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Non-fluorinated urethane based coatings

A technology of residues and linking groups, applied in the field of water-based compositions, can solve the problem of low effectiveness

Active Publication Date: 2017-10-20
THE CHEMOURS CO FC LLC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Non-fluorinated copolymers are known to provide water resistance and optionally stain release to textiles, but are less effective than their fluorinated counterparts

Method used

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  • Non-fluorinated urethane based coatings
  • Non-fluorinated urethane based coatings
  • Non-fluorinated urethane based coatings

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0124] Preparation of trioctadecyl citrate

[0125] In a 4 necked round bottom flask equipped with overhead stirrer, thermocouple, dean-stark / condenser, stearyl alcohol (100.0 g), citric acid (20 g), toluene (150 g) and sulfuric acid (2 g) were added. The solution was refluxed for 8 hours in order to remove the water generated during the esterification. After 8 hours, the crude citrate was precipitated at 0 °C using ethanol, filtered and recrystallized.

[0126] Preparation of inositol laurate

[0127] In a 4 necked round bottom flask equipped with overhead stirrer, thermocouple, Dean-Stark trap and condenser, add inositol (15.0 g), lauric acid (75.05 g), toluene (90.05 g), p-toluenesulfonate acid (about 2g) and sulfuric acid (0.5g). The solution was heated to about 120°C and refluxed to remove water from the reactants. Once all water was removed, the reaction was cooled to 70°C and 10% by weight sodium hydroxide solution (13.0 g) was added. The reaction was stirred f...

example 1

[0147] In a 4-neck round bottom flask equipped with overhead stirrer, thermocouple, dean-stark / condenser, add sorbitol tristearate (116.0 g, hydroxyl number = 77.2 mgKOH / g) and 4-formaldehyde Amyl-2-pentanone (MIBK, 150 g). The solution was refluxed for 1 hour to remove any residual moisture. After this hour, the solution was cooled to 50°C, DESMODUR N-100 (30 g) was added, followed by the catalyst, and the solution was heated to 80°C over one hour.

example 2

[0149] Aqueous dispersions of compounds as described in Example 1 were prepared. Water (300 g), ARMEEN DM-18D (5.6 g), TERGITOL TMN-10 (2.8 g), and acetic acid (3.4 g) were added to the beaker and stirred to form a surfactant solution. The solution was heated to 60°C. The sorbitol carbamate / MIBK solution prepared as in Example 1 was cooled to 60°C and the surfactant solution was added slowly to produce a milky emulsion. The mixture was homogenized at 6000 psi, and the resulting emulsion was distilled under reduced pressure to remove solvent, resulting in a non-flammable urethane dispersion at 25% solids. The urethane dispersions were applied to textiles and tested according to the test methods described above.

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Abstract

The present invention is an aqueous composition comprising at least one hydrophobic compound having at least one linkage of Formula I: - NHC(O)-X- (I) wherein X is the residue of a cyclic or acyclic sugar alcohol which is substituted with at least one -R1; -C(O)R1; (CH2CH2O)n(CH(CH3)CH2O)mR2; (CH2CH2O)n(CH(CH3)CH2O)mC(O)R1; or mixtures thereof; where the cyclic or acyclic sugar alcohol is selected from a saccharide, reduced sugar, aminosaccharide, aldonic acid, or aldonic acid lactone; wherein each n is independently 0 to 20; each m is independently 0 to 20; m+n is greater than 0; each R1 is independently a linear or branched alkyl group having 5 to 29 carbons optionally comprising at least 1 unsaturated bond; each R2 is independently -H, a linear or branched alkyl group having 6 to 30 carbons optionally comprising at least 1 unsaturated bond, or mixtures thereof.

Description

technical field [0001] The present invention relates to aqueous compositions comprising hydrophobic organic urethane compounds derived from sugar alcohols useful for imparting durable water resistance and optionally stain release properties to textiles. Background technique [0002] Various compositions are known for use as treatments to provide water repellency and optionally stain release to textile substrates. Many of these treatments are fluorinated polymers and copolymers, or non-fluorinated polymers and copolymers. Non-fluorinated compounds are mainly polyacrylate-based or urethane-based copolymers. [0003] Fluorinated copolymers provide good water and oil repellency. Various attempts have been made to produce non-fluorinated water repellents. Non-fluorinated copolymers are known to provide water resistance and optionally stain release to textiles, but less effectively than their fluorinated counterparts. [0004] Moore in US Patent No. 6,864,312 discloses polyure...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09D175/04C14C9/00D06M15/564D06M15/568C08G18/08C08G18/28C08G18/32C08G18/48C08G18/73C08G18/78C08G18/79D06M101/02D06M101/16
CPCC08G18/0814C08G18/0828C08G18/283C08G18/284C08G18/285C08G18/2865C08G18/288C08G18/3246C08G18/4825C08G18/73C08G18/7831C08G18/792C09D175/04C14C9/00D06M15/564D06M15/568D06M2101/02D06M2200/12D06M2101/16D21H17/57D21H19/26D21H21/16C09D175/08C08L75/08C08G18/6229C09D175/06D06M13/148C08G18/282C08G18/3206C08G18/3218
Inventor J.C.斯沃伦G.O.布朗M.文森齐尼F.V.斯帕索厄E.科勒
Owner THE CHEMOURS CO FC LLC
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