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US4098726A Expired / Lapsed US ⏱️ 0.0 years remaining

Poly[{alkyl-(3-ammoniopropyl)iminio}trimethylene dihalides] and process

Assignee: Merck and Co Inc
•
Filing: 1977-04-01
•
Granted: 1978-07-04
•
Expires: 1997-04-01
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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 02:26
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.

References Cited (Backward Citations)

US2884057A Cited
US3234150A Cited
US3210299A Cited
US3372129A Cited
US3370048A Cited
US3632507A Cited

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

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