GREEN Crosslinked Alkyl Acrylates CIR EXPERT PANEL MEETING MARCH 3-4, 2011

83 Pages·2011·2.24 MB·English

GREEN

Crosslinked Alkyl Acrylates

CIR EXPERT PANEL MEETING
MARCH 3-4, 2011
Memorandum

To: CIR Expert Panel Members and Liaisons

From: Monice M. Fiume MMF
Senior Scientific Analyst/Writer

Date: February 10, 2011

Subject: Crosslinked Alkyl Acrylates as Used in Cosmetics – Draft Report

Included is the draft report on the Crosslinked Alkyl Acrylates as Used in Cosmetics. The
Scientific Literature Review was issued on December 23, 2010.

You may recall that the CIR has previously issued a final report on Acrylates Copolymers. The
Panel concluded that those ingredients are safe for use in cosmetics when formulated to avoid
skin irritation. The crosspolymers are different from the copolymers in that, while copolymers
are polymers synthesized from two or more different monomers, crosspolymers are polymers
that are crosslinked, i.e. individual polymer chains are connected by bridging molecules (cross-
linking agents). Crosslinked polymers are generally less chemically reactive and less soluble (if
not totally insoluble) than their respective non-crosslinked counterparts.

Little published data were available on the Acrylates Crosspolymers. To aid in your review,
Table 5 of the report provides relevant information on monomer components.

Also, for your use, the following CIR reports are available at http://www.cir-
safety.org/mar11.shtml:

1. Final report on the safety assessment of acrylates copolymer and 33 related cosmetic
ingredients;
2. Final report on the safety assessment of methacrylic acid; and
3. Final report on the safety assessment of methacrylate ester monomers used in nail
enhancement products.

Unpublished data submitted by the Council, listed below by submission date, are included in Tab
3 of this report.

1. Information on Sodium Acrylates Crosspolymer-2. Memo dated Nov. 30, 2010.
a. Sumitomo Seika. 2010 Cosmetic Grade: AQUAKEEP 10SH-NFC (Sodium
Acrylates Crosspolymer-2)
b. Sumitomo Seika. 2010. Material safety data sheet: AQUAKEEP 10SH-NFC
(Sodium Acrylates Crosspolymer-2)
2. Information on Acrylates/Vinyl Isodecanoate Crosspolymer. Memo dated Dec. 14, 2010
a. 3V Sigma. 2010. Stabylen 30 (Acrylates/Vinyl Isodecanoate Copolymer):
Toxicological Summary Review.
3. Specification information on Acrylates/C10-30 Alkyl Acrylates Crosspolymer. Memo
dated Dec. 15, 2010.
4. HRIPTs on Products Containing Acrylates/C10-30 Alkyl Acrylate Crosspolymer. Memo
dated Jan. 11, 2011.
a. Consumer Product Testing Co. 2009. Repeated insult patch test of a body lotion
containing 0.15% Acrylates/C10-30 Alkyl Acrylate Crosspolymer. Experiment
Reference Number: C09-1 109.01.
b. Consumer Product Testing Co. 2010. Repeated insult patch test of a foot cream
containing 0.6% Acrylates/C10-30 Alkyl Acrylate Crosspolymer. Experiment
Reference Number: C10-0602.01.
5. Specifications for Allyl Methacrylates Crosspolymer. Memo dated Jan, 13, 2011.
6. Updated concentration of use by FDA product category: Acrylate Crosspolymer Ingredients.
Memo dated Jan. 28, 2011.
Panel Book Page 1
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Panel Book Page 2
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date searched Acrylates/C10-30 Alkyl Acrylate Crosspolymer Acrylates Crosspolymer Acrylates/Ethylhexyl Acrylate Crosspolymer Acrylates/Ethylhexyl Acrylate Glycidyl Methacrylate Crosspolymer Acrylates/PEG-4 Dimethacrylate Crosspolymer Acrylates/Steareth-20 Methacrylate Crosspolymer Acrylates/Vinyl Isodecanoate Crosspolymer Acrylates/Vinyl Neodecanoate Crosspolymer Allyl Methacrylate/Glycol Dimethacrylate Crosspolymer Allyl Methacrylates Crosspolymer Butyl Acrylate/Glycol Dimethacrylate Crosspolymer C8-22 Alkyl Acrylates/Methacrylic Acid Crosspolymer Glycol Dimethacrylate/Vinyl Alcohol Crosspolymer Lauryl Methacrylate/Glycol Dimethacrylate Crosspolymer Lauryl Methacrylate/Sodium Methacrylate Crosspolymer Acrylates/C12-13 Alkyl Methacrylates/Methoxyethyl Acrylate Crosspolymer Methacrylic Acid/PEG-6 Methacrylate Crosspolymer PEG/PPG-5/2 Methacrylate/Methacrylic Acid Crosspolymer Potassium Acrylates/C10-30 Alkyl Acrylate Crosspolymer Sodium Acrylates/C10-30 Alkyl Acrylate Crosspolymer Sodium Acrylates Crosspolymer-2 Sodium Acrylates/Vinyl Isodecanoate Crosspolymer Stearyl/Lauryl Methacrylate Crosspolymer (Acrylate OR Acrylates) AND Crosspolymer *NR – not restricted References Ordered Whit - 13 papers (11-19-10)

