← Back to Patent Explorer
US4719282A Expired / Lapsed US ⏱️ 0.0 years remaining

Polycationic block copolymer

Assignee: MIRANOL Inc 68 CULVER ROAD DAYTON NEW JERSEY 08810 A CORP OF DE
•
Filing: 1986-04-22
•
Granted: 1988-01-12
•
Expires: 2006-04-22
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract Novel polycationic block copolymers useful as antistatic agents in detergent formulations and as flocculating agents are obtained by first forming a block of units by reacting a monomer of the formula II ##STR1## wherein each of R 5 , R 6 , R 7 and R 8 may be the same or different and is selected from the group consisting of C 1-3 alkyl, C 1-3 hydroxy alkyl and polyoxyalkylene, m is an integer from 0 to 34 and r and s are the same or different and are integers from 1 to 6, with a molar excess of a dihalide of the formula Hal--L--Hal wherein Hal represents a halogen atom and L is selected from --CH.sub.2 CH.sub.2 --O--CH.sub.2 CH.sub.2 --, --CH.sub.2 CH.sub.2 --O--CH 2 CH 2 --O--CH 2 --, --(CH 2 ) t -- AND --CH 2 CHOHCH 2 -- where t is an integer from 2 to 6 and thereafter reacting the product so formed with a compound of the formula III ##STR2## wherein R 1 , R 2 , R 3 and R 4 are each individually selected from the group consisting of C 1-3 alkyl, C 1-3 hydroxyalkyl and polyoxyalkylne and p, and q are each individually integers of form 1 to 6 and, if necessary, in order to ensure a total molar ratio of compounds of Formula II and III to those of the formula Hal--L--Hal of 1:1 reacting the product with further compound of the formula Hal--L--Hal.

Inventors

  • 👤 Richard J. Nadolsky
  • 👤 Bharat B. Desai

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 13:26
CPC Classifications
A; A61; A61K; A61K8/00; A61K8/18; A61K8/72; A61K8/90; A61Q; A61Q5/00; A61Q5/02; A61Q5/12; C; C02; C02F; C02F1/00; C02F1/52; C02F1/54; C11; C11D; C11D3/00; C11D3/16; C11D3/37; C11D3/3703; D; D06; D06M; D06M15/00; D06M15/19; D06M15/37; D06M15/564; D06M15/59; Y; Y10; Y10T; Y10T428/00; Y10T428/31504

