IP Library Granted Patent US 8,506,757
Granted Patent B2
US 8,506,757 · App. 12/620,962 · Granted Aug 13, 2013

Hydrophobically modified poly(aminoamides)

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Quick Facts
Patent No.
US 8,506,757
App. No.
12/620,962
Granted
Aug 13, 2013
Kind
B2
Abstract

Disclosed herein are hydrophobically-modified poly(aminoamides) useful as fixative detackifiers for stickies and pitch control in papermaking processes. These polymers are prepared via modification of amine-containing water-soluble poly(aminoamides) with reactive functional group-containing hydrophobic compounds. In particular, poly(aminoamides) may be modified, under appropriate reaction conditions, with long chain alkyl glycidyl ether, AKD (alkyl ketene dimer), ASA (alkyl succinyl anhydride), or Quab (3-chloro-2-hydroxypropyl-N,N,N-dimethylalkyl ammonium chloride). These novel polymers are effective in inhibiting deposition of organic contaminants in pulp and papermaking systems.

Claims (35)

1. A water-soluble, cationic polymer comprising randomly distributed units of formula (I):

wherein X on said unit of formula (I) is a hydrophobic moiety selected from the group consisting of formula (II), (IV), (VI), (VII), and (VIII):

wherein

(a) R 1 and R 2 , identically or differently, are a straight chain or branched aliphatic or olefinic or aromatic group having up to 22 carbon atoms and up to 4 double bonds;

(b) Y is a straight chain or branched aliphatic or olefinic or aromatic group having up to 20 carbon atoms and up to 8 double bonds; and

(c) p is an integer in the range of from 2 to 10 and m is an integer in the range of from 1 to 10.

2. A composition comprising the polymer of claim 1 and at least one additional compound, wherein said at least one additional compound is selected from the group consisting of

(a) contaminant control agents for pitch and stickies deposits;

(b) deposition control agents for papermaking process equipment;

(c) flocculants for water treatment;

(d) coagulants for water treatment;

(e) drainage aids for papermaking;

(f) retention aids for papermaking;

(g) sizing agent for paper products;

(h) adhesives;

(i) creping adhesives;

(j) plasticizers for optimizing resin properties;

(k) modifiers for optimizing resin properties

(l) cleaning aids; and

(m) release aids.

3. A water soluble, cationic polymer comprising randomly distributed units of formula (I) and formula (IX):

wherein

X on said unit of formula (I) is a hydrophobic moiety selected from the group consisting of formula (II), (IV), (VI), (VII), and (VIII):

(a) wherein R 1 and R 2 , identically or differently, are a straight chain or branched aliphatic or olefinic or aromatic group having up to 22 carbon atoms and up to 4 double bonds;

(b) Y is a straight chain or branched aliphatic or olefinic or aromatic group having up to 20; carbon atoms and up to 8 double bonds;

(c) p is an integers in the range of from 2 to 10 and m is an integers in the range of from 1 to 10, and

wherein n and r, the numbers of randomly distributed units of formula (I) and formula (IX) in the polymer respectively, are integers in the range of from 5 to 10,000; and the ratio of r:n is in the range from 1:10 to 1000:1.

4. The polymer of claim 3 , wherein Y is a straight chain C 4 alkyl group, p is 2, m is 1, the sum of n and r is in the range of from 50 to 5000, and the ratio of r:n is in the range of from 10:1 to 100:1.

5. The polymer of claim 4 , wherein the polymer comprises randomly distributed units of formula (I) wherein X on said units is a moiety of formula (II).

6. The polymer of claim 4 , wherein the polymer comprises randomly distributed units of formula (I) wherein X on said units is a moiety of formula (IV).

7. The polymer of claim 4 , wherein the polymer comprises randomly distributed units of formula (I) wherein X on said units is a moiety of formula (VI).

8. The polymer of claim 4 , wherein the polymer comprises randomly distributed units of formula (I) wherein X on said units is a moiety of formula (VII).

9. The polymer of claim 4 , wherein the polymer comprises randomly distributed units of formula (I) wherein X on said units is a moiety of formula (VIII).

10. The polymer of claim 4 , wherein the molecular weight of said polymer is in the range of from about 1,000 to about 1,000,000 Daltons.

11. The polymer of claim 4 , wherein the molecular weight of said polymer is in the range of from about 4,000 to about 500,000 Daltons.