Panel Book Page 3
Search Terms

(ACRYLATES AND ALKYL AND ACRYLATE AND CROSSPOLYMER) OR 503867-23-0 OR (ACRYLIC AND ACID AND ALKYL AND
METHACRYLATE AND COPOLYMER) OR (ACRITAMER AND (501ED OR 505ED)) OR (AQUPEC AND HV) OR (CARBOPOL AND (2020 OR
1342 OR 1382) AND POLYMER) OR (CARBOPOL AND ULTREZ AND (20 OR 21) AND POLYMER) OR (PEMULEN AND (TR-1 OR TR-2) AND
POLYMER) OR (TEGO AND CARBOMER)

(ACRYLATES AND CROSSPOLYMER) OR 26794-61-6 OR 74464-10-1 OR (PROPENOIC AND ACID AND (METHYL OR BUTYL) AND ESTER
AND (COPOLYMER OR POLYMER)) OR (ETHYLENE AND DIMETHACRYLATE AND (ISOBUTYL OR METHYL) AND (POLYMER OR
COPOLYMER)) OR (BUTYL AND METHACRYLATE AND *ETHYLENE AND DIMETHACRYLATE AND (COPOLYMER OR POLYMER)) OR
(ETHANEDIOL AND METHYL AND METHACRYLATE AND (POLYMER OR COPOLYMER)) OR 937245-97-1 OR 1034390-08-3 OR 1042425-25-1
OR 66988-53-2 OR 108772-06-1 OR 66231-58-1 OR 66231-62-7 OR 37211-40-8 OR 141255-82-5 OR 138454-61-2 OR 73928-89-9 OR 144610-
95-7 OR 86438-61-1 OR 219531-90-5 AND (GANZPEARL (GBX OR GME OR GMH OR GMP))

(ACRYLATES AND (ETHYLHEXYL OR (ETHYL AND HEXYL)) AND ACRYLATE AND CROSSPOLYMER) OR (TECHNOPOLYMER AND (ACP
OR ACX))

(ACRYLATES AND (ETHYLHEXYL OR (ETHYL AND HEXYL)) AND ACRYLATE AND GLYCIDYL AND METHACRYLATE AND
CROSSPOLYMER) OR (ACRIT AND SE)

(ACRYLATES AND (PEG OR (POLYETHYLENE AND GLYCOL)) AND DIMETHACRYLATE AND CROSSPOLYMER) OR 50657-38-0 OR (COSMO
AND PEARL)

(ACRYLATES AND STEARETH AND METHACRYLATE AND CROSSPOLYMER) OR (ACULYN AND POLYMER)

(ACRYLATES AND VINYL AND ISODECANOATE AND CROSSPOLYMER) OR 191808-02-3 OR 362523-28-2

(ACRYLATES AND VINYL AND NEODECANOATE AND CROSSPOLYMER) OR CUSTOPOLY OR STABYLEN

(ALLYL AND METHACRYLATE AND GLYCOL AND DIMETHACRYLATE AND CROSSPOLYMER) OR 779327-42-3

(ALLYL AND METHACRYLATES AND CROSSPOLYMER) OR 182212-41-5 OR 286962-86-5 OR (ALLYL AND METHACYLATE AND
DIMETHACRYLATE AND (POLYMER OR COPOLYMER)) OR (POLYPORE OR (POLY AND PORE))

(BUTYL AND ACRYLATE AND GLYCOL AND DIMETHACRYLATE AND CROSSPOLYMER) OR (MATSUMOTO AND MICROSPHERE)

ALKYL AND ACRYLATES AND METHACRYLIC AND ACID AND CROSSPOLYMER

(GLYCOL AND DIMETHACRYLATE AND VINYL AND ALCOHOL AND CROSSPOLYMER) OR POROSORP

(LAURYL AND METHACRYLATE AND GLYCOL AND DIMETHACRYLATE AND CROSSPOLYMER) OR (POLYTRAP AND ADSORBER)

