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US4098726A
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Poly[{alkyl-(3-ammoniopropyl)iminio}trimethylene dihalides] and process
Assignee: Merck and Co Inc
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Filing: 1977-04-01
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Granted: 1978-07-04
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Expires: 1997-04-01
Abstract
Abstract Novel polymers having a linear backbone which is free from both branching and cross-linking, comprising quaternized nitrogen atoms linked to each other through trimethylene groups. By the term "linear backbone" is meant that the polymer has only acyclic groups, i. e. trimethylene, linking the nitrogen atoms in a single continuous chain; the polymer is free from "branching" when it has no repeating monomer units extending from the polymer backbone; and it is free from "cross-linking" when there is no joining of two linear backbones. These polymers are useful as antimicrobials, flocculating agents, antistatic agents, electroconductive agents for coating paper, chelating agents and bile acid binding agents, as well as in similar applications where their high charge to weight ratio and fully accessible nitrogen atoms can be employed. The polymers are obtained by the polymerization of dihydro-oxazine, reductive alkylation of the resulting polymer, followed by quaternization.
Inventors
- 👤 Arthur F. Wagner
- 👤 Nathaniel Grier
- 👤 Tsung-Ying Shen
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 02:35
CPC Classifications
C; C08; C08G; C08G73/00; C08G73/02; C08G73/0206; C08G73/0213; C08G73/0226; C07; C07C; C07C209/00; C07C209/68; C07C209/74
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
116 words
A linear unbranched non-cross-linked polymer of the formula: ##STR19## wherein R 1 and R 2 are the same or different and are ammonioloweralkyl, loweralkylammonioloweralkyl; diloweralkylammonioloweralkyl, triloweralkylammonioloweralkyl, or lower alkyl with the proviso that only one of R 1 and R 2 may be lower alkyl where said ammonio cation is countered with the anion Z; wherein n is an integer such that the number average molecular weight is from 300-50,000; T 1 and T 2 are end groups; Z - is monovalent or polyvalent counter anion; Q is trimethylene; and the symbol indicates a bond to a plurality of the groups ##STR20## where R 1 , R 2 , Q and Z - are previously defined.
Claim 2
Dependent Claim
116 words
A linear unbranched non-cross-linked polymer of the formula: ##STR19## wherein R 1 and R 2 are the same or different and are ammonioloweralkyl, loweralkylammonioloweralkyl; diloweralkylammonioloweralkyl, triloweralkylammonioloweralkyl, or lower alkyl with the proviso that only one of R 1 and R 2 may be lower alkyl where said ammonio cation is countered with the anion Z; wherein n is an integer such that the number average molecular weight is from 300-50,000; T 1 and T 2 are end groups; Z - is monovalent or polyvalent counter anion; Q is trimethylene; and the symbol indicates a bond to a plurality of the groups ##STR20## where R 1 , R 2 , Q and Z - are previously defined.
Claim 3
Dependent Claim
26 words
A polymer according to claim 1 wherein R 1 or R 2 are trialkylammonioloweralkyl, where said ammonio cation is countered with the anion Z - .
Claim 4
Dependent Claim
11 words
A polymer according to claim 1 where Z - is halide.
Claim 5
Dependent Claim
10 words
A polymer according to claim 1 which is poly-[{methyl-(3-trimethylammoniopropyl)imino}trimethylene dichloride].
Claim 6
Dependent Claim
10 words
A polymer according to claim 1 which is poly-[{methyl-(3-hydroxypropyl)iminio}trimethylene chloride].
Claim 7
Dependent Claim
17 words
A polymer according to claim 1 where R 1 is methyl and R 2 is 3-trimethylammoniopropyl halide.
Claim 8
Dependent Claim
64 words
The polymer, poly-[{methyl-(3-trimethylammoniopropyl)iminio}trimethylene 2 m Y a salt], having the formula: ##STR21## wherein n is an integer such that the number average molecular weight is greater than 2,000; Y is a pharmaceutically acceptable anion; a is the anionic charge on Y, m is the reciprocal of a; and W is propyl, 3-halopropyl, 3-hydroxypropyl, allyl or 3-trialkylammoniopropyl halide; and acid addition salts of said polymer.
Claim 9
Dependent Claim
64 words
The polymer, poly-[{methyl-(3-trimethylammoniopropyl)iminio}trimethylene 2 m Y a salt], having the formula: ##STR21## wherein n is an integer such that the number average molecular weight is greater than 2,000; Y is a pharmaceutically acceptable anion; a is the anionic charge on Y, m is the reciprocal of a; and W is propyl, 3-halopropyl, 3-hydroxypropyl, allyl or 3-trialkylammoniopropyl halide; and acid addition salts of said polymer.
Claim 10
Dependent Claim
21 words
The polymer,poly-[{methyl-(3-trimethylammoniopropyl)iminio}trimethylene dichloride], according to claim 7 wherein Y is chloride, m is 1, a is 1, and W is 3-chloropropyl.
Claim 11
Dependent Claim
10 words
A polymer according to claim 7 where W is 3-hydroxypropyl.
Claim 12
Dependent Claim
10 words
A polymer according to claim 7 where W is allyl.
Claim 13
Dependent Claim
15 words
The polymer according to claim 7 which is poly-[{methyl-(3-trimethylammoniopropyl)iminio}trimethylene dichloride] wherein W is trimethylammoniopropyl chloride.
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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) | 1981-07-03 | 1982-01-02 | 1982-07-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-07-03 | 1986-01-02 | 1986-07-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-07-03 | 1990-01-02 | 1990-07-04 | $7700.00 | Window Closed / Lapsed |