US5488180A
Expired / Lapsed
US
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Complex hydrophobe compounds
Assignee: Coatex SAS
•
Filing: 1992-05-29
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Granted: 1996-01-30
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Expires: 2012-05-29
Abstract
Abstract This invention relates to complex hydrophobe compounds and to alkoxylation products, i.e., condensation reaction products of alkylene oxides and complex hydrophobe compounds having at least one active hydrogen. This invention also relates to alkoxylation products that have beneficial, narrow molecular weight ranges.
Inventors
- 👤 Richard D. Jenkins
- 👤 David R. Bassett
- 👤 Danny E. Smith
- 👤 John N. Argyropoulos
- 👤 James E. Loftus
- 👤 Gregory D. Shay
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 15:17
CPC Classifications
C; C08; C08F; C08F246/00; C08F290/00; C08F290/02; C08F290/06; C08F290/062; C08G; C08G65/00; C08G65/02; C08G65/26; C08G65/2603; C08G65/2606; C08G65/2612; C09; C09D; C09D7/00; C09D7/40; C09D7/43; C08G2650/00; C08G2650/02; C08G2650/04; C08L; C08L33/00; C08L33/02; C08L33/04; C08L33/06; C08L33/08
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
804 words
A compound represented by the formula selected from the group consisting of: ##STR6## wherein R 1 and R 2 are the same or different and are hydrogen or a substituted or unsubstituted monovalent hydrocarbon residue, R 3 is a substituted or unsubstituted divalent or trivalent hydrocarbon residue, each R 4 is the same or different and is a substituted or unsubstituted divalent hydrocarbon residue, each R 5 is the same or different and is a substituted or unsubstituted divalent hydrocarbon residue, R 6 is hydrogen, a substituted or unsubstituted monovalent hydrocarbon residue or an ionic substituent, a and b are the same or different and are a value of 0 or 1, and x and y are the same or different and are a value of 0 or greater; provided (i) at least two of R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are a hydrocarbon residue having greater than 2 carbon atoms in the case of R 1 , R 2 and R 6 or having greater than 2 pendant carbon atoms in the case of R 3 , R 4 and R 5 , (ii) at least one of R 4 and R 5 is other than --CH 2 CH 2 -- when R 1 and R 2 are nonylphenyl, R 3 is >CH--, R 6 is hydrogen or SO 3 , a is a value of 1, b is a value of 1, and at least one of x and y is a value of 1 or greater, (iii) R 4 is --CH 2 CH 2 -- and x is a value of at least 2 when R 1 is hexadecyl, R 2 is tetradecyl, R 3 is >CH--, at least one R 5 is --CH 2 CH(tetradecyl)--, R 6 is hydrogen, y is a value of 1 or greater, a is a value of 1, and b is a value of 0; (iv) at least one of R 1 and R 2 is other than CH 3 (CH 2 ) 1-5 OCH 2 CH(OH)CH 2 -- when R.sub. 6 is CH 3 (CH 2 ) 1-5 --, a is a value of 1, b is a value of 1, y is a value of 0, x is a value of 1, R 4 is --CH 2 CH(OH)CH 2 -- and R 3 is >CH--; (v) R 1 is other than CH 3 (CH 2 ) 1-5 OCH 2 CH(OH)CH 2 -- when a is a value of 1, b is a value of 0 and R 6 is CH 3 (CH 2 ) 1-5 --; (vi) at least one of R 1 and R 2 is other than CH 3 (CH 2 ) 1-5 OCH 2 CH(OH)CH 2 -- when R 6 is CH 3 (CH 2 ) 3 CH 2 CH(OH)CH 2 --, a is a value of 1, b is a value of 1, x is a value of 0, y is a value of 0 and R 3 is >CH--; and (vii) at least one of R 4 and R 5 is other than --CH 2 CH 2 -- when R 1 and R 2 are the same and are an aromatic hydrocarbon residue, R 3 is >CH--, R 6 is hydrogen, a is a value of 1, b is a value of 1 and at least one of x and y is a value of 1 or greater; and ##STR7## wherein R 7 and R 8 are the same or different and are hydrogen or a substituted or unsubstituted monovalent hydrocarbon residue, R 9 and R 12 are the same or different and are a substituted or unsubstituted divalent or trivalent hydrocarbon residue, each R 10 is the same or different and is a substituted or unsubstituted divalent hydrocarbon residue, each R 13 is the same or different and is a substituted or unsubstituted divalent hydrocarbon residue, R 11 and R 14 are the same or different and are hydrogen, a substituted or unsubstituted monovalent hydrocarbon residue or an ionic substituent, R 15 is a substituted or unsubstituted divalent hydrocarbon residue, d and e are the same or different and are a value of 0 or 1, and f and g are the same or different and are a value of 0 or greater; provided at least two of R 7 , R 8 , R 9 , R 10 , R 11 , R 12 , R 13 , R 14 and R 15 are a hydrocarbon residue having greater than 2 carbon atoms in the case of R 7 , R 8 , R 11 an R 14 or having greater than 2 pendant carbon atoms in the case of R 9 , R 10 , R 12 , R 13 and R 15 .
