Water → HCID 131710096, compound

HRID 267819Notes

Reaction equation

HRID 267819 reaction equation
[CH2:1]([O:19][CH2:20][CH2:21][O:22][CH2:23][CH2:24]O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[P:26]12([S:38]P3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:27].[CH2:40]([O:58][CH2:59][CH2:60][O:61][CH2:62][CH2:63]OP(=S)(O[CH2:68][CH2:69][O:70][CH2:71][CH2:72][O:73][CH2:74][CH2:75][CH2:76][CH2:77][CH2:78][CH2:79][CH2:80][CH2:81][CH2:82][CH2:83][CH2:84][CH2:85][CH2:86][CH2:87][CH2:88][CH2:89][CH2:90][CH3:91])S)[CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH3:57].[O-2:93].[Zn+2:94].[OH2:95]>C1C=CC=CC=1>[CH2:40]([O:58][CH2:59][CH2:60][O:61][CH2:62][CH2:63][S:27]([CH2:24][CH2:23][O:22][CH2:21][CH2:20][O:19][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[P:26]([O-:95])([O-:93])[S-:38])[CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH3:57].[CH2:74]([O:73][CH2:72][CH2:71][O:70][CH2:69][CH2:68][S:27]([CH2:24][CH2:23][O:22][CH2:21][CH2:20][O:19][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[P:26]([O-:95])([O-:93])[S-:38])[CH2:75][CH2:76][CH2:77][CH2:78][CH2:79][CH2:80][CH2:81][CH2:82][CH2:83][CH2:84][CH2:85][CH2:86][CH2:87][CH2:88][CH2:89][CH2:90][CH3:91].[Zn+2:94].[Zn+2:94].[Zn+2:94]

Participants

7

Reactant 5

HCID 962Water2×HCID 14817Phosphorus sulfide (P2S5)HCID 3007857Zinc Oxide3×HCID 41659232-[2-(Octadecyloxy)ethoxy]ethan-1-olHCID 21416363HCID 21416363, compound

Product 1

HCID 131710096HCID 131710096, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Zinc bis[di(n-octadecyloxyethoxyethyl)dithiophosphate] was prepared as follows: 358 grams (1 mole) of n-octadecyloxyethoxyethyl alcohol was reacted with 56 grams (0.25 mole) of phosphorus pentasulfide in 500 ml of benzene solvent. The reaction took place at 160° F. for a period of two hours. The product, di(n-octadecyloxyethoxyethyl) dithiophosphoric acid was then neutralized with 22 grams (0.27 mole) of zinc oxide. The zinc oxide was made into a paste with water before addition of the foregoing acid. The water charged to the zinc oxide totalled 20 ml. The neutralization reaction with the formation of the product salt was permitted to proceed for about 30 minutes with stirring at room temperature, and azeotroped to dryness by refluxing thereafter at a maximum of 180° F. The resulting zinc bis[di(n-octadecyloxyethoxyethyl) dithiophosphate] was stripped at 200° F. at a reduced pressure of less tha 1 millimeter mercury (mm Hg.). The yield of zinc salt was 416 grams and was characterized by the following analysis:% zinc: 4.0; calculated: 3.88% phosphorus: found 3.5: calculated: 3.68% sulfur: found 6.7; calculated: 7.6

Workup

  1. customat 160° F.
  2. customof two hours
  3. customThe neutralization reaction with the formation of the product salt
  4. customazeotroped to dryness
  5. temperatureby refluxing
  6. customat a maximum of 180° F
  7. customwas stripped at 200° F. at a reduced pressure

Sources & evidence

ORD record
ord-50682cb3aa9a4e6298b63cfe2994acc1
Source dataset
uspto-grants-1976_03
Patent number
US03944495

Reaction notes

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