Abbreviation: Molecular Formula: Molar Mass: Structure: N−
O S O
P+
CF3
O F3C
Character: Application:
S O
N−
O S O
CF3
Character: Application:
Tm (K)
Td (K)
Tm (K)
422.45-423.45 [228]
693.15 [228]
391.15 [43]
1702-74: Tetraethylphosphonium diethyldithiocarbamate
1702-35: Tetraethylphosphonium 2,2,2-trifluoro-N-(trifluoromethylsulfonyl)acetamide Abbreviation: Molecular Formula: Molar Mass: Structure:
[P2222][TFSI] C10H20F6NO4PS2 427.37
Abbreviation: Molecular Formula: Molar Mass: Structure:
[P2222][TSAC] C11H20F6NO3PS 391.31 P+
N−
[P2222][dtc] C13H30NPS2 295.49 P+
COCF3
N
C− S
SO2CF3
Character: Application:
Character: Application: Tm (K) 292.15 [43]
406
[268]
S
Phosphonium
1703-11: Tridecylmethylphosphonium chloride Abbreviation: Molecular Formula: Molar Mass: Structure:
[P1,103]Cl C31H66ClP 505.29
P+
C10H21
1703-12: Tridecylmethylphosphonium bromide Abbreviation: Molecular Formula: Molar Mass: Structure:
C10H21 H21C10
407
Cl−
Character: Application:
[P1,103]Br C31H66BrP 549.74 C10H21 H21C10
P+
C10H21
Br−
Character: Application:
Tm (K)
Tf (K)
Tm (K)
Tf (K)
372.05 [119]
374.15 [119]
368.35 [119]
369.85 [119]
374.95 [119] Fusion Entropy (kJmol 1)
Crystallization Enthalpy (kJmol 1)
Fusion Entropy (kJmol 1)
Crystallization Enthalpy (kJmol 1)
2.5 [119]
1.0 [119]
5.8 [119]
2.1 [119]
9.7 [119]
8.2 [119]
10.5 [119]
9.9 [119]
9.4 [119]
1.5 [119]
1704-11: Trihexyl-tetradecylphosphonium chloride
1703-39: Tridecylmethylphosphonium nitrate Abbreviation: Molecular Formula: Molar Mass: Structure:
Abbreviation: Molecular Formula: Molar Mass: Structure:
[P1,103][NO3] C31H66NO3P 531.84 C10H21 H21C10
P+
C10H21
NO3−
[P666,14]Cl C32H68PCl 519.31 C6H13 H13C6
P+
C6H13
Cl−
C14H29
Character: Application:
Character: Application:
Tm (K)
Tf (K)
Tm (K)
332.85 [119]
335.25 [119]
Liquid [270]
Anti-microbial, anti-electrostatic
356.95 [119] r (g/cm3)
T (K)
D (cp)
T (K)
n
T (K)
2077.91 [271]
303.15
1.4841 [271]
295.15
Fusion Entropy (kJmol 1)
Crystallization Enthalpy (kJmol 1)
0.895 [271]
292.15
2.9 [119]
2.7 [119]
0.8801 [48]
303.15
1.7 [119]
1.5 [119]
Physicochemical Properties and Applications
408
1704-21: Trihexyl-tetradecylphosphonium tetrafluoroborate Abbreviation: Molecular Formula: Molar Mass: Structure:
1704-31: Trihexyl-tetradecylphosphonium bis((trifluoromethyl)sulfonyl)imide
[P666,14][BF4] C32H68PBF4 570.66 C6H13 H13C6
P
+
C6H13
[P666,14][TFSI]
Abbreviation: Molecular Formula: Molar Mass: Structure:
BF4−
C34H68F6NO4PS2 764.01 C6H13 P+
H13C6
C14H29
O C6H13
F3C
C14H29
Character: Application:
Anti-microbial, anti-electrostatic
N−
O
S
S
O
O
CF3
Character: Application:
Tm (K) 311.65 [270] r (g/cm3)
T (K)
D (cp)
T (K)
n
T (K)
0.941 [271]
295.15
1021.30 [271]
303.15
1.4564 [271]
295.15
1704-34: Trihexyl-tetradecylphosphonium dicyanoamide Abbreviation: Molecular Formula: Molar Mass: Structure:
[P666,14][dca] C34H68N3P 549.9 C6H13 H13C6
+
P
CN
C6H13
N−
C14H29
CN
Character: Application: Tm (K)
Tg (K)
Td (K)
Liquid [270]
206.15 [268]
668.15 [268]
r (g/cm3)
T (K)
D (cp)
T (K)
n
T (K)
0.904 [268]
293.15
490 [268]
293.15
1.4840 [271]
295.15
0.903 [271]
295.15
268.63 [271]
303.15
0.9173 [48]
303.15
Tm (K)
Tg (K)
Td (K)
Liquid [270]
197.15 [268]
673.15 [268]
r (g/cm3)
T (K)
D (cp)
T (K)
n
T (K)
1.08 [268]
293.15
165 [130]
293.15
1.4507 [271]
295.15
1.065 [271]
295.15
450 [268]
293.15
1.0483 [48]
303.15
218.60 [271]
303.15
14.1 [130]
353.15
Electrochemical window (V)
Anodic limit (V)
6.5 [36]
3.1
Cathode limit (V) 3.4
