US3692885A
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Polyhaloisoalkoxyalkyl phosphate esters
Assignee: Honeywell International Inc
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Filing: 1969-08-14
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Granted: 1972-09-19
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Expires: 1989-08-14
Abstract
Abstract This invention relates to novel phosphate esters of the formula WHEREIN A. R1-R4 are independently fluorine, chlorine or alkyl or haloalkyl groups of one to 10 carbon atoms; B. A is a radical of the formula -(CFR5-CR6R7)- in which R5 and R6 are independently fluorine or hydrogen, and R7 is hydrogen, fluorine, chlorine, bromine or perfluoroalkyl; C. X1-X4 are independently hydrogen, fluorine, chlorine or bromine, provided that X1-X4 do not include more than two chlorine atoms or one bromine atom; D. Z is selected from the group consisting of chlorine, hydroxy, amino, substituted amino and OY wherein Y is a hydrocarbyl or hydroxy-substituted hydrocarbyl, or a water solubilizing cationic ion. E. M IS AN INTEGER FROM 1 TO 10, N IS AN INTEGER FROM 0 TO 10 AND W IS AN INTEGER FROM 1 TO 3. Said phosphate esters are useful for imparting oil and stain repellent properties to various materials, especially to paper.
Inventors
- 👤 Louis G Anello
- 👤 Richard F Sweeney
- 👤 Edward S Jones
- 👤 John T Walsh
- 👤 John J Thompson Jr
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 14:08
CPC Classifications
D; D06; D06M; D06M13/00; D06M13/244; D06M13/282; D06M13/292; C; C07; C07F; C07F9/00; C07F9/02; C07F9/06; C07F9/08; C07F9/09; C07F9/091; C07F9/14; C07F9/22; C07F9/24; C07F9/2404; C07F9/2408
Claims Analysis
Total Claims: 43
Claim 1
Independent Claim
22 words
The phosphate ester of claim 1, wherein the -(X1X2C-CX3X4)-moieties are independently selected from the group consisting of -CF2-CF2-, CF2-CH2-, -CF2-CClF-, and -CH2CH2-
Claim 2
Dependent Claim
23 words
The phosphate ester of claim 2, wherEin said water solubilizing cationic ion is selected from the group consisting of alkali metal and ammonium.
Claim 3
Dependent Claim
21 words
The phosphate ester of claim 3, wherein said alkali metal is selected from the group consisting of sodium, potassium and lithium.
Claim 4
Dependent Claim
24 words
The phosphate ester of claim 4 wherein m is an integer from 1 to 7 and n is an integer from 0 to 7.
Claim 5
Dependent Claim
21 words
The phosphate ester of claim 5, wherein w is a number having an average value of from 1.0 to about 2.5.
Claim 6
Dependent Claim
21 words
The phosphate ester of claim 6, wherein a major portion of said phosphate ester molecules have a w value of 2.
Claim 7
Dependent Claim
14 words
The phosphate ester of claim 7, wherein all halogens are independently fluorine or chlorine.
Claim 8
Dependent Claim
30 words
The phosphate ester of claim 8 wherein R1, R2, R3 and R4 are selected from the group consisting of fluorine, chlorine and haloalkyl groups of one to three carbon atoms.
Claim 9
Dependent Claim
16 words
The phosphate ester of claim 9, wherein Z is OY, and Y is sodium or potassium.
Claim 10
Dependent Claim
9 words
f. w is an integer from 1 to 3.
Claim 11
Dependent Claim
14 words
The phosphate ester of claim 2, wherein Z is OY and Y is ammonium.
Claim 12
Dependent Claim
10 words
The phosphate ester of claim 2, wherein Z is hydroxy.
Claim 13
Dependent Claim
10 words
The phosphate ester of claim 2, wherein Z is chlorine.
Claim 14
Dependent Claim
6 words
A phosphate ester of the formula
Claim 15
Dependent Claim
16 words
The phosphate ester of claim 14, wherein s and t are integers from 1 to 14.
Claim 16
Dependent Claim
23 words
The phosphate ester of claim 15, wherein said water solubilizing cationic ion is selected from the group consisting of alkali metal and ammonium.
Claim 17
Dependent Claim
21 words
The phosphate ester of claim 16, wherein said alkali metal is selected from the group consisting of sodium, potassium and lithium.
Claim 18
Dependent Claim
21 words
The phosphate ester of claim -7, wherein w is a number having an average value of from 1.0 to about 2.5.
Claim 19
Dependent Claim
21 words
The phosphate ester of claim 18, wherein a major portion of said phosphate ester molecules have a w value of 2.
Claim 20
Dependent Claim
24 words
The phosphate ester of claim 19, wherein R1, R2, R3 and R4 are independently fluorine or perhaloalkyl groups of one to three carbon atoms.