(LAURYL AND METHACRYLATE AND SODIUM AND METHACRYLATE AND CROSSPOLYMER) OR SOFCARE

(ACRYLATES AND ALKYL AND METHACRYLATES AND METHOXYETHYL AND ACRYLATE AND CROSSPOLYMER) OR DIAHOLD

METHACRYLIC AND ACID AND (PEG OR (POLYETHYLENE AND GLYCOL)) AND METHACRYLATE AND CROSSPOLYMER

((PEG OR (POLYETHYLENE AND GLYCOL)) AND (PPG OR (POLYPROPYLENE AND GLYCOL)) AND METHACRYLATE AND METHACRYLIC
AND ACID AND CROSSPOLYMER) OR (TECHPOLMER AND SERIES)

POTASSIUM AND ACRYLATES AND ALKYL AND ACRYLATE AND CROSSPOLYMER

SODIUM AND ACRYLATES AND ALKYL AND ACRYLATE AND CROSSPOLYMER

(SODIUM AND ACRYLATES AND CROSSPOLYMER) OR (AQUA AND KEEP)

SODIUM AND ACRYLATES AND VINYL AND ISODECANOATE AND CROSSPOLYMER

(STEARYL AND LAURYL AND METHACRYLATE AND CROSSPOLYMER) OR SOFCARE

(ACRYLATE OR ACRYLATES) AND CROSSPOLYMER

Panel Book Page 4
Draft Report

Crosslinked Alkyl Acrylates as Used in Cosmetics

March 4, 2011

The 2011 Cosmetic Ingredient Review Expert Panel members are: Chairman, Wilma F. Bergfeld, M.D., F.A.C.P.;
Donald V. Belsito, M.D.; Curtis D. Klaassen, Ph.D.; Daniel C. Liebler, Ph.D.; Ronald A Hill, Ph.D. James G.
Marks, Jr., M.D.; Ronald C. Shank, Ph.D.; Thomas J. Slaga, Ph.D.; and Paul W. Snyder, D.V.M., Ph.D. The CIR
Director is F. Alan Andersen, Ph.D. This report was prepared by Monice Fiume, Senior Scientific Analyst/Writer.

© Cosmetic Ingredient Review
1101 17th Street, NW, Suite 412 " Washington, DC 20036-4702 " ph 202.331.0651 " fax [phone] "
[email protected]

Panel Book Page 5
TABLE OF CONTENTS

Introduction ....................................................................................................................................................................................................................................... 1 
Chemistry .......................................................................................................................................................................................................................................... 1 
Definition and Structure .............................................................................................................................................................................................................. 1 
Physical and Chemical Properties ............................................................................................................................................................................................... 2 
Method of Manufacture ............................................................................................................................................................................................................... 2 
Analytical Methods ...................................................................................................................................................................................................................... 3 
Impurities ..................................................................................................................................................................................................................................... 3 
Use ..................................................................................................................................................................................................................................................... 3 
Cosmetic ...................................................................................................................................................................................................................................... 3 
Non-Cosmetic .............................................................................................................................................................................................................................. 4 
Toxicokinetics ................................................................................................................................................................................................................................... 4 
Effect on Skin Permeation ........................................................................................................................................................................................................... 4 
Toxicological studies ......................................................................................................................................................................................................................... 5 
Single Dose (Acute) Toxicity ...................................................................................................................................................................................................... 5 
Dermal .................................................................................................................................................................................................................................... 5 
Oral ......................................................................................................................................................................................................................................... 5 
Repeated Dose Toxicity ............................................................................................................................................................................................................... 5 
Inhalation ................................................................................................................................................................................................................................ 5 
Reproductive and Developmental Toxicity ...................................................................................................................................................................................... 5 
Genotoxicity ...................................................................................................................................................................................................................................... 5 
Carcinogenicity ................................................................................................................................................................................................................................. 5 
Irritation and Sensitization ................................................................................................................................................................................................................ 6 
Skin Irritation ............................................................................................................................................................................................................................... 6 
Alternative Studies ................................................................................................................................................................................................................. 6 
Non-Human ............................................................................................................................................................................................................................ 6 
Human .................................................................................................................................................................................................................................... 6 
Mucosal Irritation ........................................................................................................................................................................................................................ 7 
Alternative Studies ................................................................................................................................................................................................................. 7 
Non-Human ............................................................................................................................................................................................................................ 7 
Sensitization ................................................................................................................................................................................................................................. 7 
Non-Human ............................................................................................................................................................................................................................ 7 
Human .................................................................................................................................................................................................................................... 8 
Industrial Exposure Limits ................................................................................................................................................................................................................ 8 
Tables ................................................................................................................................................................................................................................................ 9 
Table 1. Definitions, functions, and structures .......................................................................................................................................................................... 9 
Table 2. Chemical and physical properties .............................................................................................................................................................................. 20 
Table 3a. Monomers used to create crosslinked alkyl acrylates ............................................................................................................................................. 21 
Table 3b. Crosslinked components .......................................................................................................................................................................................... 21 
Table 4a. Frequency and concentration of use according to duration and type of exposure .................................................................................................. 22 
Table 4b. Ingredients Not Reported to be Used ...................................................................................................................................................................... 23 
Table 5. Relevant summary information on monomer components ....................................................................................................................................... 24 
References ....................................................................................................................................................................................................................................... 31 

ii

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INTRODUCTION
This draft report includes information relevant to the safety of 23 crosslinked alkyl acrylates as used in cosmetic
formulations. These crosslinked polymers are comprised of co-monomers of at least one of: acrylic acid, sodium acrylate,
methacrylic acid, or alkyl acrylate and share chemical properties including a general lack of chemical reactivity. The
ingredients included in this group are:
Acrylates/C10-30Alkyl Acrylate Crosspolymer
Acrylates/C12-13 Alkyl Methacrylates/Methoxyethyl Acrylate Crosspolymer
Acrylates Crosspolymer
Acrylates/Ethylhexyl Acrylate Crosspolymer
Acrylates/Ethylhexyl Acrylate/Glycidyl Methacrylate Crosspolymer
Acrylates/PEG-4 Dimethacrylate Crosspolymer
Acrylates/Steareth-20 Methacrylate Crosspolymer
Acrylates/Vinyl Isodecanoate Crosspolymer
Acrylates/Vinyl Neodecanoate Crosspolymer
Allyl Methacrylate/Glycol Dimethacrylate Crosspolymer
Allyl Methacrylates Crosspolymer
Butyl Acrylate/Glycol Dimethacrylate Crosspolymer
C8-22 Alkyl Acrylates/Methacrylic Acid Crosspolymer
Glycol Dimethacrylate/Vinyl Alcohol Crosspolymer
Lauryl Methacrylate/Glycol Dimethacrylate Crosspolymer
Lauryl Methacrylate/Sodium Methacrylate Crosspolymer
Methacrylic Acid/PEG-6 Methacrylate Crosspolymer
PEG/PPG-5/2 Methacrylate/Methacrylic Acid Crosspolymer
Potassium Acrylates/C10-30 Alkyl Acrylate Crosspolymer
Sodium Acrylates Crosspolymer-2
Sodium Acrylates/C10-30 Alkyl Acrylate Crosspolymer
Sodium Acrylates/Vinyl Isodecanoate Crosspolymer
Stearyl/Lauryl Methacrylate Crosspolymer

These ingredients can function in cosmetics as absorbents, film formers, emulsion stabilizers, viscosity increasing
agents, suspending agents, binders, or skin conditioning agents.
In 2002, the Cosmetic Ingredient Review (CIR) published the Final Report on the Safety Assessment of Acrylates
Copolymer and 33 Related Cosmetic Ingredients.1 The Panel concluded that those ingredients were safe for use in cosmetics
when formulated to avoid skin irritation. While copolymers are polymers synthesized from two or more different monomers,
crosspolymers are polymers that are crosslinked (i.e. individual polymer chains are connected by bridging molecules
(crosslinking agents)). Crosslinked polymers are generally less chemically reactive and less soluble (if not totally insoluble)
than their respective non-crosslinked counterparts.
Due to the paucity of published safety and toxicity data on these ingredients, this draft report includes information
included in technical data sheets, ingredient specifications, and material safety data sheets (MSDSs); this information is
identified as such. Also included at the end of this report is a table providing a brief summary of relevant data that exist for a
number of the monomer components.
CIR is aware that International Nomenclature Committee Ingredient (INCI) monographs are in process for
additional crosslinked alkyl acrylates, and these ingredients will be added to this report once the monographs are complete.

CHEMISTRY
Definition and Structure
Crosslinked alkyl acrylates are crosslinked polymers in which the co-monomers are comprised of at least one of:
acrylic acid, sodium acrylate, methacrylic acid, or alkyl acrylate. Whereas polymers comprised purely of acrylic acid are
1

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