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US4681948A Expired / Lapsed US ⏱️ 0.0 years remaining

N,N'dihalo-2-imidazolidinones

Assignee: PPG Industries Inc
•
Filing: 1986-03-31
•
Granted: 1987-07-21
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Expires: 2006-03-31
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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 17:25
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

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