TREA

Antimicrobial composition of 3-iodo-2-propynylbutyl carbamate and 1,3-butylene glycol as solvent

Follow

Information

  • Patent Application
  • 20070274944
  • Publication Number
    20070274944
  • Date Filed
    May 23, 2006
    18 years ago
  • Date Published
    November 29, 2007
    16 years ago
Information
Abstract
An antimicrobial composition of 3-iodo-2-propynylbutyl carbamate (IPBC) and 1,3-butylene glycol (BG) as solvent, in a defined weight ratio, preferably 9-11% IPBC and 89-91% BG, and personal care formulations including the composition in an amount of about 0.1-0.2% therein, at a pH of 4-9, is described.
Description
DETAILED DESCRIPTION OF THE INVENTION

The invention will now be illustrated in more detail by the following examples.


EXAMPLE 1












NON-IONIC MOISTURIZER













SUP-


PHASE
INGREDIENT
% W/W
PLIER













A
Deionized Water
78.70




Disodium EDTA (Versene NA)
0.10
Dow



Glycerin (and) Glyceryl Acrylate/
0.50
ISP



Acrylic Acid Copolymer (and) Butylene



Glycol (and) PVM/MA Copolymer



(LUBRAJEL ® OIL BG)



Sodium Polyacrylate
0.75
ISP



(RAPITHIX ® A-100)


B
Octyldodecyl Stearate
3.50
ISP



(CERAPHYL ® ODS)



Isostearyl Neopentanoate
3.50
ISP



(CERAPHYL ® 375)



Diisopropyl Adipate
2.50
ISP



(CERAPHYL ® 230)



Ethylhexyl Palmitate
2.50
ISP



(CERAPHYL ® 368)



C12-15 Alkyl Lactate
3.00
ISP



(CERAPHYL ® 41)



Glyceryl Stearate (and)
1.25
ISP



Laureth-23 (CERASYNT ® 945)



Peg-20 Stearate (CERASYNT ® 840)
1.00
ISP


C
Cyclopentasiloxane
2.50
ISP



(SI-TEC ™ CM 040)


D
1,3-Butylene Glycol and
0.20
ISP



Iodopropynyl Butylcarbamate



(LIQUAGARD ™)





100.00%









Procedure





    • 1. Combine Phase A except for Rapithix A-100. Sprinkle in Rapithix A-100 with good mixing.

    • 2. Combine Phase B with mixing and heat to 70° C.

    • 3. When Phase A is uniform and Phase B is at 70° C. slowly add Phase B to Phase A with good mixing.

    • 4. When batch is uniform add Phase C with good mixing.

    • 5. Add Phase D and mix until the batch is completely uniform.





Challenge Tests

The challenge test is a 28-day test used to verify the effectiveness of a preservative system in a personal care formulation. Selected personal care formulations were inoculated with microorganisms at the onset of testing (0 hours), then sampled at 48 hours, 7 days, 14 days, 21 days, and 28 days. At 21 days the formulations were re-inoculated with the same microorganisms. Pass/fail criteria were based on modified Cosmetic, Toiletry and Fragrance Association (CTFA) protocol.


The invention composition was tested in several systems and found to effectively preserve a variety of personal care formulations against the following microorganisms:
















Microorganism
Abbreviation










Candida albicans

CAN




Aspergillus niger

AN




















Inoculum Concentration (CFU/g)











Organism
0 Hours
21 Days







CAN ATCC 10231
1.9 × 106
5.0 × 105



AN ATCC 16404
3.0 × 105
1.0 × 106




















Preservative Efficacy Test Results (CFU/g)












Organism
48 Hrs
7 Days
14 Days
21 Days
28 Days





CAN ATCC
>1.0 × 106
<10
<10
1.0 × 102
<10


10231


AN ATCC
<10
<10
<10
<10
<10


16404









Accordingly this formulation of Example 1 passed a 28-day double challenge efficacy test.

Based on this challenge test data, Liquagard™ is recommended for use in personal care products at levels between 0.1%-0.2% within a broad pH range of 4.0-9.0.


EXAMPLE 2












SHOWER GEL










PHASE
INGREDIENT
% W/W
SUPPLIER













A
Deionized Water
51.45




Disodium EDTA
0.10
Dow Chemical



Polyquaternium-7
2.50
ISP



(CONDITIONEZE ® 7)



Glycerin
2.50



Benzophenone-4
0.20
ISP



(ESCALOL ® 577)


B
Ammonium Lauryl Sulfate
30.00
Rhodia



Cocamidopropyl Betaine
10.00
Goldschmidt



Cocamide DEA
2.50
Cognis


C
PEG-7 Glyceryl Cocoate
0.30
Cognis



Fragrance (#01779396)
0.10
Dragoco



Blue #1 (.1% Aq. Solution)
0.20
Warner Jenkinson


D
1,3-Butylene Glycol and
0.15
ISP



Iodopropynyl Butylcarbamate



(Liquagard ™)





100.00%









Procedure





    • 1. Combine Phase A with mixing and begin heating to 65° C.

