Patent US3988351A successfully refreshed from Google Patents.
US3988351A
Expired / Lapsed
US
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Complexes of polylactams and phenolic compounds
Assignee: ISP Investments LLC
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Filing: 1974-10-10
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Granted: 1976-10-26
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Expires: 1994-10-10
Abstract
Abstract A complex of a polylactam and a phenolic compound having the formula: ##SPC1## Wherein m is an integer from 2 to 5; z and y are expressed as a ratio of z:y and is 1:1, 1:2, 2:3 or 1:4; W is alkylene having from 3 to 20 carbon atoms and each R and R 2 is hydrogen, halogen, hydroxyl, alkoxy of 1 to 4 carbon atoms, amido, alkyl hydroxy of from 1 to 4 carbon atoms, cyano or alkyl having from 1 to 12 carbon atoms, and wherein R 2 can also be alaninyl, or ##SPC2## Where each R' is hydrogen, hydroxyl, halo, cyano, alkyl having from 1 to 6 carbon atoms or nitro. The complexes are useful as germicides, insecticides, wood preservatives, plasticizers, and anti-oxidants.
Inventors
- 👤 Joseph P. Copes
- 👤 David I. Randall
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 08:33
CPC Classifications
C; C07; C07D; C07D207/00; C07D207/02; C07D207/18; C07D207/22; C07D207/24; C07D207/26; C07D207/263; C07D207/267; C07D201/00; C07D201/14
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
103 words
A dilactam-phenolic complex having the formula: ##SPC10## wherein m is an integer from 2 to 5; z is 1 or 2 and y is an integer from 1 to 4; W is alkylene having from 3 to 20 carbon atoms, each R and R 2 is alkyl of from 1 to 12 carbon atoms, alkoxy of from 1 to 4 carbon atoms, amido, alkyl hydroxy of from 1 to 4 carbon atoms, cyano, hydrogen, halogen, or hydroxyl, and wherein R 2 can also be also be alaninyl or ##SPC11## where each R' is hydrogen, hydroxyl, halo, cyano, alkyl of from 1 to 6
Claim 2
Dependent Claim
103 words
A dilactam-phenolic complex having the formula: ##SPC10## wherein m is an integer from 2 to 5; z is 1 or 2 and y is an integer from 1 to 4; W is alkylene having from 3 to 20 carbon atoms, each R and R 2 is alkyl of from 1 to 12 carbon atoms, alkoxy of from 1 to 4 carbon atoms, amido, alkyl hydroxy of from 1 to 4 carbon atoms, cyano, hydrogen, halogen, or hydroxyl, and wherein R 2 can also be also be alaninyl or ##SPC11## where each R' is hydrogen, hydroxyl, halo, cyano, alkyl of from 1 to 6
Claim 3
Dependent Claim
10 words
The dilactam-phenolic complex of claim 1 wherein the complex is
Claim 4
Dependent Claim
68 words
A dilactam-phenolic complex of claim 1 wherein the ratio of z:y is 1:1, 1:2 or 1:4 and W is alkylene of from 3 to 10 carbon atoms and each R and R 2 is alkyl of from 1 to 9 carbon atoms, methoxy, ethoxy, hydrogen, cyano, halogen, or hydroxy and wherein R 2 can also be alaninyl or hydroxy benzyl or a chlorine or bromine mono-substituted hydroxy benzyl
Claim 5
Dependent Claim
7 words
A complex according to claim 1 designated
Claim 6
Dependent Claim
8 words
A complex according to claim 1 designated N,N'-(1,3-butylene)
Claim 7
Dependent Claim
14 words
A complex according to claim 1 designated N,N'-hexamethylenebis(2-pyrrolidone). (hydroquinone) in a ratio of 1:2.
Claim 8
Dependent Claim
7 words
A complex according to claim 1 designated
Claim 9
Dependent Claim
7 words
A complex according to claim 1 designated
Claim 10
Dependent Claim
8 words
A complex according to claim 1 designated hexamethylenebis
Claim 11
Dependent Claim
7 words
A complex according to claim 1 designated
Claim 12
Dependent Claim
14 words
A complex according to claim 1 designated hexamethylenebis(2-pyrrolidone). Tetrachlororedmanol in a ratio of 1:2.
Claim 13
Dependent Claim
7 words
A complex according to claim 1 designated
Claim 14
Dependent Claim
7 words
A complex according to claim 1 designated
Claim 15
Dependent Claim
7 words
A complex according to claim 1 designated
Claim 16
Dependent Claim
7 words
A complex according to claim 1 designated
Claim 17
Dependent Claim
7 words
A complex according to claim 1 designated
Claim 18
Dependent Claim
99 words
The method of preparing the complex of claim 1 in which the dilactam is intimately mixed with the phenolic compound in a ratio of from 5:1 to 1:10 based on lactam ring to hydroxy group, at a temperature of from room temperature up to the boiling temperature of the corresponding complex compound under a pressure of from 10 mm. Hg. to about 25 psig. until an exothermic rise in temperature occurs and the reaction is substantially complete, cooling the reaction zone until a solid is formed from the reaction solution, recovering and washing the solid with an inert washing
Claim 19
Dependent Claim
40 words
The method of claim 17 wherein the dilactam is contacted with the phenolic compound in a mol ratio between 1:1 and 5:1 based on each lactam ring of the dilactam for each lactam ring of the dilactam for each hydroxy
Claim 20
Dependent Claim
25 words
The method of claim 17 wherein the dilactam and phenolic compound are mixed and preheated to form a melt prior to raising the mixture to
Claim 21
Dependent Claim
23 words
The method of claim 17 wherein at least one of the dilactam and phenolic compounds are dissolved in an inert solvent before introduction
Claim 22
Dependent Claim
61 words
The method of claim 18 wherein the inert solvent is selected from the group of water, benzene, methyl substituted benzenes, paraffinic hydrocarbons having from 6 to 10 carbon atoms, chlorinated C 1 to C 6 paraffins and mixtures thereof and the reactants are present in the reaction zone in a ratio of 1 mol of lactam to 10 mols of phenolic
Claim 23
Dependent Claim
51 words
The method of claim 17 wherein the solid formed in the reaction zone is washed with an inert washing liquid selected from the group of petroleum ether, water, benzene, methyl substituted benzenes, paraffinic hydrocarbons having from 6 to 10 carbon atoms, chlorinated C 1 to C 6 paraffins and mixtures thereof.
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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) | 1979-10-26 | 1980-04-26 | 1980-10-26 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-10-26 | 1984-04-26 | 1984-10-26 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-10-26 | 1988-04-26 | 1988-10-26 | $7700.00 | Window Closed / Lapsed |