IP Library Granted Patent US 12,624,503
Granted Patent B2
US 12,624,503 · App. 18/161,947 · Granted May 12, 2026

Composition for improving softness of tissue and/or towel products

Inventors: Michael A. Evans (Newark, DE); Clement L. Brungardt (Oxford, PA); Patrick R. Kovacs (Newark, DE); David A. Gerstenhaber (Landenberg, PA)
Assignee: Solenis Technologies, L.P.
D21H17/55C08G69/265C08G69/28D21H21/22D21H23/04
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Quick Facts
Patent No.
US 12,624,503
App. No.
18/161,947
Granted
May 12, 2026
Kind
B2
Abstract

A composition for improving softness of tissue and/or towel products includes lignocellulosic fibers; water; and a hydrophobic softener that includes the reaction product of: (1) at least one di- and/or poly-amine, (2) at least one chain extender having at least two carboxyl groups; and (3) at least one hydrophobic end-capper. The reaction product comprises a hydrophobic substitution of at least about 25 mole percent of the hydrophobic end-capper based on a total number of moles of active amine sites of the reaction product. In addition, a method of improving softness of tissue and/or towel products includes combining the lignocellulosic fibers, the water, and the hydrophobic softener; and creating the tissue and/or towel products.

Claims (48)

1 . A composition for improving softness of tissue and/or towel products, said composition comprising:

A. lignocellulosic fibers;

B. water; and

C. a hydrophobic softener comprising the reaction product of reactants consisting of:

(1) at least one di- and/or poly-amine;

(2) at least one chain extender having at least two carboxyl groups; and

(3) at least one hydrophobic end-capper chosen from a fatty acid, an ester of a fatty acid, a fatty acid chloride, a fatty alkyl halide, an epoxide of a hydrocarbon, a carboxylic acid anhydride of a hydrocarbon, and combinations thereof, any one or more of which has from 4 to about 40 carbon atoms, and

wherein the reaction product comprises a hydrophobic substitution of at least about 25 mole percent of the hydrophobic end-capper based on a total number of moles of active amine sites of the reaction product.

2 . The composition of claim 1 wherein the at one least di- and/or poly-amine is chosen from polyalkyleneamines, polyalkyleneimines, and combinations thereof.

3 . The composition of claim 1 wherein the at least one di- and/or poly-amine is chosen from diethylenetriamine (DETA), triethylenetetramine (TETA), tetraethylenepentamine (TEPA), pentaethylenehexamine (PEHA), dipropylenetriamine (DPTA), tripropylenetetramine (TPTA), tetrapropylenepentamine (TPPA), pentapropylenehexamine (PPHA), and dihexmethylenetriamine (DHMTA), methylbisaminopropylamine (MBAPA), hexamethylenediamine, and ethylenediamine and combinations thereof.

4 . The composition of claim 1 wherein the at least one di- and/or poly-amine is chosen from polyethylenepolyamines, polyalkylenepolyamines, and combinations thereof.

5 . The composition of claim 1 wherein the at least one di- and/or poly-amine is diethylenetriamine (DETA).

6 . The composition of claim 1 wherein the at least one chain extender is chosen from oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, azelaic acid, sebacic acid, dodecanedioic acid, C36 dimer acids, dimethyl glutarate, diesters thereof, and combinations thereof.

7 . The composition of claim 1 wherein the at least one chain extender is chosen from adipic acid, dimethyl glutarate, and combinations thereof.

8 . The composition of claim 1 wherein the at least one hydrophobic end-capper is the fatty acid having about 12 to about 20 carbon atoms.

9 . The composition of claim 8 wherein the fatty acid is chosen from caprylic acid, pelargonic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, linoleic acid, oleic acid, and combinations thereof.

10 . The composition of claim 8 wherein the fatty acid is chosen from stearic acid, oleic acid, and combinations thereof.

11 . The composition of claim 1 wherein (1), (2), and (3) are reacted in a molar ratio of about (1 to 3):about 1:about (0.9 to 4).

12 . The composition of claim 1 wherein the hydrophobic softener further comprises an imidazoline cyclization adduct of (1), (2), and (3).

13 . The composition of claim 1 that is free of a non-ionic surfactant.

