Stabilizer mixture of chroman derivatives and inert organic solvents, and microcapsules containing this stabilizer mixture

• US 5,837,759 A
• Filed: 07/16/1997
• Issued: 11/17/1998
• Est. Priority Date: 01/16/1995
• Status: Expired due to Fees

• Current Assignee: BASF AG (BASF SE)
• Original Assignee: BASF AG (BASF SE)
• Inventors: Jahns, Ekkehard, Trauth, Hubert, Biastoch, Ralf, Krockenberger, Jurgen
• Primary Examiner(s): Morgan, Kriellion S.
• Application Number:
  US08/875,094
• Time in Patent Office: 489 Days
• Field of Search: 252/400.24, 252/403, 252/404, 524/110, 524/126, 524/147, 524/151, 524/153
• US Class Current: 524/110
• CPC Class Codes: A61K 2800/412 Microsized, i.e. having sizes between 0.1 and 100 microns
• CPC Class Codes: A61K 2800/52 Stabilizers
• CPC Class Codes: A61K 2800/522 Antioxidants; Radical scavengers
• CPC Class Codes: A61K 8/11 Encapsulated compositions
• CPC Class Codes: A61K 8/498 having 6-membered rings or their condensed derivatives, e.g. coumarin
• CPC Class Codes: A61Q 17/00 Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
• CPC Class Codes: A61Q 17/04 Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
• CPC Class Codes: C08K 5/0008 Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
• CPC Class Codes: C08K 5/13 Phenols; Phenolates
• CPC Class Codes: C08K 5/1545 Six-membered rings
• CPC Class Codes: C08K 5/17 Amines; Quaternary ammonium compounds
• CPC Class Codes: C08K 5/524 Esters of phosphorous acids, e.g. of H3PO3
• CPC Class Codes: C09D 7/48 Stabilisers against degradation by oxygen, light or heat
• CPC Class Codes: C09K 15/06 containing oxygen

Abstract

The stabilizer mixture comprises

(a) one or more chroman derivatives of the formula I ##STR1## where R¹ is ##STR2## in which Z is C₇ - to C₃₀ -alkyl, --CH₂ CH₂ --S--(C₁ - to C₃₀ -alkyl) or ##STR3## and (b) an inert organic solvent for the chroman derivatives I from the group consisting of aliphatic, cycloaliphatic or aromatic hydrocarbons or halogenated hydrocarbons, silicone oils and vegetable and animal fats,

where components (a) and (b) are in a weight ratio of from 99:1 to 1:99.

Claims

1. A microcapsule, comprising:

a stabilizer mixture comprising

(a) one or more chroman derivatives of the formula I ##STR10## where R¹ is ##STR11## in which Z is C₇ - to C₃₀ -alkyl --CH₂ CH₂ --S--(C₁ - to C₃₀ -alkyl) or ##STR12## and (b) an inert organic solvent for the chroman derivatives I selected from the group consisting of aliphatic hydrocarbons, cycloaliphatic hydrocarbons, aromatic hydrocarbons, halogenated hydrocarbons, silicone oils, vegetable fats, and animal fats,

where components (a) and (b) are in a weight ratio of from 99;

1 to 1;

99.

3. An organic material which has been stabilized against the action of light, oxygen and heat, comprising from 0.005 to 5.0% by weight, based on the amount of the organic material, of the microcapsule as claimed in claim 1.

4. An organic material which has been stabilized against the action of light, oxygen and heat, comprising from 0.005 to 10.0% by weight, based on the amount of the organic material, of the microcapsule as claimed in claim 1.

8. A method of stabilizing an organic material against the action of light, oxygen and/or heat, comprising combining an organic material with the micro capsule of claim 10.

9. The microcapsule as claimed in claim 1, wherein said microcapsule comprises a polymeric shell and a core, wherein said stabilizer mixture is present in said core.

10. The microcapsule as claimed in claim 1, wherein said stabilizer mixture is present in said microcapsule in liquid or suspension form.

11. The microcapsule as claimed in claim 1, wherein said stabilizer mixture is present in an amount of 50-95% by weight, based on the total weight of said microcapsule.

12. The microcapsule as claimed in claim 11, wherein said stabilizer mixture is present in an amount of 70-95% by weight, based on the total weight of said microcapsule.

13. The microcapsule as claimed in claim 9, wherein said shell comprises at least one polycondensate polymer comprised of a monomer selected from the group consisting of urea, phenol, melamine, and formaldehyde, and mixtures thereof.

5. A method of stabilizing an organic material against the action of light, oxygen and/or heat, comprising combining an organic material with the microcapsule as claimed in claim 5.

2. The microcapsule as claimed in claim 5, which additionally comprises

(c) one or more organic phosphites of the formula II ##STR13## where R² to R⁴ are each C₂ - to C₁₂ -alkyl or C₆ - to C₁₈ -aryl which may be substituted by C₁ - to C₁₈ -alkyl,

or an organic phosphonite of the formula III ##STR14## or a mixture of a phosphite II and a phosphonite III, and/or (d) one or more amines of the formula IV ##STR15## where R⁵ to R⁷ are each hydrogen, C₁ - to C₁₈ -alkyl which may be interrupted by up to 5 non-adjacent oxygen atoms or groups of the formula --NR⁸ -- and may be substituted by up to 3 hydroxyl groups, where R⁸ is hydrogen or C₁ - to C₄ -alkyl, or are phenyl which may be up to trisubstituted by C₄ - to C₁₈ -alkyl, but where the amine IV is not NH₃,

where components (b) and (c) are in a weight ratio of from 100:

0 to 1;

99, and component (d) is present in the stabilizer mixture in an amount of from 0 to 2.0% by weight, based on the amount of (a)+(c).

6. A method of stabilizing an organic material against the action of light, oxygen and/or heat, comprising combining an organic material with the microcapsule as claimed in claim 2.

7. A method of stabilizing an organic material against the action of light, oxygen and/or heat, comprising combining an organic material with the microcapsule of claim 5.