Phosphonium
1704-39: Trihexyl-tetradecylphosphonium nitrate Abbreviation: Molecular Formula: Molar Mass: Structure:
1704-312: Trihexyl-tetradecylphosphonium saccharinate
[P666,14][NO3] C32H68PNO3 545.86 +
P
C6H13
[P666,14][SAC]
Abbreviation: Molecular Formula: Molar Mass: Structure:
C6H13 H13C6
409
NO3−
C39H72NO3PS 666.03 O
C6H13 H13C6
C14H29
P+
N−
C6H13
O
C14H29
Character: Application:
S O
Anti-microbial, anti-electrostatic Character: Application:
Tm (K) Liquid [270]
[P666,14][TfO] C33H68F3PO3S 632.93 C6H13 H13C6
+
P
O−
D (cp)
T (K)
n
T (K)
0.980
295.15
585.32
303.15
1.5047
295.15
S
CF3
[P666,14][NfO] C36H68F9PO3S 782.95 C6H13 H13C6
O
C14H29
Character: Application:
T (K)
Abbreviation: Molecular Formula: Molar Mass: Structure:
O
C6H13
r (g/cm3)
1704-45: Trihexyl-tetradecylphosphonium perfluorobutylsulfonate
1704-43: Trihexyl-tetradecylphosphonium trifluoromethanesulfonate Abbreviation: Molecular Formula: Molar Mass: Structure:
[271]
P+
C6H13
C14H29
Anti-microbial, anti-electrostatic
Character: Application:
Tm (K)
Tg (K)
Td (K)
Liquid [270]
205.15 [268]
663.15 [268]
r (g/cm3)
T (K)
D (cp)
T (K)
n
T (K)
r (g/cm3)
T (K)
D (cp)
T (K)
0.994 [271]
295.15
561.85 [271]
303.15
1.4585 [271]
295.15
1.079 [268]
293.15
805 [268]
293.15
O O−
S O
C4F9
Physicochemical Properties and Applications
410
1704-415: di[trihexyl-tetradecylphosphonium] thiazolium yellow G Abbreviation: Molecular Formula: Molar Mass: Structure:
[P666,14]2[ThY] C92H155N5O6P2S4 1617.46 N
C6H13
N N
P+
H13C6
S
S
C6H13
C14H29
N NH O3−S
SO3−
2
Character: Application: Tg (K)
Td (K)
338.15 [268]
668.15 [268]
1704-416: tetra[trihexyl-tetradecylphosphonium] copper phthalocyaninetetrasulfonate Abbreviation: Molecular Formula: Molar Mass: Structure:
[P666,14]4[CuPc] C160H284N8P4O12S4Cu 2827.71 O3−S SO3−
N
C6H13 P+
H13C6
C14H29
N SO3−
Character: Application: Tg (K)
Td (K)
228.15 [268]
673.15 [268]
1704-423: Trihexyl-tetradecylphosphonium dodecylbenzene sulfonate [P666,14][DBS] C50H97O3PS 809.34 C6H13 H13C6
+
P
C6H13
C14H29
Character: Application:
N
N
4
N
Cu
N
O3−S
Abbreviation: Molecular Formula: Molar Mass: Structure:
N
N
C6H13
[273]
SO3−
Phosphonium
1704-51: Trihexyl-tetradecylphosphonium hexafluorophosphate
1704-57: Trihexyl-tetradecylphosphonium diisobutyldithiophosphinate
[P666,14][PF6] C32H68P2F6 628.82
Abbreviation: Molecular Formula: Molar Mass: Structure:
P+
[P666,14][(i-Bu)2PS2] C40H86P2S2 693.19
Abbreviation: Molecular Formula: Molar Mass: Structure:
C6H13 H13C6
411
C6H13
PF6−
C6H13
H13C6
C14H29
Character: Application:
P+
C6H13
C14H29
Anti-microbial, anti-electrostatic
Character: Application:
P− S
S
Anti-microbial, anti-electrostatic
Tm (K) Tm (K)
312.65 [270]
Liquid [270]
1704-59: Trihexyl-tetradecylphosphonium bis(2,4,4-trimethylpentyl)phosphinate
1704-58: Trihexyl-tetradecylphosphonium dicyclohexylphosphinate
Abbreviation: Molecular Formula: Molar Mass: Structure:
[P666,14][(Cyc-C6)2PO2] C44H90P2O2 713.13
Abbreviation: Molecular Formula: Molar Mass: Structure:
C6H13 H13C6
P+
C6H13
C6H13
H13C6 P−
C14H29 O
Character: Application:
[P666,14][(i-C8)2PO2] C48H102P2O2 773.27
P+
C6H13
P− O
Character: Application:
O
Anti-microbial, anti-electrostatic
Anti-microbial, anti-electrostatic Tm (K)
Tm (K)
Liquid [270]
Liquid [270]
1704-64: Trihexyl-tetradecylphosphonium benzoate Abbreviation: [P666,14][ba] Molecular Formula: C39H73PO2 Molar Mass: 604.97 Structure: C6H13 H13C6
P+
C6H13
C14H29
Character: Application: Tg (K)