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 390 words
Block copolymer of the formula: [Q.sub.w L(AL).sub.x (BL).sub.y Q.sub.w ].sup.2(x+y)+ 2(x+y)D.sup.- wherein A is ##STR14## and B is ##STR15## wherein: R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 are the same or different and are selected from the group consisting of C 1 -C 3 alkyl, C 1 -C 3 hydroxyalkyl, or hydroxy polyoxyalkylene; D is a halide ion; L is a linkage derived from a dihalide after removal of the halogen atoms, x and y are integers ranging from 1-100 and Q is (BL) y where the bonds between L and A or B are carbon-nitrogen bonds formed by quaternization of the tertiary amine functions of A or B by the organic dihalides from which L is derived and W is 0 or 1 which are obtained by first forming a block of units by reacting a monomer of the formula II ##STR16## wherein each of R 5 , R 6 , R 7 and R 8 are the same or different and is selected from the group consisting of C 1-3 alkyl, C 1-3 hydroxy alkyl hydroxy polyoxyalkylene, m is an integer from 0 to 34 and r and s are the same or different and are integers from 1 to 6, with a molar excess of a dihalide of the formula Hal--L--Hal wherein Hal represents a halogen atom and L is selected from --CH 2 CH 2 --O--CH 2 CH 2 --, --CH 2 CH 2 --O--CH 2 CH 2 --O--CH 2 CH 2 --, --(CH 2 ) t -- or --CH 2 CHOHCH 2 -- where t is an integer from 2 to 6 and thereafter reacting the product so formed with a compound of the formula III ##STR17## wherein R 1 , R 2 , R 3 and R 4 are each individually selected from the group consisting of C 1-3 alkyl, C 1-3 hydroxyalkyl and polyoxyalkylene and p, and q are each individually integers of from 1 to 6 and, if the amount of compound of the formula Hal--L--Hal used in the first reaction was not sufficient to ensure a total molar ratio of compounds of Formulae II and III to those of the formula Hal--L--Hal of 1:1, reacting the product with further compound of the formula Hal--L--Hal.
Claim 2
Dependent Claim 390 words
Block copolymer of the formula: [Q.sub.w L(AL).sub.x (BL).sub.y Q.sub.w ].sup.2(x+y)+ 2(x+y)D.sup.- wherein A is ##STR14## and B is ##STR15## wherein: R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 are the same or different and are selected from the group consisting of C 1 -C 3 alkyl, C 1 -C 3 hydroxyalkyl, or hydroxy polyoxyalkylene; D is a halide ion; L is a linkage derived from a dihalide after removal of the halogen atoms, x and y are integers ranging from 1-100 and Q is (BL) y where the bonds between L and A or B are carbon-nitrogen bonds formed by quaternization of the tertiary amine functions of A or B by the organic dihalides from which L is derived and W is 0 or 1 which are obtained by first forming a block of units by reacting a monomer of the formula II ##STR16## wherein each of R 5 , R 6 , R 7 and R 8 are the same or different and is selected from the group consisting of C 1-3 alkyl, C 1-3 hydroxy alkyl hydroxy polyoxyalkylene, m is an integer from 0 to 34 and r and s are the same or different and are integers from 1 to 6, with a molar excess of a dihalide of the formula Hal--L--Hal wherein Hal represents a halogen atom and L is selected from --CH 2 CH 2 --O--CH 2 CH 2 --, --CH 2 CH 2 --O--CH 2 CH 2 --O--CH 2 CH 2 --, --(CH 2 ) t -- or --CH 2 CHOHCH 2 -- where t is an integer from 2 to 6 and thereafter reacting the product so formed with a compound of the formula III ##STR17## wherein R 1 , R 2 , R 3 and R 4 are each individually selected from the group consisting of C 1-3 alkyl, C 1-3 hydroxyalkyl and polyoxyalkylene and p, and q are each individually integers of from 1 to 6 and, if the amount of compound of the formula Hal--L--Hal used in the first reaction was not sufficient to ensure a total molar ratio of compounds of Formulae II and III to those of the formula Hal--L--Hal of 1:1, reacting the product with further compound of the formula Hal--L--Hal.
Claim 3
Dependent Claim 22 words
Block copolymer according to claim 1, wherein the ratio of B units to A units is in the range 0.66 to 19:1.
Claim 4
Dependent Claim 22 words
Block copolymer according to claim 2, wherein the ratio of B units to A units is in the range 3 to 9:1.
Claim 5
Dependent Claim 36 words
Block copolymer according to claim 1, wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 , are each individually alkyl.
Claim 6
Dependent Claim 38 words
Block copolymer according to claim 4, wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 , are each individually methyl or ethyl.
Claim 7
Dependent Claim 19 words
Block copolymer according to claim 1, wherein each of p, q, r, and s is from 2 to 4.
Claim 8
Dependent Claim 12 words
Block copolymer according to claim 1, wherein m is 4 to 7.
Claim 9