Claim 21
Dependent Claim
32 words
The phosphate esters of claim 15, wherein Z is selected from the group consisting of chlorine, hydroxy and OY, wherein Y is selected from the group consisting of sodium, potassium and ammonium.
Claim 22
Dependent Claim
18 words
The phosphate esters of claim 21, selected from the group consisting of (CF3)2CFOCF2CH2O)2POOH (CF3)2CFO(CF2)3CH2O)2POOH (CF3)2CFO(CF2)5CH20)POOH (CF3)2CFO (CF2)7CH2O)2POOH (CF3)2CFO(CF2)9CH2O)POOH
Claim 23
Dependent Claim
24 words
The phosphate ester of claim 20, wherein s is an integer from 2 to 8 and t is an integer from 1 to 11.
Claim 24
Dependent Claim
19 words
The phosphate ester of claim 20, wherein said perhaloalkyl groups are perfluoroalkyl groups of one to three carbon atoms.
Claim 25
Dependent Claim
24 words
The phosphate ester of claim 24, wherein s is an integer from 2 to 8 and t is an integer from 1 to 11.
Claim 26
Dependent Claim
13 words
The phosphate ester of claim 25, wherein R1,R2, R3 and R4 are fluorine.
Claim 27
Dependent Claim
10 words
The phosphate ester of claim 25, wherein Z is chlorine.
Claim 28
Dependent Claim
10 words
The phosphate ester of claim 27, wherein R1-R4 are fluorine.
Claim 29
Dependent Claim
16 words
The phosphaTe ester of claim 28, selected from the group consisting of ((CF3)2CFO(CF2)2(CH2)2O)2POCl ((CF3)2CFO(CF2)4(CH2)2O)2POCl ((CF3)2CFO(CF2)6(CH2)2O)2POCl ((CF3)2CFO(CF2)8(CH2)2O)2POCl
Claim 30
Dependent Claim
10 words
The phosphate ester of claim 15, wherein Z is hydroxy.
Claim 31
Dependent Claim
10 words
The phosphate ester of claim 30, wherein R1-R4 are fluorine.
Claim 32
Dependent Claim
16 words
The phosphate ester of claim 31, selected from the group consisting of: ((CF3)2CFO(CF2)2(CH2)2O)2POOH ((CF3)2CFO(CF2)4(CH2)2O)2POOH ((CF3)2CFO(CF2)6(CH2)2O)2POOH ((CF3)2CFO(CF2)8(CH2)2O)2POOH
Claim 33
Dependent Claim
10 words
The phosphate ester of claim 32 having the formula ((CF3)2CFO(CF2)2(CH2)2O)2POOH
Claim 34
Dependent Claim
10 words
The phosphate ester of claim 32 having the formula ((CF3)2CFO(CF2)6(CH2)2O)2POOH
Claim 35
Dependent Claim
16 words
The phosphate ester of claim 31, selected from the group consisting of ((CF3)2CFO(CF2)2(CH2)11O)2POOH ((CF3)2CFO(CF2)4(CH2)11O)2POOH ((CF3)2CFO(CF2)6(CH2)11O)2POOH ((CF3)2CFO(CF2)8(CH2)11O)2POOH
Claim 36
Dependent Claim
10 words
The phosphate ester of claim 25, wherein Z is OY.
Claim 37
Dependent Claim
12 words
The phosphate ester of claim 36, wherein Y is sodium or potassium.
Claim 38
Dependent Claim
10 words
The phosphate ester of claim 37, wherein R1-R4 are fluorine.
Claim 39
Dependent Claim
10 words
The phosphate ester of claim 36, wherein Y is ammonium.
Claim 40
Dependent Claim
10 words
The phosphate ester of claim 39, wherein R1-R4 are fluorine.
Claim 41
Dependent Claim
16 words
The phosphate ester of claim 40, selected from the group consisting of: ((CF3)2CFO(CF2)2(CH2)2O)2PO(ONH4) ((CF3)2CFO(CF2)4(CH2)2O)2PO(ONH4) ((CF2)2CFO(CF2)6(CH2)2O)2PO(ONH4) ((CF2)2CFO(CF2)8(CH2)2O)2PO(ONH4)
Claim 42
Dependent Claim
10 words
The phosphate ester of claim 41 having the formula ((CF3)2CFO(CF2)2(CH2)2O)2PO(ONH4)
Claim 43
Dependent Claim
10 words
The phosphate ester of claim 41 having the formula ((CF3)2CFO(CF2)6(CH2)2O)2PO(ONH4).
References Cited (Backward Citations)
US2754317A
Cited
US3492374A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1975-09-19 | 1976-03-20 | 1976-09-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1979-09-19 | 1980-03-20 | 1980-09-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1983-09-19 | 1984-03-20 | 1984-09-19 | $7700.00 | Window Closed / Lapsed |