Td (K)
197.7 [121]
490.65 [121]
O
C14H29
O O−
r (g/cm3)
T (K)
D (cp)
T (K)
0.8857 [272]
298.15
707 [272]
298.15
Physicochemical Properties and Applications
412
1704-72: Trihexyl-tetradecylphosphonium tricyanomethanide
1704-66: Trihexyl-tetradecylphosphonium decanoate Abbreviation: Molecular Formula: Molar Mass: Structure:
[P666,14][C8CO2] C42H87PO2 655.11 C6H13 H13C6
P+
C6H13
O
H19C9
Abbreviation: Molecular Formula: Molar Mass: Structure:
O−
[P666,14][C(CN)3] C36H68N3P 573.92 C6H13 H13C6
C14H29
P+
C6H13
CN NC
C− CN
C14H29
Character: Application:
Anti-microbial, anti-electrostatic
Character: Application:
Tm (K) Liquid [270]
[P666,14][Xan] C34H71POS2 591.03 C6H13 H13C6
P+
O C6H13
C14H29
Td (K)
208.15 [268]
688.15 [268]
r (g/cm3)
T (K)
D (cp)
T (K)
0.901 [268]
293.15
320 [268]
293.15
1704-1501: Di[trihexyl-tetradecylphosphonium] nitrodithioacetate
1704-73: Trihexyl-tetradecylphosphonium methylxanthate Abbreviation: Molecular Formula: Molar Mass: Structure:
Tg (K)
C−
S
[P666,14]2[K-salt]
Abbreviation: Molecular Formula: Molar Mass: Structure:
C66H137NP2O2S2 1102.88 C6H13 H13C6
S
+
P
C6H13
C14H29
Character: Application:
Character: Application:
Td (K) 563.15 [268] r (g/cm3)
T (K)
D (cp)
T (K)
0.92 [268]
293.15
1480 [268]
293.15
Tg (K)
Td (K)
194.15 [268]
623.15 [268]
r (g/cm3)
T (K)
D (cp)
T (K)
0.96 [268]
293.15
560 [268]
293.15
S−
H
S−
O N
2
O
Phosphonium
1704-1502: Di[trihexyl-tetradecylphosphonium] dithiomaleonitrile Abbreviation: Molecular Formula: Molar Mass: Structure:
H13C6
+
P
S−
2
NC
Character: Application: Tg (K)
Td (K)
202.15 [268]
633.15 [268]
S−
C6H13
C14H29
r (g/cm3)
T (K)
D (cp)
T (K)
0.942 [268]
293.15
4780 [268]
293.15
1704-1602: Di[trihexyl-tetradecylphosphonium] bis-dithiomaleonitrile nickel(II) Abbreviation: Molecular Formula: Molar Mass: Structure: Character: Application:
1704-1601: Di[trihexyl-tetradecylphosphonium] bis-dithiomaleonitrile cobalt(II)
[P666,14]2[dtmn] C68H136N2P2S2 1107.9 C6H13
[P666,14]2[Ni(dtmn)2] C72H136N4P2S4Ni 1306.78
413
Abbreviation: Molecular Formula: Molar Mass: Structure: Character: Application:
[P666,14]2[Co(dtmn)2] C72H136N4P2S4Co 1307.02
CN
Tg (K)
Td (K)
208.15 [268]
643.15 [268]
1704-1603: Di[trihexyl-tetradecylphosphonium] tetra-dicyanoamide cobalt(II) Abbreviation: Molecular Formula: Molar Mass: Structure: Character: Application:
[P666,14]2[Co(N(CN)2)4] C72H136N12P2Co 1290.81
Tg (K)
Td (K)
Tg (K)
Td (K)
203.15 [268]
653.15 [268]
203.15 [268]
648.15 [268]
r (g/cm3)
T (K)
D (cp)
T (K)
r (g/cm3)
T (K)
D (cp)
T (K)
0.994 [268]
293.15
6480 [268]
293.15
0.907 [268]
293.15
310 [268]
293.15
Physicochemical Properties and Applications
414
1704-1604: Di[trihexyl-tetradecylphosphonium] tetra-thiocynate cobalt(II) [P666,14]2[Co(NCS)4] C68H136N4P2S4Co 1258.98
Abbreviation: Molecular Formula: Molar Mass: Structure: Character: Application:
1704-1605: Di[trihexyl-tetradecylphosphonium] tetra-selenocyno cobalt(II) Abbreviation: Molecular Formula: Molar Mass: Structure: Character: Application:
Tg (K)
Td (K)
Tg (K)
201.15 [268]
678.15 [268]
203.15 [268]
[P666,14]2[Co(NCSe)4] C68H136N4P2Se4Co 1446.56
r (g/cm3)
T (K)
D (cp)
T (K)
r (g/cm3)
T (K)
D (cp)
T (K)
0.963 [268]
293.15
2436 [268]
293.15
1.02 [268]
293.15
660 [268]
293.15
1704-1606: Di[trihexyl-tetradecylphosphonium] hexa-thiocynate nickel(IV) [P666,14]2[Ni(NCS)6] C70H136N6P2S6Ni 1374.91
Abbreviation: Molecular Formula: Molar Mass: Structure: Character: Application:
