IP Library Granted Patent US 9,469,941
Granted Patent B2
US 9,469,941 · App. 13/461,475 · Granted Oct 18, 2016

Paraben derivatives for preserving cellulosic materials

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Quick Facts
Patent No.
US 9,469,941
App. No.
13/461,475
Granted
Oct 18, 2016
Kind
B2
Abstract

A method of preserving cellulosic material is provided. The method includes contacting the cellulosic material with a paraben-containing monomer and polymerizing the paraben-containing monomer to provide a polymer impregnated within the cellulosic material; or alternatively, first polymerizing the paraben-containing monomer to give a polymer comprising repeat units formed of the monomer and contacting the cellulosic material with the polymer under pressure to provide the polymer impregnated with the cellulosic material. Articles including the cellulosic material and at least one polymer which includes paraben moieties are also provided, such as a wooden plank, a utility pole, a railroad tie, a ship's hull, a wooden utensil, a toy, a model, a piece of furniture, a vehicle, or a serving dish.

Claims (46)

1. An article comprising a cellulosic material and at least one polymer comprising paraben moieties impregnated within the cellulosic material, wherein the polymer comprises repeat units formed from a monomer of Formula I:

wherein:

R 1 , R 2 , R 4 , and R 5 are each independently H, alkyl, alkenyl, or aryl;

R 3 is OH or SH;

G is a group of formula

and

R 6 is an alkyleneamino or an alkyleneoxy moiety;

each R 9 is independently H, halo, CN, NO 2 , alkyl, alkenyl, or alkynyl; and

R 10 is H or alkyl.

2. The article of claim 1 , wherein the cellulosic material is wood or paper.

3. The article of claim 1 which is a wooden plank, utility pole, railroad tie, ship's hull, wooden utensil, toy, model, piece of furniture, vehicle, or serving dish.

4. The article of claim 1 , wherein R 1 , R 2 , R 4 and R 5 are H.

5. The article of claim 1 , wherein

R 6 is a polyalkyleneoxy moiety.

6. The article of claim 1 , wherein R 3 is OH.

7. The article of claim 1 , wherein G is a group of formula

8. The article of claim 1 , wherein the article is a wooden plank, a utility pole, a railroad tie, a ship's hull, a wooden utensil, a toy, a model, a piece of furniture, a vehicle, or a serving dish; and the cellulosic material is other than paper.

9. The article of claim 1 , wherein

the article is a wooden plank, a utility pole, a railroad tie, a ship's hull, a wooden utensil, a toy, a model, a piece of furniture, a vehicle, or a serving dish;

the cellulosic material is other than paper; and

R 6 is an alkyleneamino or a polyalkyleneoxy moiety.

10. A method of preserving a cellulosic material, the method comprising:

contacting the cellulosic material with a monomer of Formula I; and

polymerizing the monomer of Formula I to provide a polymer impregnated within the cellulosic material;

wherein;

R 1 , R 2 , R 4 , and R 5 are each independently H, alkyl, alkenyl, or aryl;

R 3 is OH or SH;

G is a group of formula

and

R 6 is an alkyleneamino or an alkyleneoxy moiety;

each R 9 is independently H, halo, CN, NO 2 , alkyl, alkenyl, or alkynyl; and

R 10 is H or alkyl.

11. The method of claim 10 , wherein G is a group of formula

12. The method of claim 10 , wherein the contacting comprises using a pressure process or a fluctuation pressure process.

13. A method of preserving a cellulosic material, the method comprising:

polymerizing a monomer of Formula I to give a polymer comprising repeat units formed from the monomer of Formula I; and

contacting the cellulosic material with the polymer under pressure to provide the polymer impregnated within the cellulosic material;

wherein;

R 1 , R 2 , R 4 , and R 5 are each independently H, alkyl, alkenyl, or aryl;

R 3 is OH or SH;

G is a group of formula

and

R 6 is an alkyleneamino or an alkyleneoxy moiety;

each R 9 is independently H, halo, CN, NO 2 , alkyl, alkenyl, or alkynyl; and

R 10 is H or alkyl.

14. The method of claim 13 , wherein G is a group of formula

Assignments (3)
SECURITY INTEREST Recorded Jan 29, 2019
From: EMPIRE TECHNOLOGY DEVELOPMENT LLC
To: CRESTLINE DIRECT FINANCE, L.P.
Reel/Frame 048373/0217 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 12, 2016
From: CARLSON, WILLIAM B.; PHELAN, GREGORY D.
To: SEATTLE POLYMER COMPANY
Reel/Frame 039133/0837 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 12, 2016
From: SEATTLE POLYMER COMPANY
To: EMPIRE TECHNOLOGY DEVELOPMENT LLC
Reel/Frame 039133/0897 →