Treatment composition which provides anti-wrinkling...

Details Treatment composition which provides anti-wrinkling... Treatment composition which provides anti-wrinkling...

1999-12-08

2001-09-18

Green, Anthony (Department: 1755)

Compositions

Durable finishes for textile materials, or processes of...

C008S115510, C252S008910, C442S107000

Reexamination Certificate

active

06290867

ABSTRACT:

FIELD OF THE INVENTION
This invention relates to a textile treatment composition comprising a olyhydroxyalkylurea crosslinking agent having at least two urea moieties.
BACKGROUND OF THE INVENTION
The use of thermosetting resins or reactants to impart crease resistance and dimensional stability to textile materials is known in the art. These materials, known as “aminoplast resins”, include the products of the reaction of formaldehyde with such compounds as urea, thiourea, ethylene urea, dihydroxyethylene urea, melamines or the like. A serious drawback to the use of such materials is that they contain free formaldehyde. This is present during the preparation and storage of the finishing agent and its use in treating textiles, on the treated fabric, and on the finished garments. Also, when the fabrics or garments made therefrom are stored under humid conditions, additional free formaldehyde is produced.
Treating textiles with resin compositions that do not contain or evolve formaldehyde is also known, as in U.S. Pat. No. 3,260,565 which describes finishing agents formed by the reaction of alkyl or aryl ureas or thioureas with glyoxal. U.S. Pat. Nos. 4,332,586 and 4,300,898 describe alkylated glyoxal/cyclic urea condensates as crosslinking agents for textiles. U.S. Pat. No. 4,295,846 describes a finishing agent for textiles which is prepared by reacting urea or symmetrically disubstituted ureas in an aqueous solution with glyoxal. Japanese publication No. 5 3044-567 describes finishing agents formed by the reaction of ethylene urea with glyoxal. These agents, however, have the disadvantage of having marginal anti-wrinkling properties.
U.S. Pat. No. 5,879,749 describes fabric treating compositions that contain a polymer having at least two carboxyl groups and a poly(hydroxy) crosslinking agent. U.S. Pat. No. 5,965,466 describes a method for imparting permanent press properties to a textile comprising applying a (hydroxyalkyl)urea or &bgr;-hydroxyalkylamide crosslinking agent to the textile.
The present invention provides a textile treatment composition which imparts anti-wrinkling properties to textiles treated therewith, said textile treatment composition comprising a polyhydroxyalkylurea crosslinking agent having at least two urea moieties which is selected from the group consisting of Structures I-III, respectively, as follows:
wherein A is independently selected from the group consisting of a C
2
to C
36
aliphatic group, a C
6
to C
40
alkaryl group; m is from 1 to 100; n is from 2 to 10; x is from 2 to 100; Z is selected from the group consisting of a diamine, triamine, diol and triol;
R
2
is independently selected from hydrogen or R
5
; R
5
is independently selected from the group consisting of hydrogen,
and C
1
-C
4
alkyl; R
6
is selected from the group consisting of
and C
1
-C
4
alkyl; R
7
is selected from the group consisting of
and C
1
-C
4
alkyl; R
8
, R
9
and R
10
are independently selected from the group consisting of hydrogen, methyl and ethyl.
According to another aspect the invention provides a textile treatment composition which imparts anti-wrinkling properties to textiles treated therewith, said textile treatment composition comprising the polyhydroxyalkylurea crosslinking agent and a polymer having at least two functional groups selected from the group consisting of carboxyl, anhydride, amine and combinations thereof.
Textiles treated with the compositions of the present invention display a significant reduction in wrinkles compared with nontreated textiles. Moreover, the treated textiles have a tactile sensation of feeling soft and retain their smoothness after laundering.
DESCRIPTION OF THE INVENTION