1704-1607: Tetra[trihexyl-tetradecylphosphonium] hexa-cyanide iron(IV) Abbreviation: Molecular Formula: Molar Mass: Structure: Character: Application:
Tg (K)
Td (K)
Tg (K)
213.15 [268]
653.15 [268]
203.15 [268]
[P666,14]4[Fe(CN)6] C134H272N6P4Fe 2147.37
r (g/cm3)
T (K)
D (cp)
T (K)
r (g/cm3)
T (K)
D (cp)
T (K)
0.902 [268]
293.15
760 [268]
293.15
0.942 [268]
293.15
5790 [268]
293.15
1704-1608: Trihexyl-tetradecylphosphonium bis-dicarbollyl cobalt(III) [P666,14][CoCB] C36H90B18PCo 807.6
Abbreviation: Molecular Formula: Molar Mass: Structure: Character: Application: Tg (K)
Td (K)
202.15 [268]
693.15 [268]
r (g/cm3)
T (K)
D (cp)
T (K)
1 [268]
293.15
3702 [268]
293.15
Phosphonium
1705-69: Tetra(n-butyl)phosphonium glycine Abbreviation: Molecular Formula: Molar Mass: Structure:
1705-610: Tetra(n-butyl)phosphonium alanine
[(C4H9)4P][Gly] C18H40NO2P 333.49
Abbreviation: Molecular Formula: Molar Mass: Structure:
C4H9 H9C4
P+
415
[(C4H9)4P][Ala] C19H42NO2P 347.51 C4H9
O C4H9
H2N
P+
H9C4
O−
C4H9
Character: Application:
O−
C4H9
C4H9
Character: Application:
O
NH2
CO2 absorbent
Tg (K)
Td (K)
Tg (K)
Td (K)
198.33 [274]
473 [274]
197.66 [274]
475 [274]
r (g/cm3)
D (cp)
K (S/m)
r (g/cm3)
D (cp)
K (S/m)
0.963 [274]
232.85 [274]
0.0485 0.1% [274]
0.95 [274]
226.69 [274]
0.0418 0.1% [274]
1705-622: Tetra(n-butyl)phosphonium lysine
1705-614: Tetra(n-butyl)phosphonium serine Abbreviation: Molecular Formula: Molar Mass: Structure:
Abbreviation: Molecular Formula: Molar Mass: Structure:
[(C4H9)4P][Ser] C19H42NO3P 363.52 C4H9 H9C4
P+
C4H9
O
C22H49N2O2P 404.61 C4H9
O−
HO
C4H9
[(C4H9)4P][Lys]
H9C4
NH2
P+
O C4H9
H2N NH2
C4H9
Character: Application:
CO2 absorbent
Tg (K)
Td (K)
211.7 [274]
493 [274]
r (g/cm3)
D (cp)
K (S/m)
0.991 [274]
734.2 [274]
0.0168 0.1% [274]
Character: Application:
CO2 absorbent
Tg (K)
Td (K)
208.01 [274]
498 [274]
O−
r (g/cm3)
D (cp)
K (S/m)
0.973 [274]
744.71 [274]
0.0104 0.1% [274]
Physicochemical Properties and Applications
416
1706-315: Ethyltrihexylphosphonium acesulfamate
1706-12: Ethyltrihexylphosphonium bromide Abbreviation: Molecular Formula: Molar Mass: Structure:
[P666,2]Br C20H44PBr 395.44 C6H13 H13C6
P+
Br−
C6H13
Abbreviation: Molecular Formula: Molar Mass: Structure:
[P666,2][Ace] C24H48NPO4S 477.68 C6H13 H13C6
Character: Application:
P+
O N−
C6H13
O
O
Anti-microbial, anti-electrostatic Character: Application:
Tm (K)
O
S
Solvent extraction, anti-electrostatic agents, electrolyte
332.65 [270]
1707-12: Propyltrihexylphosphonium bromide Abbreviation: Molecular Formula: Molar Mass: Structure:
[P666,3]Br C21H46PBr 409.47 C6H13 H13C6
P+
Br−
Tg (K)
Td (K)
200.15 [275]
457.15 [275]
r (g/cm3)
T (K)
1.0597 [275]
293.15
1707-315: Propyltrihexylphosphonium acesulfamate Abbreviation: Molecular Formula: Molar Mass: Structure:
[P666,3][Ace] C25H50NPO4S 491.71 C6H13 H13C6
O
P+
N−
C6H13
Character: Application: Tm (K)
C6H13
Anti-microbial, anti-electrostatic
O
S O
Character: Application:
Solvent extraction, anti-electrostatic agents, electrolyte
Liquid [270] Tg (K)
Td (K)
201.15 [275]
458.15 [275]
r (g/cm3)
T (K)
1.0422 [275]
293.15
O
Phosphonium
1708-12: Butyltrihexylphosphonium bromide Abbreviation: Molecular Formula: Molar Mass: Structure:
1708-315: Butyltrihexylphosphonium acesulfamate
[P666,4]Br C22H48PBr 423.49 C6H13 H13C6
Br−
P+
417
Abbreviation: Molecular Formula: Molar Mass: Structure:
[P666,4][Ace] C26H52NPO4S 505.74
H13C6
C6H13
O
C6H13
N−
P+ O
C6H13
Character: Application:
Character: Application:
Tm (K)
S
O
O
Solvent extraction, anti-electrostatic agents, electrolyte
303.15 [270]
1709-11: Tetrahexylphosphonium chloride Abbreviation: Molecular Formula: Molar Mass: Structure:
C6H13
202.15 [275]
459.15 [275]
r (g/cm3)
T (K)
1.0237 [275]
293.15
Abbreviation: Molecular Formula: Molar Mass: Structure:
C6H13 P+
Td (K)
1709-12: Tetrahexylphosphonium bromide
[P6666]Cl C24H52PCl 407.1
H13C6
Tg (K)
Cl−
Anti-microbial, anti-electrostatic
C6H13 H13C6
P+
C6H13
Br−
C6H13
C6H13
Character: Application:
[P6666]Br C24H52PBr 451.55
Character: Application:
Tm (K)
Tm (K)
Liquid [270]
343.15 [270]
Anti-microbial, anti-electrostatic
Physicochemical Properties and Applications
418
1710-11: Heptyltrihexylphosphonium chloride
1709-315: Tetrahexylphosphonium acesulfamate Abbreviation: Molecular Formula: Molar Mass: Structure:
[P6666][Ace]
Abbreviation: Molecular Formula: Molar Mass: Structure:
C28H56NPO4S 533.79 C6H13 H13C6
P+
O
H13C6
P+
C6H13
Cl−
O
C7H15
O
S
Character: Application:
O
Character: Application:
C6H13
N−
C6H13
C6H13
[P666,7]Cl C25H54PCl 421.12
Solvent extraction, anti-electrostatic agents, electrolyte
Anti-microbial, anti-electrostatic
Tm (K) Liquid [270]
Tg (K)
Td (K)
207.15 [275]
485.15 [275]
r (g/cm3)
T (K)
1.016 [275]
293.15
1710-315: Heptyltrihexylphosphonium acesulfamate Abbreviation: Molecular Formula: Molar Mass: Structure:
C29H58NPO4S 547.81
H13C6
P+
O
O
S O
Character: Application: Tm (K) Liquid [270]
Td (K)
204.15 [275]
493.15 [275]
r (g/cm3)
T (K)
1.0087 [275]
293.15
C6H13 P+
C6H13
Cl−
C8H17
O
Solvent extraction, anti-electrostatic agents, electrolyte
Tg (K)
[P666,8]Cl C26H56PCl 435.15
H13C6
N−
C6H13
C7H15
Character: Application:
Abbreviation: Molecular Formula: Molar Mass: Structure:
[P666,7][Ace]
C6H13
1711-11: Octyltrihexylphosphonium chloride
Anti-microbial, anti-electrostatic
Phosphonium
1711-315: Octyltrihexylphosphonium acesulfamate Abbreviation: Molecular Formula: Molar Mass: Structure:
1712-11: Decyltrihexylphosphonium chloride
[P666,8][Ace]
Abbreviation: Molecular Formula: Molar Mass: Structure:
C30H60NPO4S 561.84 O
C6H13 H13C6
P+
C6H13 H13C6
P+
C6H13
Cl−
O
C10H21
O
S
Character: Application:
O
Character: Application:
[P666,10]Cl C28H60PCl 463.2
N−
C6H13
C8H17
419
Solvent extraction, anti-electrostatic agents, electrolyte
Anti-microbial, anti-electrostatic
Tm (K) Liquid [270]
Tg (K)
Td (K)
203.15 [275]
467.15 [275]
r (g/cm3)
T (K)
1.0021 [275]
293.15
1712-315: Decyltrihexylphosphonium acesulfamate
1713-11: Dodecyltrihexylphosphonium chloride
Abbreviation: [P666,10][Ace] Molecular Formula: C32H64NPO4S Molar Mass: 589.89 Structure: C6H13
Abbreviation: Molecular Formula: Molar Mass: Structure:
H13C6
P+
O N−
C6H13
C10H21
O
S
[P666,12]Cl C30H64PCl 491.26 C6H13 H13C6
O
P+
C6H13
Cl−
C12H25 O
Character: Application:
Solvent extraction, anti-electrostatic agents, electrolyte
Tg (K)
Td (K)
203.15 [275]
486.15 [275]
r (g/cm3)
T (K)
0.9903 [275]
293.15
Character: Application: Tm (K) Liquid [270]
Anti-microbial, anti-electrostatic
Physicochemical Properties and Applications
420
1713-315: Dodecyltrihexylphosphonium acesulfamate
1714-11: Hexadecyltrihexylphosphonium chloride
[P666,12][Ace] C34H68NPO4S 617.95
Abbreviation: Molecular Formula: Molar Mass: Structure:
O
C6H13 H13C6
P+
Abbreviation: Molecular Formula: Molar Mass: Structure: N−
C6H13 O
C12H25
Td (K)
201.15 [275]
476.15 [275]
r (g/cm3)
T (K)
0.9801 [275]
293.15
Character: Application:
Anti-microbial, anti-electrostatic
Tm (K)
[P666,16][Ace] C38H76NPO4S 674.05 C6H13 H13C6
P+
N− O
S
1715-64: Butyltriphenylphosphonium benzoate Abbreviation: Molecular Formula: Molar Mass: Structure:
O
C6H13
C16H33
[B(ph)3P][ba] C29H29PO2 440.51
O
O
O
P+
Solvent extraction, antielectrostatic agents, electrolyte
Tg (K)
Td (K)
203.15 [275]
483.15 [275]
r (g/cm )
T (K)
0.9576 [275]
293.15
Cl−
C16H33
1714-315: Hexadecyltrihexylphosphonium acesulfamate
3
C6H13
Liquid [270]
Tg (K)
Character: Application:
P+
O
S
Solvent extraction, antielectrostatic agents, electrolyte
Abbreviation: Molecular Formula: Molar Mass: Structure:
C6H13 H13C6
O
Character: Application:
[P666,16]Cl C34H72PCl 547.36
Character: Application: Tm (K)
Td (K)
291.71 [121]
508.95 [121]
O−
Phosphonium
1716-31: Hexyltrimethylphosphonium bis((trifluoromethyl)sulfonyl)imide Abbreviation: Molecular Formula: Molar Mass: Structure:
Character: Application:
1716-35: Hexyltrimethylphosphonium 2,2,2-trifluoro-N-(trifluoromethylsulfonyl)acetamide
[P1116][TFSI] C11H22F6NPO4S2 441.39 P+
421
O C6H13 F C 3
N− S
S
O
O
O
[P1116][TSAC] C12H22F6NPO3S 405.34
Abbreviation: Molecular Formula: Molar Mass: Structure:
P+
CF3
Character: Application:
Electrolyte
Tm (K)
Tm (K)
294.15 [59]
280.45 [59]
N−
C6H13
COCF3 SO2CF3
Electrolyte
r (g/cm3)
T (K)
D (cp)
T (K)
K (S/m)
T (K)
r (g/cm3)
T (K)
D (cp)
T (K)
K (S/m)
T (K)
1.34 [59]
298.15
150 [59]
298.15
0.092 [59]
298.15
1.28 [59]
298.15
91 [59]
298.15
0.14 [59]
298.15
1716-316: Hexyltrimethylphosphonium N-(trifluoromethylsulfonyl)pentafluoroethylsulfonamide Abbreviation: Molecular Formula: Molar Mass: Structure:
[P1116][C1C2] C12H22F8NPO4S2 491.4 P+
SO2CF2CF3 C6H13
−N
1717-31: Tributyl-tetradecylphosphonium bis((trifluoromethyl)sulfonyl)imide Abbreviation: Molecular Formula: Molar Mass: Structure:
Tm (K) 313.15 [59]
C28H56F6NO4PS2 679.84 C4H9 H9C4
SO2CF3
Character: Application:
[P444,14][TFSI]
P+
C14H29
O F 3C
C4H9
Electrolyte
Character: Application: Tg (K) 213.15 [268] r (g/cm3)
T (K)
D (cp)
T (K)
1.112 [268]
293.15
464 [268]
293.15
N− S
S
O
O
O CF3
Physicochemical Properties and Applications
422
1717-1502: di[Tributyl-tetradecylphosphonium] dithiomaleonitrile Abbreviation: Molecular Formula: Molar Mass: Structure:
[P444,14]2[dtmn] C56H112N2P2S2 939.58
C4H9
H9C4
P+
C14H29
1718-31: Tetraphenylphosphonium bis((trifluoromethyl) sulfonyl)imide
C4H9 H9C4
C4H9
P+
Abbreviation: Molecular Formula: Molar Mass: Structure: S−
S−
C14H29
C4H9
NC
CN
P+
Character: Application: D (cp)
T (K)
7480 [268]
293.15
Character: Application: Tg (K) 433.15 [268]
1718-1502: Di[tetraphenylphosphonium] dithiomaleonitrile Abbreviation: Molecular Formula: Molar Mass: Structure:
[P(ph)4]2[dtmn] C52H40N2P2S2 818.98
P+
S−
[268]
S− P+
NC
Character: Application:
[P(ph)4][TFSI] C26H20F6NO4PS2 619.53
CN
O F3C
N− S
S
O
O
O CF3
Phosphonium
1719-31: Tetraoctylphosphonium bis((trifluoromethyl) sulfonyl)imide Abbreviation: Molecular Formula: Molar Mass: Structure:
[P8888][TFSI] C34H68F6NO4PS2 764
P+
C8H17
O F3C
C8H17
N− S
S
O
O
O
T (K)
D (cp)
T (K)
1.071 [268] 293.15 418 [268]
Abbreviation: Molecular Formula: Molar Mass: Structure: H17C8
P+
[P8888]2[dtmn] C68H136N2P2S2 1107.9 S−
C8H17
S−
C8H17
C8H17
CF3
H17C8 NC
CN
P+
C8H17
C8H17
Character: Application:
Character: Application: r (g/cm3)
1719-1502: Di(tetraoctylphosphonium) dithiomaleonitrile
C8H17
C8H17 H17C8
423
n
T (K)
293.15 1.4511 [271]
D (cp)
T (K)
5590 [268]
293.15
295.15
1.067 [271] 295.15 185.11 [271] 303.15
