US4681948A
Expired / Lapsed
US
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N,N'dihalo-2-imidazolidinones
Assignee: PPG Industries Inc
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Filing: 1986-03-31
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Granted: 1987-07-21
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Expires: 2006-03-31
Abstract
Abstract N-chloro and N-bromo derivatives of 2-imidazolidinones having substituents at the 4 and 5 positions of the ring are described. More particularly, there are described dichloro, dibromo-, and chlorobromo-derivatives of 2-imidazolidinones having at least three substituents selected from alkyl, alkoxy, hydroxy and substituted phenyl, e.g., parasubstituted phenyl, at the 4 and 5 positions on the ring. These N-halo compounds are biocides, e.g., bactericides, and are useful as disinfectants and sanitizers.
Inventors
- 👤 Shelby D. Worley
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 17:09
CPC Classifications
A; A01; A01N; A01N43/00; A01N43/48; A01N43/50; C; C07; C07D; C07D233/00; C07D233/04; C07D233/28; C07D233/30; C07D233/32; C07D233/38; Y; Y02; Y02W; Y02W10/00; Y02W10/30; Y02W10/37
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
116 words
N,N'-dihalo-2-imidazolidinone represented by the graphic formula: ##STR4## wherein X and X' are each halogen selected from the group chlorine and bromine, R 1 , R 2 , R 3 , R 4 are each selected from the group consisting of hydrogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, hydroxy, and substituted phenyl, said phenyl substituents being each selected from the group consisting of C 1 -C 4 alkyl, C 1 -C 4 alkoxy, and hydroxy, provided that not more than one of the substituents R 1 -R 4 is hydrogen, provided further that when both X and X' are chlorine, not more than three of the substituents R 1 -R 4 are methyl.
Claim 2
Dependent Claim
116 words
N,N'-dihalo-2-imidazolidinone represented by the graphic formula: ##STR4## wherein X and X' are each halogen selected from the group chlorine and bromine, R 1 , R 2 , R 3 , R 4 are each selected from the group consisting of hydrogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, hydroxy, and substituted phenyl, said phenyl substituents being each selected from the group consisting of C 1 -C 4 alkyl, C 1 -C 4 alkoxy, and hydroxy, provided that not more than one of the substituents R 1 -R 4 is hydrogen, provided further that when both X and X' are chlorine, not more than three of the substituents R 1 -R 4 are methyl.
Claim 3
Dependent Claim
59 words
N,N'-dihalo-2-imidazolidinone according to claim 1 wherein X and X' are bromine, and the substituents R 1 -R 4 are each selected from the group C 1 -C 3 alkyl, C 1 -C 3 alkoxy, hydroxy and para-substituted phenyl, said para-phenyl substituents each being selected from the group C 1 -C 4 alkyl, C 1 -C 4 alkoxy and hydroxy.
Claim 4
Dependent Claim
26 words
N,N'-dihalo-2-imidazolidinones according to claim 2 wherein R 1 , R 2 , R 3 and R 4 are each selected from the group methyl and ethyl.
Claim 5
Dependent Claim
1 words
1,3-dibromo-4,4,5,5-tetramethyl-2-imidazolidinone.
Claim 6
Dependent Claim
1 words
1,3-dibromo-4,4,5,5-tetramethyl-2-imidazolidinone.
Claim 7
Dependent Claim
59 words
N,N'-dihalo-2-imidazolidinone according to claim 1 wherein X is chlorine, X' is bromine and the substituents R 1 -R 4 are each selected from the group C 1 -C 3 alkyl, C 1 -C 3 alkoxy, hydroxy or para-substituted phenyl, said para-phenyl substituents being selected from the group C 1 -C 4 alkyl, C 1 -C 4 alkoxy and hydroxy.
Claim 8
Dependent Claim
27 words
N,N'-dihalo-2-imidazolidinone according to claim 5 wherein R 1 , R 2 , R 3 , and R 4 are each selected from the group methyl and ethyl.
Claim 9
Dependent Claim
1 words
1-bromo-3-chloro-4,4,5,5-tetramethyl-2-imidazolidinone.
Claim 10
Dependent Claim
1 words
1-bromo-3-chloro-4,4,5,5-tetramethyl-2-imidazolidinone.
Claim 11
Dependent Claim
70 words
N,N'-dihalo-2-imidazolidinone according to claim 1 wherein X and X' are chlorine, and the substituents R 1 -R 4 are each selected from the group hydrogen, C 1 -C 3 alkoxy, hydroxy, and para-substituted phenyl, said para-substituted phenyl each being selected from the group C 1 -C 4 alkyl, C 1 -C 4 alkoxy or hydroxy, provided that not more than one of said substituents R 1 -R 4 is hydrogen.
Claim 12
Dependent Claim
1 words
1,3-dichloro-4,4,5-trimethyl-2-imidazolidinone.
Claim 13
Dependent Claim
1 words
1,3-dichloro-4,4,5-trimethyl-2-imidazolidinone.
Claim 14
Dependent Claim
1 words
1,3-dichloro-4-methoxy-4,5,5-trimethyl-2-imidazolidinone.
Claim 15
Dependent Claim
1 words
1,3-dichloro-4-methoxy-4,5,5-trimethyl-2-imidazolidinone.
Claim 16
Dependent Claim
98 words
N,N'-dihalo-2-imidazolidinones according to claim 1 wherein X and X' are chlorine, R 1 , R 2 and R 3 are each selected from the group hydrogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, hydroxy and substituted phenyl, and R 4 is selected from the group hydrogen C 2 -C 4 alkyl C 1 -C 4 alkoxy, hydroxy and substituted phenyl, said phenyl substituents being selected from the group C 1 -C 4 alkyl, C 1 -C 4 alkoxy or hydroxy, provided that not more than one of the substituents R 1 -R 4 is hydrogen.
Claim 17
Dependent Claim
29 words
N,N'-dihalo-2-imidazolidinone according to claim 11 wherein R 1 , R 2 and R 3 are C 1 -C 3 alkyl, C 1 -C 3 alkoxy, hydroxy and para-substituted phenyl.
Claim 18
Dependent Claim
23 words
N,N'-dihalo-2-imidazolidinone according to claim 11 wherein R 1 , R 2 , R 3 and R 4 are C 2 -C 4 alkyl.
Claim 19
Dependent Claim
29 words
N,N'-dihalo-2-imidazolidinones according to claim 11 wherein R 1 , R 2 and R 3 are C 1 -C 3 alkyl and R 4 is C 2 -C 4 alkyl.
Claim 20
Dependent Claim
1 words
1,3-dichloro-4-hydroxy-4,5,5-trimethyl-2-imidazolidinone.
Claim 21
Dependent Claim
1 words
1,3-dichloro-4-hydroxy-4,5,5-trimethyl-2-imidazolidinone.
References Cited (Backward Citations)
US3850920A
Cited
US4560766A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1990-07-20 | 1991-01-19 | 1991-07-21 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1994-07-20 | 1995-01-19 | 1995-07-21 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1998-07-20 | 1999-01-19 | 1999-07-21 | $7700.00 | Window Closed / Lapsed |