# US 8,568,754 B2 · Low-emission formaldehyde donor preparations and use thereof

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- Number: US 8,568,754 B2
- Document ID: US8568754B2
- Status: Granted
- Kind: B2
- Application number: 10/663,257
- Filed: 2003-09-16
- Published: 2004-04-29
- Granted: 2013-10-29
- Earliest claimed: 2002-09-24
- Assignees: Air Liquide Sante (International)
- Applicants: Wolfgang Beilfuss; Ralf Gradtke; Ingo Krull; Klaus Weber
- Inventors: Wolfgang Beilfuss; Ralf Gradtke; Ingo Krull; Klaus Weber
- Web page: https://patentgrep.com/patent/US8568754B2

## CPC

- A01N 25/00: Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application {, e.g. seed treatment or sequential application}; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N 43/76: 1,3-Oxazoles; Hydrogenated 1,3-oxazoles
- A01N 47/28: Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< (isoureas, isothioureas A01N47/42)
- A01N: PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF (preservation of food or foodstuff A23); BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES (preparations for medical, dental or toiletry purposes which kill or prevent the growth or proliferation of unwanted organisms A61K); PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS

## Abstract

A preservative and a process for the preparation of a preservative with reduced formaldehyde emission which comprises: a) at least one formal; and b) at least one emission-reducing additive which is selected from urea, urea derivatives, amino acids, guanidine and guanidine derivatives, and wherein the preservative: (i) comprises no iodopropynyl compound; and (ii) no derivative of 1H-benzimidazol-2-carbamic acid.

## Claims

### Claim 1

A preservative with reduced formaldehyde emissions which comprises:
a) about 90% to about 99% weight of N,N′-methylenebis(5-methyloxazolidine); and
b) about 1% to about 10% weight of urea,
wherein the preservative
(i) comprises no iodopropynyl compound, and
(ii) comprises no derivative of 1H-benzimidazol-2-carbamic acid.

### Claim 2 (depends on 1)

The preservative according to claim 1, further comprising an O-formal.

### Claim 3 (depends on 2)

The preservative according to claim 2, wherein said O-formal is selected from the group consisting of:
a) ethylenedioxy dimethanol;
b) benzyl alcohol hemiformal;
c) propylene glycol hemiformal; and
d) butyl diglycol hemiformal.

### Claim 4 (depends on 1)

The preservative according to claim 1, further comprising a formal selected from the group consisting of:
a) N,N′,N″-tris(hydroxyethyl)hexahydrotriazine; and
b) N,N′,N″-tris(β-hydroxypropyl)hexahydrotriazine.

### Claim 5 (depends on 1)

The preservative according to claim 1, further comprises at least one component selected from the group consisting of:
a) glycoluril;
b) dimethylhydantoin;
c) imidazolidinylurea;
d) diazolidinylurea;
e) amino acids;
f) guanidine; and
g) guanidine derivatives.

### Claim 6 (depends on 1)

The preservative according to claim 1, further comprises at least one component selected from the group consisting of:
a) glycoluril;
b) tetramethylolglycoluril;
c) dimethylhydantoin;
d) dimethyloldimethylhydantoin;
e) dimethylolurea;
f) tetramethanolurea;
g) imidazolidinylurea; and
h) diazolidinylurea.

### Claim 7 (depends on 1)

The preservative according to claim 1, wherein said preservative further comprises:
e) at least one additional additive.

### Claim 8 (depends on 7)

The preservative according to claim 7, wherein said additional additive comprises at least one component selected from the group consisting of:
a) solvents;
b) solubility promoters;
c) corrosion inhibitors;
d) alkalinizing agents;
e) dyes, perfumes;
f) viscosity modifying agents;
g) foam inhibitors;
h) emulsifiers; and
i) antioxidants.

### Claim 9 (depends on 1)

The preservative according to claim 1, wherein said preservative further comprises water.

### Claim 10 (depends on 9)

The preservative according to claim 9, wherein the weight of said water is up to about 10% of the preservative.

### Claim 11 (depends on 10)

The preservative according to claim 10, wherein said weight of said water is up to about 5% of the preservative.

### Claim 12 (depends on 11)

The preservative according to claim 11, wherein said weight of said water is up to about 1% of the preservative.

### Claim 13 (depends on 1)

The preservative according to to claim 1, wherein said preservative is anhydrous.

### Claim 14 (depends on 1)

The preservative according to claim 1, wherein said preservative comprises:
a) about 92% to about 98% weight of N,N′-methylenebis(5-methyloxazolidine); and
b) about 2% to about 8% weight of urea.

### Claim 15 (depends on 14)

The preservative according to claim 14, wherein said preservative comprises:
a) about 93% to about 97% weight of N,N′-methylenebis(5-methyloxazolidine); and
b) about 3% to about 7% weight of urea.

### Claim 16 (depends on 15)

The preservative according to claim 15, wherein said preservative comprises:
a) about 95% weight of N,N′-methylenebis(5-methyloxazolidine); and
b) about 5% weight of urea.

### Claim 17 (depends on 1)

The preservative according to claim 1, wherein said preservative comprises:
a) about 90% weight, of N,N′-methylenebis(5-methyloxazolidine);
b) about 5% weight of urea; and
c) about 5% weight of phenoxyethanol.

### Claim 18 (depends on 1)

The preservative according to claim 1, wherein said preservative is utilized for a technical product.

### Claim 19 (depends on 18)

The preservative according to claim 18, wherein said product is selected from the group consisting of:
a) cutting fluid;
b) propellant;
c) surface coating;
d) a dispersion; and
e) a water-based paint.

### Claim 20 (depends on 15)

The preservative according to claim 15, wherein said preservative comprises:
a) about 96% weight of N,N′-methylenebis(5-methyloxazolidine); and
b) about 4% weight of urea.

### Claim 21

A preservative with reduced formaldehyde emissions which comprises:
a) about 90% to about 99% weight of N,N′-methylenebis(5-methyloxazolidine); and
b) about 1% to about 10% weight of urea,
wherein the preservative
(i) comprises no iodopropynyl compound, and
(ii) comprises no derivative of 1H-benzimidazol-2-carbamic acid, and
wherein said weight of said water is up to about 1% of the preservative.

### Claim 22 (depends on 21)

The preservative according to claim 21, wherein the preservative comprises about 1% to about 5% weight of urea.

### Claim 23

A preservative with reduced formaldehyde emissions which comprises:
a) about 90% to about 99% weight of N,N′-methylenebis(5-methyloxazolidine); and
b) about 1% to about 10% weight of urea,
wherein the preservative
(i) comprises no iodopropynyl compound, and
(ii) comprises no derivative of 1H-benzimidazol-2-carbamic acid, and
(iii) comprises no hydrolyzable polymeric resins.