1720-43: Triphenyl(4-sulfonylbutyl)phosphonium trifluoromethanesulfonate Abbreviation: Molecular Formula: Molar Mass: Structure:
1720-47: Triphenyl(4-sulfonylbutyl)phosphonium tosylate Abbreviation: Molecular Formula: Molar Mass: Structure:
[Ph3PC4SO3H][TfO] C23H24F3PO6S2 548.53
[Ph3PC4SO3H][Tos] C29H31PO6S2 570.66
O
O −
O P+
S
S O− P+
CF3
O
O
SO3H SO3H
Character: Application:
Character: Application: Media and catalyst in acidcatalyzed reactions [159]
Media and catalyst in acidcatalyzed reactions [159]
Physicochemical Properties and Applications
424
1720-61: Triphenyl(4-sulfonylbutyl)phosphonium trifluoroacetate Abbreviation: Molecular Formula: Molar Mass: Structure:
1721-43: Triphenyl(4-chlorosulfonylbutyl)phosphonium trifluoromethanesulfonate
[Ph3PC4SO3H][TA] C24H24F3PO5S 512.48
Abbreviation: Molecular Formula: Molar Mass: Structure:
[Ph3PC4SO2Cl][TfO] C23H23F3PO5S2Cl 566.98
O
F3C
P+
COO−
O−
P+
CF3
O SO2Cl
SO3H
Character: Application:
S
Character: Application:
Media and catalyst in acidcatalyzed reactions [159]
Media and catalyst in acidcatalyzed reactions
Tm (K) 363.15-365.15 [159] 1721-61: Triphenyl(4-chlorosulfonylbutyl)phosphonium trifluoroacetate
1721-47: Triphenyl(4-chlorosulfonylbutyl)phosphonium tosylate Abbreviation: Molecular Formula: Molar Mass: Structure:
[Ph3PC4SO2Cl][Tos] C29H30PO5S2Cl 589.1
Abbreviation: Molecular Formula: Molar Mass: Structure:
[Ph3PC4SO2Cl][TA] C24H23F3PO4SCl 530.92
O −
S O
P+
COO−
F3C
P+
O
SO2Cl
SO2Cl
Character: Application:
Character: Application:
Media and catalyst in acidcatalyzed reactions [159]
1723-31: Triethylmethylphosphonium bis (trifluoromethyl) sulfonyl)imide
1722-47: Triphenyl(3-sulfonylpropyl)phosphonium tosylate Abbreviation: Molecular Formula: Molar Mass: Structure:
[Ph3PC3SO3H][Tos] C28H29O6PS2 556.63
Abbreviation: Molecular Formula: Molar Mass: Structure:
S O− O SO3H
Character: Application:
Character: Application: Tm (K)
[167]
[P2221][NTf2] C9H18F6NO4PS2 413.34
P+
O P+
Media and catalyst in acidcatalyzed reactions [159]
370.15 [236]
O F3C
N− S
S
O
O
O CF3
Phosphonium
1724-31: triethylbutylphosphonium bis((trifluoromethyl)sulfonyl)imide Abbreviation: Molecular Formula: Molar Mass: Structure:
425
1725-31: Triethylamylphosphonium bis((trifluoromethyl)sulfonyl)imide
[P2224][NTf2] C12H24F6NO4PS2 455.42 O
P+
F 3C
N−
S
S
O
O
O
[P2225][NTf2]
Abbreviation: Molecular Formula: Molar Mass: Structure:
C13H26F6NO4PS2 469.44
CF3
Character: Application:
O
P+
F 3C
N− S
S
O
O
O CF3
Character: Application:
Tm (K)
Tm (K)
Td (K)
328.15 [236]
290.15 [236]
653.15 [236]
1726-31: Triethyloctylphosphonium bis((trifluoromethyl)sulfonyl)imide Abbreviation: Molecular Formula: Molar Mass: Structure:
+
P
T (K)
D (cp)
T (K)
K (S/m)
T (K)
1.32 [236]
298.15
88 [236]
298.15
0.173 [236]
298.15
1727-31: Triethyldodecylphosphonium bis((trifluoromethyl)sulfonyl)imide
[P2228][NTf2] C13H26F6NO4PS2 511.52
H17C8
r (g/cm3)
O F3C
N− S
S
O
O
O
[P222,12][NTf2]
Abbreviation: Molecular Formula: Molar Mass: Structure:
C20H40F6NO4PS2 567.63
CF3
Character: Application:
H25C12
P+
O F 3C
N− S
S
O
O
O CF3
Character: Application:
Tm (K)
Td (K)
<223.15 [236]
673.15 [236]
r (g/cm3)
T (K)
D (cp)
T (K)
K (S/m)
T (K)
1.26 [236]
298.15
129 [236]
298.15
0.098 [236]
298.15
Tm (K)
Td (K)
286.15 [236]
681.15 [236]
r (g/cm3)
T (K)
D (cp)
T (K)
K (S/m)
T (K)
1.21 [236]
298.15
180 [236]
298.15
0.047 [236]
298.15
Physicochemical Properties and Applications
426