Claim 2
Dependent Claim
804 words
A compound represented by the formula selected from the group consisting of: ##STR6## wherein R 1 and R 2 are the same or different and are hydrogen or a substituted or unsubstituted monovalent hydrocarbon residue, R 3 is a substituted or unsubstituted divalent or trivalent hydrocarbon residue, each R 4 is the same or different and is a substituted or unsubstituted divalent hydrocarbon residue, each R 5 is the same or different and is a substituted or unsubstituted divalent hydrocarbon residue, R 6 is hydrogen, a substituted or unsubstituted monovalent hydrocarbon residue or an ionic substituent, a and b are the same or different and are a value of 0 or 1, and x and y are the same or different and are a value of 0 or greater; provided (i) at least two of R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are a hydrocarbon residue having greater than 2 carbon atoms in the case of R 1 , R 2 and R 6 or having greater than 2 pendant carbon atoms in the case of R 3 , R 4 and R 5 , (ii) at least one of R 4 and R 5 is other than --CH 2 CH 2 -- when R 1 and R 2 are nonylphenyl, R 3 is >CH--, R 6 is hydrogen or SO 3 , a is a value of 1, b is a value of 1, and at least one of x and y is a value of 1 or greater, (iii) R 4 is --CH 2 CH 2 -- and x is a value of at least 2 when R 1 is hexadecyl, R 2 is tetradecyl, R 3 is >CH--, at least one R 5 is --CH 2 CH(tetradecyl)--, R 6 is hydrogen, y is a value of 1 or greater, a is a value of 1, and b is a value of 0; (iv) at least one of R 1 and R 2 is other than CH 3 (CH 2 ) 1-5 OCH 2 CH(OH)CH 2 -- when R.sub. 6 is CH 3 (CH 2 ) 1-5 --, a is a value of 1, b is a value of 1, y is a value of 0, x is a value of 1, R 4 is --CH 2 CH(OH)CH 2 -- and R 3 is >CH--; (v) R 1 is other than CH 3 (CH 2 ) 1-5 OCH 2 CH(OH)CH 2 -- when a is a value of 1, b is a value of 0 and R 6 is CH 3 (CH 2 ) 1-5 --; (vi) at least one of R 1 and R 2 is other than CH 3 (CH 2 ) 1-5 OCH 2 CH(OH)CH 2 -- when R 6 is CH 3 (CH 2 ) 3 CH 2 CH(OH)CH 2 --, a is a value of 1, b is a value of 1, x is a value of 0, y is a value of 0 and R 3 is >CH--; and (vii) at least one of R 4 and R 5 is other than --CH 2 CH 2 -- when R 1 and R 2 are the same and are an aromatic hydrocarbon residue, R 3 is >CH--, R 6 is hydrogen, a is a value of 1, b is a value of 1 and at least one of x and y is a value of 1 or greater; and ##STR7## wherein R 7 and R 8 are the same or different and are hydrogen or a substituted or unsubstituted monovalent hydrocarbon residue, R 9 and R 12 are the same or different and are a substituted or unsubstituted divalent or trivalent hydrocarbon residue, each R 10 is the same or different and is a substituted or unsubstituted divalent hydrocarbon residue, each R 13 is the same or different and is a substituted or unsubstituted divalent hydrocarbon residue, R 11 and R 14 are the same or different and are hydrogen, a substituted or unsubstituted monovalent hydrocarbon residue or an ionic substituent, R 15 is a substituted or unsubstituted divalent hydrocarbon residue, d and e are the same or different and are a value of 0 or 1, and f and g are the same or different and are a value of 0 or greater; provided at least two of R 7 , R 8 , R 9 , R 10 , R 11 , R 12 , R 13 , R 14 and R 15 are a hydrocarbon residue having greater than 2 carbon atoms in the case of R 7 , R 8 , R 11 an R 14 or having greater than 2 pendant carbon atoms in the case of R 9 , R 10 , R 12 , R 13 and R 15 .