This invention relates to a textile treatment composition which imparts anti-wrinkling properties to textiles treated therewith. As used herein, “anti-wrinkling” is synonymous with wrinkle resistance, durable press, permanent press, dimensional stability, shrinkage resistance, and wrinkle recovery. The polyhydroxyalkylurea crosslinking agent is essentially free of formaldehyde and may be applied in the form of an aqueous solution or neat.
The textile may be woven or non-woven fabrics and includes, for example, polyester, cotton, rayon, and linen, as well as blends, for example, polyester/cotton or polyester/rayon. Both white and colored (printed, dyed, yarn-dyed, cross-dyed, etc.) fabrics can be effectively treated with the crosslinking agents of the invention. The textiles may comprise new or used clothing including previously worn clothing and/or laundered clothing.
The polyhydroxyalkylurea crosslinking agent has at least two urea moieties. The polyhydroxyalkylurea crosslinking agent is represented by Structures I-III as follows:
In Structures I-III, A is selected from the group consisting of a C
2
to C
36
, preferably a C
2
to C
13
aliphatic group, a C
6
to C
20
, preferably a C
6
to C
15
aromatic group, and a C
6
to C
40
, preferably a C
6
to C
20
alkaryl group; Z is selected from the group consisting of a diamine, triamine, diol, and triol, preferably Z is a diol; m is from 1 to 100, preferably from 1 to 10; n is from 2 to 10, preferably from 2 to 4; x is from 2 to 100, preferably from 2-10;
R
2
is independently selected from hydrogen or R
5
; R
5
is independently selected from the group consisting of hydrogen,
and C
1
-C
4
alkyl; R
6
is selected from the group consisting of
and C
1
-C
4
alkyl; R
7
is selected from the group consisting of
and C
1
-C
4
alkyl; and R
8
, R
9
, and R
10
are independently selected from the group consisting of hydrogen, methyl and ethyl. A combination of polyhydroxyalkylurea crosslinking agents may be used in the textile treatment composition.
In one embodiment, the polyhydroxyalkylurea represented by Structure I is prepared by polymerizing ethylenically unsaturated monomers having at least one isocyanate moiety to form a polymer which is reacted with an alkanolamine.
In another embodiment, the polyhydroxyalkylurea represented by Structure I is prepared by reacting ethylenically unsaturated monomers containing at least one isocyanate moiety with an alkanolamine followed by polymerization of the monomers.
In one embodiment, the polyhydroxyalkylurea represented by Structure II is prepared by reacting an isocyanate monomer having at least two isocyanate moieties with an alkanolamine.
In one embodiment, the polyhydroxyalkylurea represented by Structure III is prepared by reacting a compound having at least two hydroxy or amine groups with an excess of a isocyanate monomer having at least two isocyanate moieties, to form a polyurethane prepolymer having terminal isocyanate moieties. The polyurethane prepolymer is reacted with an alkanolamine.
Examples of alkanolamines include 2-aminoethanol, 2,2′-iminobisethanol, 2,2′,2″-nitrilotrisethanol, 1-amino-2-propanol, 1,1′-iminodi-2-propanol, 1,1′,1″- nitrilotris-2-propanol, 1-amino-2-butanol, 1,1′-iminodi-2-butanol, 1,1′,1″-nitrilotris-2-butanol, 2-dimethylaminoethanol, 2-diethylaminoethanol, 2-(2-aminoethylamino)ethanol, 2-methylaminoethanol, 2-butylaminoethanol, N-2-hydroxyethylacetamide, 2-anilinoethanol, 2-dibutylaminoethanol, 2-diisopropylaminoethanol, 2-N-ethylanilinoethanol, 2,2′-(methylimino)diethanol, 2,2′-(ethylimino)diethanol, 2,2′-(phenylimino)diethanol, 1-dimethylamino-2-propanol, and 1-(2-aminoethylamino)-2-propanol. Preferably the alkanolamnine is diethanolamine. A combination of alkanolamines can also be used.
The isocyanate monomer having at least two isocyanate moieties may be aromatic or aliphatic. Examples of polyisocyanates include methylene-diphenyl diisocyanate, methylene-bis(4-cyclohexyl-isocyanate), isophorone diisocyanate, toluene diisocyanate, 1,5-naphthalene diisocyanate, 4,4′diphenyl-methane diisocyanate, 2,2′-dimethyl-4,4′-diphenyl-methane diisocyanate, 4,4′-dibenzyl-diisocyanate, 1,3-phenylene diisocyanate, 1,4-phenylene diisocyanate, 2,6- and 2,4-tolylene diisocyanate, xylene diisocyanate, 2,2′-dichloro-4,4′-diisocyan

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