1728-31: Triethyl(methoxymethyl)phosphonium bis((trifluoromethyl)sulfonyl)imide
1729-31: Triethyl(2-methoxyethyl)phosphonium bis((trifluoromethyl)sulfonyl)imide
[P222,1O1][NTf2] C10H20F6NO5PS2 443.36
Abbreviation: Molecular Formula: Molar Mass: Structure:
O
P+ O
[P222,2O1][NTf2] C11H22F6NO5PS2 457.39
Abbreviation: Molecular Formula: Molar Mass: Structure:
F3C
N− S
S
O
O
O
Character: Application:
O
P+
CF3
O
F3C
N− S
S
O
O
O CF3
Character: Application:
Tm (K)
Td (K)
287.15 [236]
661.15 [236]
r (g/cm3)
T (K)
D (cp)
T (K)
K (S/m)
T (K)
1.42 [236]
298.15
35 [236]
298.15
0.44 [236]
298.15
1730-12: Hexadecyltributylphosphonium bromide Abbreviation: Molecular Formula: Molar Mass: Structure:
[P444,16]Br C28H60PBr 507.65 P+
Td (K)
283.15 [236]
677.15 [236]
r (g/cm3)
T (K)
D (cp)
T (K)
K (S/m)
T (K)
1.39 [236]
298.15
44 [236]
298.15
0.358 [236]
298.15
1731-318: n-Pentadecyl(tri-n-hexyl)phosphonium azide Abbreviation: Molecular Formula: Molar Mass: Structure:
C4H9 H33C16
Tm (K)
C4H9
Br−
[P666,15]N3 C33H70PN3 539.9 C6H13 H13C6
Tm (K) 331.15-333.15 [276]
C15H31
C6H13
C4H9
Character: Application:
P+
Character: Application:
[277]
N3−
Phosphonium
1732-47: Methyl(tri-n-butyl)phosphonium tosylate Abbreviation: Molecular Formula: Molar Mass: Structure:
1733-31: 2-Methoxyethyl(tri-n-butyl)phosphonium bis(trifluoromethanesulfonyl)imide
[P1444][Tos] C20H37O3PS 388.54 P+
[MEBu3P][NTf2] C17H34F6NO5PS2 541.55
Abbreviation: Molecular Formula: Molar Mass: Structure:
C4H9 H9C4
427
C4H9
C4H9
H9C4
SO3−
P+
O O
F3C
N−
O
S
S
O
O
CF3
C4H9
Character: Application:
[277]
Character: Application:
1735-12: 1,10-Di(tripropylphosphonium)decane bromide
1734-512: Tributyl(ethyl)phosphonium diethylphosphate Abbreviation: Molecular Formula: Molar Mass: Structure: H5C2
[C10(P333)2]Br C28H62P2Br 540.64
Abbreviation: Molecular Formula: Molar Mass: Structure:
[P2444][DEP] C18H42O4P2 384.47 O−
C4H9 + P
[277]
C4H9
O
C4H9
P
Br−
P+
O
P+
O
Character: Application:
Character: Application: r (g/cm3)
T (K)
r (g/cm3)
T (K)
0.9957 [48]
303.15
1.113 [271]
295.15
1735-31: 1,10-Di(tripropylphosphonium)decane bis(trifluoromethane)sulfonamide Abbreviation: Molecular Formula: Molar Mass: Structure:
[C10(P333)2][NTf2] C30H62F6NO4P2S2 740.88 O P+
Character: Application: r (g/cm3)
T (K)
1.293 [271]
295.15
P+
F3C
N−
O
S
S
O
O
CF3
Physicochemical Properties and Applications
428
1736-12: 1,12-Di(tripropylphosphonium)dodecane bromide Abbreviation: Molecular Formula: Molar Mass: Structure:
[C12(P333)2]Br C30H66P2Br 568.7
Br−
P+
P+
Character: Application: r (g/cm3)
T (K)
1.141 [271]
295.15
1736-31: 1,12-Di(tripropylphosphonium)dodecane bis(trifluoromethane)sulfonamide Abbreviation: Molecular Formula: Molar Mass: Structure:
[C12(P333)2][NTf2] C32H66F6NO4P2S2 768.94
O +
P
Character: Application:
+
P
F3C
N−
S
O
O
[271]
r (g/cm3)
T (K)
D (cp)
T (K)
n
T (K)
1.267
295.15
1265.83
303.15
1.4514
295.15
1737-12: 1,11-Di(tripropylphosphonium)3,6,9-trioxaundecane bromide Abbreviation: Molecular Formula: Molar Mass: Structure:
[PEG3(P333)2]Br C26H58P2O3Br 560.59
P+
Character: Application: r (g/cm3)
T (K)
1.193 [271]
295.15
O
O O
P+
O
S
Br−
CF3
Phosphonium
1737-31: 1,11-Di(tripropylphosphonium)3,6,9-trioxaundecane bis(trifluoromethane)sulfonamide Abbreviation: Molecular Formula: Molar Mass: Structure:
P+
O
[PEG3(P333)2][NTf2] C28H58F6NO7P2S2 760.83
O O
Character: Application:
O P+
F3C
N−
O
S
S
O
O
[271]
r (g/cm3)
T (K)
D (cp)
T (K)
n
T (K)
1.331
295.15
460.85
303.15
1.4469
295.15
CF3
429