Assignments (20)
SECURITY INTEREST Recorded Nov 14, 2025
From: CHEM-AQUA, INC.; DIVERSEY, INC.; DIVERSEY TASKI, INC.; INNOVATIVE WATER CARE, LLC; NCH CORPORATION; NCH LIFE SCIENCES LLC; SOLENIS TECHNOLOGIES, L.P.
To: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS NOTES COLLATERAL AGENT
Reel/Frame 073570/0838 →
RELEASE OF SECURITY INTEREST Recorded Nov 14, 2025
From: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS NOTES COLLATERAL AGENT
To: BIRKO CORPORATION; DIVERSEY, INC.; DIVERSEY TASKI, INC.; INNOVATIVE WATER CARE, LLC; SOLENIS TECHNOLOGIES, L.P.
Reel/Frame 073564/0864 →
SECURITY AGREEMENT (NOTES) Recorded Oct 10, 2025
From: DIVERSEY, INC.; DIVERSEY TASKI, INC.; INNOVATIVE WATER CARE, LLC; SOLENIS TECHNOLOGIES, L.P.
To: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS NOTES COLLATERAL AGENT
Reel/Frame 073061/0885 →
RELEASE OF 2023 NOTES PATENT SECURITY INTERESTS Recorded Oct 10, 2025
From: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A.
To: BIRKO CORPORATION; DIVERSEY, INC.; DIVERSEY TASKI, INC.; INNOVATIVE WATER CARE, LLC; SOLENIS TECHNOLOGIES, L.P.
Reel/Frame 073074/0198 →
SECURITY AGREEMENT (2024 NOTES) Recorded Jun 24, 2024
From: BIRKO CORPORATION; DIVERSEY, INC.; DIVERSEY TASKI, INC.; INNOVATIVE WATER CARE, LLC; SOLENIS TECHNOLOGIES, L.P.
To: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS NOTES COLLATERAL AGENT
Reel/Frame 067824/0278 →
2023 NOTES PATENT SECURITY AGREEMENT Recorded Jul 7, 2023
From: BIRKO CORPORATION; SOLENIS TECHNOLOGIES, L.P.; INNOVATIVE WATER CARE, LLC; DIVERSEY, INC.; DIVERSEY TASKI, INC.; INNOVATIVE WATER CARE GLOBAL CORPORATION
To: BANK OF NEW YORK MELLON TRUST COMPANY, N.A.
Reel/Frame 064225/0170 →
SECURITY AGREEMENT (NOTES) Recorded Sep 14, 2022
From: SOLENIS TECHNOLOGIES, L.P.; INNOVATIVE WATER CARE, LLC
To: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A. AS COLLATERAL AGENT
Reel/Frame 061432/0821 →
ABL PATENT SECURITY AGREEMENT Recorded Nov 10, 2021
From: INNOVATIVE WATER CARE, LLC; SOLENIS TECHNOLOGIES, L.P.
To: BANK OF AMERICA, N.A.
Reel/Frame 058102/0122 →
NOTES SECURITY AGREEMENT Recorded Nov 10, 2021
From: INNOVATIVE WATER CARE, LLC; SOLENIS TECHNOLOGIES, L.P.
To: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A.
Reel/Frame 058103/0066 →
RELEASE OF SECURITY INTEREST Recorded Nov 10, 2021
From: CITIBANK, N.A.
To: SOLENIS TECHNOLOGIES, L.P.
Reel/Frame 058848/0636 →
RELEASE OF SECURITY INTEREST Recorded Nov 10, 2021
From: CREDIT SUISSE AG, CAYMAN ISLANDS BRANCH
To: SOLENIS TECHNOLOGIES, L.P.
Reel/Frame 058856/0724 →
TERM LOAN PATENT SECURITY AGREEMENT Recorded Nov 10, 2021
From: INNOVATIVE WATER CARE, LLC; SOLENIS TECHNOLOGIES, L.P.
To: GOLDMAN SACHS BANK USA
Reel/Frame 058102/0407 →
SECOND LIEN NOTICE AND CONFIRMATION OF GRANT OF SECURITY INTEREST IN PATENTS Recorded Jul 20, 2018
From: SOLENIS TECHNOLOGIES, L.P.
To: CREDIT SUISSE AG, CAYMAN ISLANDS BRANCH, AS COLLATERAL AGENT
Reel/Frame 046629/0213 →
FIRST LIEN NOTICE AND CONFIRMATION OF GRANT OF SECURITY INTEREST IN PATENTS Recorded Jul 20, 2018
From: SOLENIS TECHNOLOGIES, L.P.
To: CITIBANK, N.A., COLLATERAL AGENT
Reel/Frame 046595/0241 →
INTELLECTUAL PROPERTY FIRST LIEN SECURITY AGREEMENT RELEASE Recorded Jul 20, 2018
From: CREDIT SUISSE AG, CAYMAN ISLANDS BRANCH, AS COLLATERAL AGENT
To: SOLENIS TECHNOLOGIES, L.P.
Reel/Frame 046594/0252 →
INTELLECTUAL PROPERTY SECOND LIEN SECURITY AGREEMENT RELEASE Recorded Jul 20, 2018
From: BANK OF AMERICA, N.A., AS COLLATERAL AGENT
To: SOLENIS TECHNOLOGIES, L.P.
Reel/Frame 047058/0800 →
NOTICE AND CONFIRMATION OF GRANT OF SECURITY INTEREST IN PATENTS (SECOND LIEN) Recorded Aug 14, 2014
From: SOLENIS TECHNOLOGIES, L.P.
To: BANK OF AMERICA, N.A., AS COLLATERAL AGENT
Reel/Frame 033535/0847 →
NOTICE AND CONFIRMATION OF GRANT OF SECURITY INTEREST IN PATENTS (FIRST LIEN) Recorded Aug 14, 2014
From: SOLENIS TECHNOLOGIES, L.P.
To: CREDIT SUISSE AG, CAYMAN ISLANDS BRANCH, AS COLLATERAL AGENT
Reel/Frame 033535/0806 →
U.S. ASSIGNMENT OF PATENTS Recorded Aug 4, 2014
From: HERCULES INCORPORATED
To: SOLENIS TECHNOLOGIES, L.P.
Reel/Frame 033470/0922 →
RELEASE OF PATENT SECURITY AGREEMENT Recorded Mar 18, 2013
From: THE BANK OF NOVA SCOTIA
To: ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; AQUALON COMPANY; ISP INVESTMENTS INC.; HERCULES INCORPORATED
Reel/Frame 030025/0320 →