ABSTRACT

Phosphorus-containing flame retardants (FRs) 3,9-dihydroxy-2,4,8,10-tetraoxa-3,9-diphosphaspiro-[5.5]-undecane-3,9-dioxide (dihydroxy-TDUD), 3,9-diphenoxy-2,4,8,10-tetraoxa-3,9-diphosphaspiro-[5.5]-undecane-3,9-dioxide (diphenoxy-TDUD), hydroxymethylphenylphosphinic acid (HMPPA), 2-carboxyethylphenylphosphinic acid (CEPPA), tri(p-methoxyphenyl)phosphine (TMOPP), and tri(p-methoxyphenyl)phosphine oxide (TMOPPO) were characterized by elemental analysis, infrared spectroscopy, 1H and 31P nuclear magnetic resonance (NMR), differential scanning calorimetry (DSC), and thermogravimetric analysis (TGA). Using a static analytical method, the solubilities of solutes in selected solvents were measured and correlated with an empirical equation. The estimated uncertainty of all of the solubility values based on error analysis and repeated observations was within 2.0 %.

Compounds

#	Formula	Name
1	C5H10O8P2	3,9-dihydroxy-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane-3,9-dioxide
2	C17H18O8P2	3,9-diphenoxy-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane 3,9-dioxide
3	C7H9O3P	(hydroxymethyl)(phenyl)phosphinic acid
4	C9H11O4P	3-(hydroxy(phenyl)phosphoryl)propanoic acid
5	C21H21O3P	tris(4-methoxyphenyl)phosphane
6	C21H21O4P	tris(4-methoxyphenyl)phosphine oxide
7	CH4O	methanol
8	C2H6O	ethanol
9	C6H6	benzene
10	C3H6O	acetone
11	C4H8O	butanone
12	CH2Cl2	dichloromethane
13	C7H8	toluene
14	C2H3N	acetonitrile
15	C4H8O2	ethyl acetate
16	CHCl3	trichloromethane
17	C4H10O	diethyl ether
18	C4H8O2	1,4-dioxane
19	C5H5N	pyridine
20	C4H8O	tetrahydrofuran
21	C4H10O2	2-ethoxyethan-1-ol
22	C6H12	cyclohexane
23	C2H4O2	acetic acid
24	H2O	water