    • 2. When Phase A is uniform add Phase B in the order listed with mixing.

    • 3. Start cooling the batch.

    • 4. Add Phases C & D at 30° C. with mixing.

    • 5. QS for water loss and mix to RT.


      pH=7.6 Viscosity=7,200 cps (Brookfield Model RVT, TB @ 5 RPM)















Inoculum Concentration (CFU/g)











Organism
0 Hours
21 Days







CAN ATCC 10231
4.9 × 106
6.6 × 106



AN ATCC 16404
1.0 × 106
2.4 × 106




















Preservative Efficacy Test Results (CFU/g)












Organism
48 Hrs
7 Days
14 Days
21 Days
28 Days





CAN ATCC
<10
<10
<10
<10
<10


10231


AN ATCC
<10
<10
<10
<10
<10


16404









The formulation of Example 2 passed the 28-day double challenge efficacy test.


EXAMPLE 3



  • PRODUCT: Shower Gel

  • USE LEVEL: 0.02% Liquagard (200 ppm active IPBC)

















REINOCULUM


TEST ORGANISM
INOCULUM (0 hours)
(21 days)








Candida albicans 10231
4.9 × 106 cfu/g of product
6.6 × 106 cfu/g



Aspergillus niger 16404
1.0 × 106 cfu/g of product
2.4 × 106 cfu/g



















Assay Interval












Test Organism
48 Hrs
7 Days
14 Days
21 Days
28 Days






Candida albicans

<10
<10
<10
<10
<10



Aspergillus niger

<10
<10
<10
<10
<10









EXAMPLE 4












SCREENING EMULSION









PHASE
INGREDIENT
W/W %












A
Stearic acid
5.00



Mineral oil
2.50



Cetyl alcohol, NF
1.00



Ceteareth-5
0.50



Glyceryl Stearate and PEG-100 Stearate
1.50


B
DI water
87.90



Triethanolamine (99%)
1.00


C
1,3-Butylene Glycol (and) Iodopropynyl
0.10



Butylcarbamate (LIQUAGARD ™)


D
Citric acid 30% aqueous
0.60









Procedure:





    • 1. Heat Phase A to 75° C. Heat Phase B to 75° C.

    • 2. Add Phase A to B under moderate sheer with overhead mixer. Remove heat and continue mixing throughout preparation.

    • 3. Add Phase C at the appropriate temperature (° C.).

    • 4. Add Phase D at 35-40° C.

    • 5. Cool to 30-35° C.

    • 6. QS with water. Remove contents to a storage container reserving enough in the beaker to measure a pH. Store in refrigerator.





EXAMPLE 5
Antifungal Efficacy Data



  • Formulation: Screening Emulsion

  • Liquagard: 10% IPBC in 1,3 butylene glycol

  • Test Method: MLM 100-9



Inoculate formulation at 0 hours. Assay at 48 hours, 7 days, 14 days, 21 days. Re-inoculate at 21 days and then final assay at 28 days. Inoculum counts are listed in Table I. Two levels of Liquagard were tested; the data is contained in Tables II and III below.











TABLE I







REINOCULUM


TEST ORGANISM
INOCULUM (0 hours)
(21 days)








Aspergillus niger 16404
2.0 × 105 cfu/g
3.8 × 105 cfu/g



Taloromyces luteus

3.9 × 104 cfu/g
4.0 × 106 cfu/g



Candida albicans 10231
2.0 × 106 cfu/g
1.5 × 106 cfu/g
















TABLE II







0.05% Liquagard (50 ppm IPBC)












Test Organism
48 Hrs
7 Days
14 Days
21 Days
28 Days






A. niger

<10
<10
<10
<10
<10



T. luteus

<10
<10
<10
<10
<10



C. albicans

<10
<10
<10
<10
<10
















TABLE III







0.1% Liquagard (100 ppm IPBC)












Test Organism
48 Hrs
7 Days
14 Days
21 Days
28 Days






A. niger

<10
<10
<10
<10
<10



T. luteus

<10
<10
<10
<10
<10



C. albicans

<10
<10
<10
<10
<10









EXAMPLE 6
Liquagard vs Controls



  • PRODUCT: Screening emulsion

  • USE LEVEL: 100 ppm active IPBC

















REINOCULUM


TEST ORGANISM
INOCULUM (0 hours)
(21 days)