Claim 3
Dependent Claim
32 words
The compound of claim 1 wherein R 1 , R 2 , R 7 and R 8 are selected from substituted or unsubstituted monovalent alkyl, aryl, alkylaryl, arylalkyl, cycloalkyl and mixtures thereof.
Claim 4
Dependent Claim
26 words
The compound of claim 1 wherein R 1 , R 2 , R 7 and R 8 are selected from dodecylphenyl, nonylphenyl, octylphenyl and mixtures thereof.
Claim 5
Dependent Claim
81 words
The compound of claim 1 wherein at least one of R 1 , R 2 , R 7 and R 8 is a hydrocarbon radical represented by the formula: ##STR8## wherein R 16 and R 17 are the same or different and are hydrogen or a substituted or unsubstituted monovalent hydrocarbon residue, R 18 is a substituted or unsubstituted divalent or trivalent hydrocarbon residue, and h and i are the same or different and are a value of 0 or 1.
Claim 6
Dependent Claim
74 words
The compound of claim 1 wherein at least one of R 4 , R 5 , R 10 and R 13 is a hydrocarbon radical represented by the formula: --CH[(OR.sub.19); OR.sub.20 ] wherein each R 19 is the same or different and is a substituted or unsubstituted divalent hydrocarbon residue, R 20 is hydrogen, a substituted or unsubstituted monovalent hydrocarbon residue or an ionic substituent, and j is a value of 0 or greater.
Claim 7
Dependent Claim
34 words
The compound of claim 1 wherein each R 4 , R 5 , R 10 and R 13 is selected from --CH 2 CH 2 --, --CH 2 CH(CH 3 )-- and mixtures thereof.
Claim 8
Dependent Claim
16 words
The compound of claim 1 wherein R 6 , R 11 and R 14 are hydrogen.
Claim 9
Dependent Claim
22 words
The compound of claim 1 wherein the values of x, y, f and g are from 0 to about 200 or greater.
Claim 10
Dependent Claim
118 words
The compound of claim 1 wherein R 15 is selected from --phenylene--(CH 2 ) m (Q) n (CH 2 ) m -phenylene-- and --naphthylene--(CH 2 ) m (Q) n (CH 2 ) m --naphthylene--, wherein Q individually represents a substituted or unsubstituted divalent bridging group selected from --CR 21 R 22 --, --O--, --S--, --NR 23 --, --SiR 24 R 25 -- and --CO--, wherein R 21 and R 22 individually represent a radical selected from hydrogen, alkyl of 1 to 12 carbon atoms, phenyl, tolyl and anisyl; R 23 , R 24 and R 25 individually represent a radical selected from hydrogen and methyl, and each m and n individually have a value of 0 or 1.
Claim 11
Dependent Claim
69 words
The compound of claim 1 wherein R 1 is the residue of nonylphenol, R 2 is the residue of nonylphenol, R 3 is >CH--, R 4 is --CH 2 CH 2 --, R 5 is --CH(CH 3 )CH 2 --, R 6 is hydrogen, a is a value of 1, b is a value of 1, x is a value of 20 and y is a value of 20.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1999-01-29 | 1999-07-31 | 2000-01-30 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2003-01-29 | 2003-07-31 | 2004-01-30 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2007-01-29 | 2007-07-31 | 2008-01-30 | $7700.00 | Window Closed / Lapsed |