14 . A method of improving softness of tissue and/or towel products, said method comprising the steps of:

A. providing lignocellulosic fibers;

B. providing water;

C. providing a hydrophobic softener;

D. combining the lignocellulosic fibers, the water, and the hydrophobic softener; and

E. creating the tissue and/or towel products using the combination of the lignocellulosic fibers, the water, and the hydrophobic softener;

wherein the hydrophobic softener comprises the reaction product of reactants consisting of:

(1) at least one di- and/or poly-amine;

(2) at least one chain extender having at least two carboxyl groups; and

(3) at least one hydrophobic end-capper chosen from a fatty acid, an ester of a fatty acid, a fatty acid chloride, a fatty alkyl halide, an epoxide of a hydrocarbon, a carboxylic acid anhydride of a hydrocarbon, and combinations thereof, any one or more of which has from 4 to about 40 carbon atoms, and

wherein the reaction product comprises a hydrophobic substitution of at least about 25 mole percent of the hydrophobic end-capper based on a total number of moles of active amine sites of the reaction product.

15 . The method of claim 14 wherein the step of combining is further defined as combining the water and the hydrophobic softener with the lignocellulosic fibers that are dispersed in process water.

16 . The method of claim 14 wherein the step of combining is further defined as spraying the water and the hydrophobic softener onto the lignocellulosic fibers.

17 . The method of claim 16 wherein the lignocellulosic fibers are in the form of a wet-web of fibers.

18 . The method of claim 16 wherein the lignocellulosic fibers are disposed on a drier.

19 . The method of claim 14 wherein the hydrophobic softener further comprises an imidazoline cyclization adduct.

20 . A method of improving softness of tissue and/or towel products, said method comprising the steps of:

A. providing lignocellulosic fibers;

B. providing water;

C. providing a hydrophobic softener;

D. combining the lignocellulosic fibers, the water, and the hydrophobic softener; and

E. creating the tissue and/or towel products using the combination of the lignocellulosic fibers, the water, and the hydrophobic softener;

wherein the hydrophobic softener comprises the reaction product of reactants consisting of:

(1) at least one di- and/or poly-amine;

(2) at least one chain extender having at least two carboxyl groups; and

(3) at least one hydrophobic end-capper chosen from a fatty acid, an ester of a fatty acid, a fatty acid chloride, a fatty alkyl halide, an epoxide of a hydrocarbon, a carboxylic acid anhydride of a hydrocarbon, and combinations thereof, any one or more of which has from 4 to about 40 carbon atoms,

wherein the reaction product comprises a hydrophobic substitution of at least about 25 mole percent of the hydrophobic end-capper based on a total number of moles of active amine sites of the reaction product, and

wherein the hydrophobic softener further comprises an imidazoline cyclization adduct that is present in an amount of about 5 to about 95 mol % based on a total number of moles of the reaction product.

Assignments (11)
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 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 →
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 (ABL) Recorded Jul 2, 2024
From: INNOVATIVE WATER CARE, LLC; SOLENIS TECHNOLOGIES, L.P.; DIVERSEY, INC.
To: BANK OF AMERICA, N.A., AS COLLATERAL AGENT
Reel/Frame 068094/0001 →
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 →
SECURITY AGREEMENT (2021 NOTES) Recorded Jun 24, 2024
From: DIVERSEY, 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 067822/0717 →
SECURITY AGREEMENT (2022 NOTES) Recorded Jun 24, 2024
From: DIVERSEY, 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 067822/0743 →
SECURITY AGREEMENT (2023 NOTES) Recorded Jun 24, 2024
From: DIVERSEY, 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 067822/0865 →
SECURITY AGREEMENT (TERM) Recorded Feb 6, 2024
From: INNOVATIVE WATER CARE, LLC; SOLENIS TECHNOLOGIES, L.P.; DIVERSEY, INC.
To: GOLDMAN SACHS BANK USA, AS COLLATERAL AGENT
Reel/Frame 066494/0827 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 20, 2023
From: EVANS, MICHAEL A.; BRUNGARDT, CLEMENT L.; KOVACS, PATRICK R.; GERSTENHABER, DAVID A.
To: SOLENIS TECHNOLOGIES, L.P.
Reel/Frame 063384/0086 →
Continuity (2)
Provisional Application 63267311 · Jan 31, 2022
Related Publication 20230243102A1 · Aug 3, 2023
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