Candida albicans 10231
7.2 × 106 cfu/g of product
3.0 × 106 cfu/g



Aspergillus niger 16404
1.5 × 106 cfu/g of product
7.0 × 106 cfu/g



















Assay Interval












Test Organism
48 Hrs
7 Days
14 Days
21 Days
28 Days





Liquagard ™








Candida albicans

<10
<10
<10
<10
<10



Aspergillus niger

<10
<10
<10
<10
<10


Glycacil L* (Lonza)



Candida albicans

<10
<10
<10
<10
<10



Aspergillus niger

<10
<10
<10
<10
<10


Unpreserved



Candida albicans

>1E6
>1E6
>1E6



Aspergillus niger

>1E6
>1E6
>1E6





*Glycacil L - polyethylene glycol monococoate (~40%), polyethylene glycol dicocoate (~40%), 3-iodo-2-propynyl butyl carbamate (~10%) and polyethylene glycol (~10%).






EXAMPLE 7












NON-IONIC EMULSION










PHASE
INGREDIENT
% W/W
SUPPLIER













A
Deionized Water
70.10




PVM/MA Decadiene
0.20
ISP



Crosspolymer (Stabileze ® QM)


B
Ethylhexyl Palmitate
10.00
ISP



(Ceraphyl ® 368)



Cetearyl Alcohol and
2.00
Amerchol



Ceteareth-20 (Promulgen D)



Glyceryl Stearate and
2.50
ISP



Laureth 23 (Cerasynt ® 945)



Isocetyl Stearate
10.00
ISP



(Ceraphyl ® 494)


C
Triethanolamine (99%)
0.20



Deionized Water
qs



1,3-Butylene Glycol and
0.20
ISP



Iodopropynyl Butylcarbamate



(Liquagard ™)





100.00%









Procedure:





    • 1. Sprinkle Stabileze into water with stirring at RT. Heat phase A to 75° C.

    • 2. Combine Phase B, heat to 85° C.

    • 3. Combine Phase B to A with stirring, at 75° C.

    • 4. When batch is uniform add Phase C.

    • 5. When uniform turn off heat.

    • 6. Continue stirring thru cool down.

    • 7. Make up water loss and stir at RT. Store in refrigerator.





EXAMPLE 8
Liquagard vs Controls



  • PRODUCT: Nonionic Emulsion

  • USE LEVEL: 200 ppm active IPBC

















REINOCULUM


TEST ORGANISM
INOCULUM (0 hours)
(21 days)








Candida albicans 10231
7.2 × 106 cfu/g of product
3.0 × 106 cfu/g



Aspergillus niger 16404
1.5 × 106 cfu/g of product
7.0 × 105 cfu/g



















Assay Interval












Test Organism
48 Hrs
7 Days
14 Days
21 Days
28 Days





Liquagard ™








Candida albicans

3.1 × 104
<10
<10
<10
<10



Aspergillus niger

5.0 × 104
<10
<10
<10
<10


Control - Glycacil L



Candida albicans

8.5 × 105
<10
<10
<10
3.0 × 101



Aspergillus niger

1.9 × 105
<10
<10
<10
<10


Unpreserved



Candida albicans

>1.E6
>1E6
>1E6



Aspergillus niger

 >1E6
>1E6
>1E6









In summary, the invention Liquagard™ (ISP) composition can be effectively used in personal care compositions including:


Skin Care Compositions

Sunscreen creams and lotions; moisturizers; night creams; hand/body creams and lotions; shaving products; cleansing products; wipes; foundations; concealers; body washes; shower gels; liquid hand soaps and baby products.


Hair Care Compositions

Shampoos, conditioners; deep conditioning treatments; styling gels, mousses, shine lotions, hair colorants and baby products.


While the invention has been described with particular reference to certain embodiments thereof, it will be understood that changes and modifications may be made which are within the skill of the art. Accordingly, it is intended to be bound only by the following claims, in which:

Claims
  • 1. An antimicrobial composition consisting essentially of 3-iodo-2-propynylbutyl carbamate (IPBC) in 1,3-butylene glycol as solvent.
  • 2. An antimicrobial composition according to claim 1 consisting essentially of, by wt., 9-11% IPBC and 89-91% 1,3-butylene glycol.
  • 3. A personal care formulation including the antimicrobial composition of claim 1.
  • 4. A personal care formulation containing 0.1-0.2% by wt. of the composition of claim 2.
  • 5. A personal care formulation according to claim 4 at a pH of 4-9.
  • 6. A personal care formulation according to claim 3 which is a skin care product.
  • 7. A personal care formulation according to claim 3 which is a hair care product.
  • 8. A personal care formulation according to claim 6 which is a non-ionic moisturizer.
  • 9. A personal care formulation according to claim 3 which is a shower gel.
  • 10. A personal care formulation according to claim 3 which is a screening emulsion.
  • 11. A personal care formulation according to claim 3 which is a non-ionic emulsion.
  • 12. An industrial product which includes the antimicrobial composition of claim 1.