Datasets

The table above is generated from the ThermoML associated json file (link above). POMD and RXND refer to PureOrMixture and Reaction Datasets. The compound numbers are included in properties, variables, and phases, if specificied; the numbers refer to the table of compounds on the left.
Type	Compound-#	Property	Variable	Constraint	Phase	Method	#Points
POMD	1	Molar enthalpy of transition or fusion, kJ/mol ; Crystal			Crystal Liquid Gas	DSC	1
POMD	1	Normal melting temperature, K ; Crystal			Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	2	Molar enthalpy of transition or fusion, kJ/mol ; Crystal			Crystal Liquid Gas	DSC	1
POMD	2	Normal melting temperature, K ; Crystal			Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	3	Molar enthalpy of transition or fusion, kJ/mol ; Crystal			Crystal Liquid Gas	DSC	1
POMD	3	Normal melting temperature, K ; Crystal			Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	4	Molar enthalpy of transition or fusion, kJ/mol ; Crystal			Crystal Liquid Gas	DSC	1
POMD	4	Normal melting temperature, K ; Crystal			Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	5	Molar enthalpy of transition or fusion, kJ/mol ; Crystal			Crystal Liquid Gas	DSC	1
POMD	5	Normal melting temperature, K ; Crystal			Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	6	Molar enthalpy of transition or fusion, kJ/mol ; Crystal			Crystal Liquid Gas	DSC	1
POMD	6	Normal melting temperature, K ; Crystal			Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	7	Refractive index (Na D-line) ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Standard Abbe refractometry	1
POMD	7	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Pycnometric method	1
POMD	8	Refractive index (Na D-line) ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Standard Abbe refractometry	1
POMD	8	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Pycnometric method	1
POMD	9	Refractive index (Na D-line) ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Standard Abbe refractometry	1
POMD	9	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Pycnometric method	1
POMD	10	Refractive index (Na D-line) ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Standard Abbe refractometry	1
POMD	10	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Pycnometric method	1
POMD	11	Refractive index (Na D-line) ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Standard Abbe refractometry	1
POMD	11	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Pycnometric method	1
POMD	12	Refractive index (Na D-line) ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Standard Abbe refractometry	1
POMD	12	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Pycnometric method	1
POMD	13	Refractive index (Na D-line) ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Standard Abbe refractometry	1
POMD	13	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Pycnometric method	1
POMD	14	Refractive index (Na D-line) ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Standard Abbe refractometry	1
POMD	14	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Pycnometric method	1
POMD	15	Refractive index (Na D-line) ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Standard Abbe refractometry	1
POMD	15	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Pycnometric method	1
POMD	16	Refractive index (Na D-line) ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Standard Abbe refractometry	1
POMD	16	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Pycnometric method	1
POMD	17	Refractive index (Na D-line) ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Standard Abbe refractometry	1
POMD	17	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Pycnometric method	1
POMD	18	Refractive index (Na D-line) ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Standard Abbe refractometry	1
POMD	18	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Pycnometric method	1
POMD	19	Refractive index (Na D-line) ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Standard Abbe refractometry	1
POMD	19	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Pycnometric method	1
POMD	20	Refractive index (Na D-line) ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Standard Abbe refractometry	1
POMD	20	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Pycnometric method	1
POMD	21	Refractive index (Na D-line) ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Standard Abbe refractometry	1
POMD	21	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Pycnometric method	1
POMD	22	Refractive index (Na D-line) ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Standard Abbe refractometry	1
POMD	22	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Pycnometric method	1
POMD	23	Refractive index (Na D-line) ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Standard Abbe refractometry	1
POMD	23	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Pycnometric method	1
POMD	11 1	Mole fraction - 1 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 1	gravimetric method	9
POMD	16 1	Mole fraction - 1 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 1	gravimetric method	10
POMD	12 1	Mole fraction - 1 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 1	gravimetric method	6
POMD	17 1	Mole fraction - 1 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 1	gravimetric method	5
POMD	18 1	Mole fraction - 1 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 1	gravimetric method	10
POMD	15 1	Mole fraction - 1 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 1	gravimetric method	10
POMD	23 1	Mole fraction - 1 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 1	gravimetric method	10
POMD	9 1	Mole fraction - 1 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 1	gravimetric method	10
POMD	13 1	Mole fraction - 1 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 1	gravimetric method	10
POMD	22 1	Mole fraction - 1 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 1	gravimetric method	10
POMD	10 2	Mole fraction - 2 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 2	gravimetric method	8
POMD	11 2	Mole fraction - 2 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 2	gravimetric method	7
POMD	16 2	Mole fraction - 2 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 2	gravimetric method	9
POMD	20 2	Mole fraction - 2 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 2	gravimetric method	8
POMD	19 2	Mole fraction - 2 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 2	gravimetric method	8
POMD	12 2	Mole fraction - 2 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 2	gravimetric method	4
POMD	17 2	Mole fraction - 2 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 2	gravimetric method	4
POMD	18 2	Mole fraction - 2 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 2	gravimetric method	10
POMD	24 2	Mole fraction - 2 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 2	gravimetric method	15
POMD	15 2	Mole fraction - 2 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 2	gravimetric method	10
POMD	9 2	Mole fraction - 2 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 2	gravimetric method	12
POMD	14 2	Mole fraction - 2 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 2	gravimetric method	11
POMD	13 2	Mole fraction - 2 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 2	gravimetric method	10
POMD	7 2	Mole fraction - 2 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 2	gravimetric method	7
POMD	8 2	Mole fraction - 2 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 2	gravimetric method	10
POMD	21 2	Mole fraction - 2 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 2	gravimetric method	16
POMD	10 3	Mole fraction - 3 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 3	gravimetric method	8
POMD	24 3	Mole fraction - 3 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 3	gravimetric method	7
POMD	11 3	Mole fraction - 3 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 3	gravimetric method	10
POMD	22 3	Mole fraction - 3 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 3	gravimetric method	10
POMD	13 3	Mole fraction - 3 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 3	gravimetric method	10
POMD	9 3	Mole fraction - 3 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 3	gravimetric method	9
POMD	12 3	Mole fraction - 3 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 3	gravimetric method	5
POMD	17 3	Mole fraction - 3 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 3	gravimetric method	5
POMD	21 3	Mole fraction - 3 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 3	gravimetric method	9
POMD	10 4	Mole fraction - 4 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 4	gravimetric method	7
POMD	11 4	Mole fraction - 4 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 4	gravimetric method	9
POMD	24 4	Mole fraction - 4 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 4	gravimetric method	7
POMD	9 4	Mole fraction - 4 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 4	gravimetric method	9
POMD	13 4	Mole fraction - 4 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 4	gravimetric method	9
POMD	15 4	Mole fraction - 4 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 4	gravimetric method	9
POMD	22 4	Mole fraction - 4 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 4	gravimetric method	9
POMD	21 4	Mole fraction - 4 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 4	gravimetric method	9
POMD	23 4	Mole fraction - 4 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 4	gravimetric method	9
POMD	14 4	Mole fraction - 4 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 4	gravimetric method	9
POMD	12 4	Mole fraction - 4 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 4	gravimetric method	6
POMD	16 4	Mole fraction - 4 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 4	gravimetric method	10
POMD	11 6	Mole fraction - 6 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 6	gravimetric method	9
POMD	21 6	Mole fraction - 6 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 6	gravimetric method	11
POMD	7 6	Mole fraction - 6 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 6	gravimetric method	7
POMD	8 6	Mole fraction - 6 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 6	gravimetric method	7
POMD	17 6	Mole fraction - 6 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 6	gravimetric method	5
POMD	9 6	Mole fraction - 6 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 6	gravimetric method	7
POMD	13 6	Mole fraction - 6 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 6	gravimetric method	9
POMD	22 6	Mole fraction - 6 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 6	gravimetric method	8
POMD	13 5	Mole fraction - 5 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 5	gravimetric method	9
POMD	11 5	Mole fraction - 5 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 5	gravimetric method	10
POMD	9 5	Mole fraction - 5 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 5	gravimetric method	7
POMD	17 5	Mole fraction - 5 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 5	gravimetric method	5
POMD	8 5	Mole fraction - 5 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 5	gravimetric method	6
POMD	7 5	Mole fraction - 5 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 5	gravimetric method	6
POMD	21 5	Mole fraction - 5 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 5	gravimetric method	11
POMD	22 5	Mole fraction - 5 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 5	gravimetric method	9

Thermodynamics Research Center / ThermoML | Journal of Chemical and Engineering Data

Solubilities of Phosphorus-Containing Compounds in Selected Solvents

Guo, X.-Z.[Xiu-Zhi], Wang, L. -S.[Li-Sheng]

ABSTRACT