Dependent Claim 57 words
Block copolymer according to claim 1, wherein L is selected from the group consisting of --CH 2 CH 2 --OCH 2 CH 2 --, --CH 2 CH 2 --O--CH 2 CH 2 --O--CH 2 CH 2 --, --(CH 2 ) t -- and --CH 2 CH(OH)CH 2 -- where t is an integer from 2 to 6.
Claim 10
Dependent Claim 21 words
Block copolymer according to claim 1, wherein A is ##STR18## B is ##STR19## and L is --CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 --.
Claim 11
Dependent Claim 256 words
A process for preparing block copolymers which comprises first forming a block of units by reacting a monomer of the formula II ##STR20## wherein each of R 5 , R 6 , R 7 and R 8 may be the same or different and is selected from the group consisting of C 1-3 alkyl, C 1-3 hydroxy alkyl and polyoxyalkylene, m is an integer from 0 to 34 and r and s are the same or different and are integers from 1 to 6, with a molar excess of a dihalide of the formula Hal--L--Hal wherein Hal represents a halogen atom and L is selected from --CH 2 CH 2 --O--CH 2 CH 2 --, --CH 2 CH 2 --O--CH 2 CH 2 --O--CH 2 CH 2 --, --(CH 2 ) t -- and --CH 2 CHOHCH 2 -- where t is an integer from 2 to 6 and thereafter reacting the product so formed with a compound of the formula III ##STR21## wherein R 1 , R 2 , R 3 and R 4 are each individually selected from the group consisting of C 1-3 alkyl, C 1-3 hydroxyalkyl and polyoxyalkylene and p, and q are each individually integers of from 1 to 6 and, if the amount of compound of the formula Hal--L--Hal used in the first reaction was not sufficient, in order to ensure a total molar ratio of compounds of Formulae II and III to those of the formula Hal--L--Hal of 1:1 reacting the product with further compound of the formula Hal--L--Hal.
Claim 12
Dependent Claim 256 words
A process for preparing block copolymers which comprises first forming a block of units by reacting a monomer of the formula II ##STR20## wherein each of R 5 , R 6 , R 7 and R 8 may be the same or different and is selected from the group consisting of C 1-3 alkyl, C 1-3 hydroxy alkyl and polyoxyalkylene, m is an integer from 0 to 34 and r and s are the same or different and are integers from 1 to 6, with a molar excess of a dihalide of the formula Hal--L--Hal wherein Hal represents a halogen atom and L is selected from --CH 2 CH 2 --O--CH 2 CH 2 --, --CH 2 CH 2 --O--CH 2 CH 2 --O--CH 2 CH 2 --, --(CH 2 ) t -- and --CH 2 CHOHCH 2 -- where t is an integer from 2 to 6 and thereafter reacting the product so formed with a compound of the formula III ##STR21## wherein R 1 , R 2 , R 3 and R 4 are each individually selected from the group consisting of C 1-3 alkyl, C 1-3 hydroxyalkyl and polyoxyalkylene and p, and q are each individually integers of from 1 to 6 and, if the amount of compound of the formula Hal--L--Hal used in the first reaction was not sufficient, in order to ensure a total molar ratio of compounds of Formulae II and III to those of the formula Hal--L--Hal of 1:1 reacting the product with further compound of the formula Hal--L--Hal.
Claim 13
Dependent Claim 25 words
A process according to claim 10, wherein the molar ratio of compound of Formula II to compound of Formula III is from 0.66 to 19:1.
Claim 14
Dependent Claim 36 words
A process according to claim 10, wherein the excess of compound of formula Hal--L--Hal over compound of formula II used in the first stage of the reaction is in the range 10 to 25 molar percent.
Claim 15
Dependent Claim 72 words
A process according to claim 10, wherein the molar ratio of compound of formula II to formula III used is greater than 9:1 and in the initial reaction of compound of formula II with compound of the formula Hal--L--Hal, the amount of the latter compound employed is the amount required to result in a 1:1 molar ratio of compound of formula Hal--L--Hal to the total of compounds of formulae II and III.
Claim 16
Dependent Claim 21 words
A process according to claim 10, which is conducted in an aqueous medium at a temperature in the range 90°-100° C.
Claim 17
Dependent Claim 33 words
A process according to claim 10, wherein after the reaction is completed the pH of the product is adjusted to bring it into the range 6 to 9 for a 10% aqueous solution.
Claim 18
Dependent Claim 13 words
A detergent composition which contains a block copolymer as claimed in claim 1.

References Cited (Backward Citations)

US4166894A Cited
US4254255A Cited
US4348514A Cited
US4384110A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1991-01-11 1991-07-13 1992-01-12 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1995-01-11 1995-07-13 1996-01-12 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1999-01-11 1999-07-13 2000-01-12 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag