Names | |
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Systematic IUPAC name poly[4-methylbenzenesulfonamide-alt-methanal] | |
Other names
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Identifiers | |
ECHA InfoCard | 100.132.132 |
EC Number |
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PubChem CID | |
CompTox Dashboard (EPA) | |
Properties | |
(C7H9NO2S·CH2O)n(n ≤ 10) | |
Molar mass | Variable (400–1900 g·mol−1) |
Melting point | 82 °C (180 °F; 355 K) [1] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Tosylamide/formaldehyde resin (TSFR) is a polymeric resin used as a plasticizer and secondary film-forming agent in nail polishes. While it was still in use as of 2023, [update] its use has been diminishing in favor of hypoallergenic alternatives, due to the prevalence of reactions causing allergic contact dermatitis of the eyelids, face, and neck.
TSFR is produced by condensing p-tosylamide (often impure, containing o-tosylamide ) with formaldehyde. It consists of a mixture of short oligomers with repeating unit −N(Ts)CH2−, terminated by −NHTs or −N(Ts)CH2OH groups. [2]
Nail polishes containing TSFR were first introduced in 1939, becoming a major cause of allergic contact dermatitis of the eyelids, face, and neck. [3] [4] Allergic responses are caused by the water-soluble contaminants 5-tosyl-1,3,5-dioxazinane (TsN(−)(CH2OCH2OCH2−)) and 3,5-ditosyl-1,3,5-oxadiazinane (TsN(−)(CH2N(Ts)CH2OCH2−)), rather than formaldehyde, which is only present in trace quantities (<0.5%). [3] [4] [5]
Since the early 2010s, the prevalence of allergic reactions to TSFR has decreased, due to the widespread use of hypoallergenic alternatives such as tosylamide/epoxy resin (first introduced in the late 1980s [6] ), cellulose acetate butyrate, and polyester resins (e.g. 2,2,4-Trimethyl-1,3-pentanediol –isophthalic acid–trimellitic anhydride). [7]
Methylchloroisothiazolinone, also referred to as MCI, is the organic compound with the formula S(C2HCl)C(O)N(CH3). It is a white solid that melts near room temperature. The compound is an isothiazolinone, a class of heterocycles used as biocides. These compounds have an active sulphur moiety that is able to oxidize thiol-containing residues, thereby effectively killing most aerobic and anaerobic bacteria. MCI is often used in combination with methylisothiazolinone, a mixture known as Kathon. The isothiazolinones have attracted attention because they can cause contact dermatitis. Methylchloroisothiazolinone is effective against gram-positive and gram-negative bacteria, yeast, and fungi.
Dermatitis is a term used for different types of skin inflammation, typically characterized by itchiness, redness and a rash. In cases of short duration, there may be small blisters, while in long-term cases the skin may become thickened. The area of skin involved can vary from small to covering the entire body. Dermatitis is also called eczema but the same term is often used for the most common type of skin inflammation, atopic dermatitis.
Formaldehyde ( for-MAL-di-hide, fər-) (systematic name methanal) is an organic compound with the chemical formula CH2O and structure H−CHO, more precisely H2C=O. The compound is a pungent, colourless gas that polymerises spontaneously into paraformaldehyde. It is stored as aqueous solutions (formalin), which consists mainly of the hydrate CH2(OH)2. It is the simplest of the aldehydes (R−CHO). As a precursor to many other materials and chemical compounds, in 2006 the global production of formaldehyde was estimated at 12 million tons per year. It is mainly used in the production of industrial resins, e.g., for particle board and coatings. Small amounts also occur naturally.
Hypoallergenic, meaning "below average" or "slightly" allergenic, is a term meaning that something causes fewer allergic reactions. The term was first used in 1953 in an advertising campaign for cosmetics or perhaps as early as 1940. A 2017 study of the top-selling skin moisturizers from Amazon, Target, and Walmart found 83% of those marketed as "hypoallergenic" contained at least one potentially allergenic chemical.
Tea tree oil, also known as melaleuca oil, is an essential oil with a fresh, camphoraceous odour and a colour that ranges from pale yellow to nearly colourless and clear. It is derived from the leaves of the tea tree, Melaleuca alternifolia, native to southeast Queensland and the northeast coast of New South Wales, Australia. The oil comprises many constituent chemicals, and its composition changes if it is exposed to air and oxidises. Commercial use of tea tree oil began in the 1920s, pioneered by the entrepreneur Arthur Penfold.
Contact dermatitis is a type of acute or chronic inflammation of the skin caused by exposure to chemical or physical agents. Symptoms of contact dermatitis can include itchy or dry skin, a red rash, bumps, blisters, or swelling. These rashes are not contagious or life-threatening, but can be very uncomfortable.
Latex allergy is a medical term encompassing a range of allergic reactions to the proteins present in natural rubber latex. It generally develops after repeated exposure to products containing natural rubber latex. When latex-containing medical devices or supplies come in contact with mucous membranes, the membranes may absorb latex proteins. In some susceptible people, the immune system produces antibodies that react immunologically with these antigenic proteins. Many items contain or are made from natural rubber, including shoe soles, pen grips, hot water bottles, elastic bands, rubber gloves, condoms, baby-bottle nipples, and balloons; consequently, there are many possible routes of exposure that may trigger a reaction. People with latex allergies may also have or develop allergic reactions to some fruits, such as bananas.
Nail polish is a lacquer that can be applied to the human fingernails or toenails to decorate and protect the nail plates. The formula has been revised repeatedly to enhance its decorative properties, to be safer for the consumer to use, and to suppress cracking or peeling. Nail polish consists of a mix of an organic polymer and several other components that give it colors and textures. Nail polishes come in all color shades and play a significant part in manicures and pedicures.
Quaternium-15 is a quaternary ammonium salt that has been used as a surfactant and preservative. It acts as an antimicrobial agent because it slowly releases formaldehyde, which is a preservative with biocidal properties.
A patch test is a diagnostic method used to determine which specific substances cause allergic inflammation of a patient's skin.
Allergic contact dermatitis (ACD) is a form of contact dermatitis that is the manifestation of an allergic response caused by contact with a substance; the other type being irritant contact dermatitis (ICD).
Diazolidinyl urea is an antimicrobial preservative used in cosmetics. It is chemically related to imidazolidinyl urea which is used in the same way. Diazolidinyl urea acts as a formaldehyde releaser.
Imidazolidinyl urea is an antimicrobial preservative used in cosmetics. It is chemically related to diazolidinyl urea which is used in the same way. Imidazolidinyl urea acts as a formaldehyde releaser.
A formaldehyde releaser, formaldehyde donor or formaldehyde-releasing preservative is a chemical compound that slowly releases formaldehyde. Formaldehyde-releasers are added to prevent microbial growth and extend shelf life. The intent of these compounds is that they release formaldehyde at levels that suppress microbial growth but sufficiently low to not threaten humans. The use of these chemicals in cosmetics has elicited controversy.
DMDM hydantoin is an antimicrobial formaldehyde releaser preservative with the trade name Glydant. DMDM hydantoin is an organic compound belonging to a class of compounds known as hydantoins. It is used in the cosmetics industry and found in products like shampoos, hair conditioners, hair gels, and skin care products.
Eyelid dermatitis is commonly related to atopic dermatitis or allergic contact dermatitis. Volatile substances, tosylamide/formaldehyde resin, epoxy hardeners, insect repellent sprays, and lemon peel oil may be implicated, with many cases of eyelid contact dermatitis being caused by substances transferred by the hands to the eyelids.
Iodopropynyl Butyl Carbamate (IPBC) is a water-soluble preservative used globally in the paints & coatings, wood preservatives, personal care, and cosmetics industries. IPBC is a member of the carbamate family of biocides. IPBC was invented in the 1970s and has a long history of effective use as an antifungal technology.
Nickel allergy is any of several allergic conditions provoked by exposure to the chemical element nickel. Nickel allergy often takes the form of nickel allergic contact dermatitis (Ni-ACD), a form of allergic contact dermatitis (ACD). Ni-ACD typically causes a rash that is red and itchy and that may be bumpy or scaly. The main treatment for it is avoiding contact with nickel-releasing metals, such as inexpensive jewelry. Another form of nickel allergy is a systemic form: systemic nickel allergy syndrome (SNAS) can mimic some of the symptoms of irritable bowel syndrome (IBS) and also has a dermatologic component.
Para tertiary butylphenol formaldehyde resin, also known as p-tert-butylphenol-formaldehyde resin (PTBP-FR), is a thermoplastic phenol-formaldehyde resin found in commercial adhesives, particularly glues used to bond leather and rubber. It has broad usage in a large variety of industries and can be found in many household textile products and craft glues. In particular, it is used in the manufacture of shoes.
2,4,6-Tris(dimethylaminomethyl)phenol is an aromatic organic chemical that has tertiary amine and phenolic hydroxyl functionality in the same molecule. The formula is C15H27N3O and the CAS Registry Number is 90-72-2. It is REACH registered and the European Community Number is 202-013-9.