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Photobleaching compositions effective on dingy fabric

A technology for cleaning compositions and mixtures, which is applied in the direction of photoactivated compositions, organic cleaning compositions, detergent compositions, etc., and can solve problems such as lack of water solubility

Inactive Publication Date: 2000-04-19
CASE WESTERN RESERVE UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] The second limitation arises from the fact that many phthalocyanine and naphthalocyanine compounds, including their transition or non-transition metal complexes, are not inherently water soluble

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0162] Preparation of 1,4-dimethoxy-2,3-dicyanobenzene

[0163] Dimethyl sulfate (15 ml, 0.16 mol) and anhydrous potassium carbonate (24 g, 0.17 mol) were added to a solution of 2,3-dicyanohydroquinone (3.0 g, 0.019 mol) in 100 ml 2-butanone. The reaction mixture was refluxed for 18 hours under argon atmosphere, cooled to room temperature and the resulting solid was collected by filtration. The residue was added to water (100ml) to dissolve potassium carbonate and the resulting insoluble material was collected by filtration and dried under vacuum to give 3.10g (88%), m.p.276-280°C, 1 H NMR (DMSO-d 6 ) in ppm, δ = 7.63 (s, 2H), 3.93 (s, 6H).

Embodiment 2

[0165] Preparation of Dilithium Octamethoxyphthalocyanine Salt

[0166] Lithium methoxide (6.05 g, 0.16 mol) was added to a solution of 1,4-dimethoxy-2,3-dicyanobenzene (10 g, 0.05 mol) in 100 ml of dry methanol. The reaction mixture was pressurized to about 2000-2400 psi with nitrogen, heated to 120°C for 6 hours, cooled to room temperature and vented to atmospheric pressure. The resulting grey / green solid was collected by filtration and dried under vacuum to yield 7.08 g (70%). Q-band λ max at 714nm (DMF).

Embodiment 3

[0168] Preparation of Octamethoxyphthalocyanine

[0169]p-Toluenesulfonic acid (15.73 g, 91 mmol) was added to a solution of dilithium octamethoxyphthalocyanine (7.0 g, 9.1 mmol) in 100 ml dry DMF at 50°C. The reaction mixture was stirred at 50°C under argon atmosphere for 8 hours, cooled to about 10°C and held for 2 hours, the resulting purple solid was collected by filtration and dried under vacuum to give 4.91 g (71%). Q-band λ max at 764nm (DMF).

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PUM

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Abstract

Photosensitizing compounds suitable for use as laundry detergent photobleaches are disclosed. The disclosed compounds are phthalocyanine and naphthalocyanines comprising axial moieties selected for their hydrophobic character as measured by their ClogP. Also disclosed are methods for bleaching fabrics and methods for disinfecting hard surfaces.

Description

field of invention [0001] The present invention relates to compositions comprising metallocyanine photobleaching compounds having axial groups which enhance the efficacy of the photobleaching compound on hydrophobic or "dirty" stains. The present invention also relates to novel metallocyanine photobleaching compounds and methods of providing compositions comprising said photobleaches to soiled articles. Background of the invention [0002] Dirt and stains are a common problem with articles of clothing. The composition of "dirty" stains may vary. Some fabrics may have limited areas of "dirty" staining (armpits of clothing, elbows), while others appear "dirty" overall. Typically, laundry detergent compositions are not effective in removing such dirty soils and stains from fabrics. [0003] It has now surprisingly been found that certain metallocyanine compounds are effective on "dirty" soils or stains. For the purposes of the present invention, the term...

Claims

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Application Information

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IPC IPC(8): D06L3/12C07D487/22C11D3/00C11D3/16C11D3/28C11D3/395C11D3/42D06L4/75
CPCC11D3/168C11D3/0063
Inventor A·D·维尔莱B·杰弗里斯D·W·因格拉姆J·C·T·R·布尔克特-圣劳伦特
Owner CASE WESTERN RESERVE UNIV
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