TCPP (trichloropropylphosphate)
TCPP (trichloropropylphosphate)
EC / List no.: 237-158-7
CAS no.: 13674-84-5
Mol. formula: C9H18Cl3O4P
TCPP (trichloropropylphosphate) flame retardant
Trichloropropylphosphate
TCPP = TMCP= TCIP= Tris (1-chloro-2-propyl) phosphate = Tris(monochloroisopropyl) phosphate = Tris(2-chloro-1-methylethyl) phosphate = Flame Retardant
The vast majority of TCPP is used in rigid polyurethane foams.
Trichloropropylphosphate is also used in flexible polyurethane foams for furniture and its upholstery
TCPP is a flame retardant with good hydrolytic stability used in rigid and flexible PU foam. Trichloropropylphosphate has a low viscosity and high phosphorus content.
TCPP is added at various points in the polyurethane supply chain: to final foam producers; to “system houses” who pre-blend and formulate ready-made systems; and to base polyol producers who may use it to reduce polyol viscosity/mobility.
The use in rigid polyurethane foams may be further sub-divided into blocks and spray systems for building insulation and for refrigerator casings.
Very small use of TCPP also exists in textile back-coating formulations and in certain coatings
Tris(1-chloro-2-propyl) phosphate (TCPP) is a colourless liquid used as a flame retardant, mainly in polyurethane foams.
It is not volatile. Its solubility in water is 1.6 g/litre, it is soluble in most organic solvents, and it has a log octanol/water partition coefficient of 2.59.
TCPP is especially suitable as flame retardant for polyurethanes, in particular PIR / PUR-rigid foams, as well as for thermosets.
TCPP is tris(2-chloroisopropyl)-phosphate (TCPP). TCPP acts as a halogen-based flame retardant of high efficiency.
TCPP is compatible with polyurethanes, in particular PIR / PUR-rigid foams, as well as for thermosets.
Product Type: Flame Retardants / Smoke Suppressants > other Phosphorous-based
Polyurethanes are used in a variety of different industries, including transportation, construction and consumer applications.
They are combustible due to their chemical nature, so flame retardants are needed to fulfil regulatory requirements.
Widely used standard flame retardants like additive halogenated phosphate esters (e. g. TCPP = Tris(1-chloro-2-propyl)phosphate)
Application of trichloropropylphosphate :
as flame retardant and plasticizer in polymer materials production;
as flame retardant in production of fire-resistant laminated decorative plates;
as plasticizer in production of artificial PVC-based leather;
in nitrocellulose-based compositions for the production of linoleum;
in production of decorative covers from acetylic plastics;
in production of glues with high water resistance;
in production of laminated glass.
1067-98-7 [RN]
Phosphate de tris(3-chloropropyle) [French] [ACD/IUPAC Name]
Tris(3-chloropropyl) phosphate [ACD/IUPAC Name]
TRIS(3-CHLOROPROPYL)PHOSPHATE
Tris(3-chlorpropyl)phosphat [German] [ACD/IUPAC Name]
1-Propanol, 2-chloro-, phosphate (3:1), mixed with 1-chloro-2-propanol phosphate (3:1)
1-Propanol, 3-chloro-,phosphate (3:1)
1-Propanol, chloro-, phosphate (3:1) (8CI,9CI)
26248-87-3 [RN]
FG 8115S
MFCD00059476
Tri(chloropropyl) phosphate
tri(chloro-propyl)phosphate
Tris(3-chloro-1-propyl)phosphate
TRIS(3-CHLOROPROPYL) PHOSHATE
tris(chloropropyl) phosphate
Tris(chloropropyl)phosphate
TCPP is used as a flame retardant additive for polyurethane at typical loadings of ~ 8-10% w/w.
The main use of the treated polyurethane is in rigid foams for construction applications.
A smaller but still significant amount is used in flexible foams for furniture.
A number of other minor confidential uses have been identified (<2.5% of the supply volume).
Application of Trichloropropylphosphate
Trichloropropylphosphate is a low cost chlorine and phosphorous based flame retardant.
Trichloropropylphosphate has the best hydrolysis stability among currently available halogenated organic phosphates.
Trichloropropylphosphate can not dissolve in water, dissolve in most organic solvent, and have good compatibility with resins.
Formula
C9H18Cl3O4P
CAS No. 13674-84-5
EC No. 237-158-7
Synonyms: Tris(2-Chloro-1-methylethyl) phosphate; Bis(2-chloro-1-methylethyl) 2-chloropropyl phosphate; Phosphoric acid tris(2-chloro-1-methyl-ethyl) ester; Tris(1-chloro-2-propyl)phosphate; tris(1-chloropropan-2-yl) phosphate; Tris(2-chloro-1-methyl-ethyl) phosphate; Tris(2-chloro-1-methylethyl) phosphate; Tris(2-Chloroisopropyl) Phosphate
Applications
Construction
Construction material
Flame retardants for polymers
Furniture industry Mattress
Plastic- and Rubber polymers
Polymer auxiliaries
Polymer compound
Roofing insulation
Synonyms
Levagard PP-Z Phosphoric acid tris-(2-chloroisopropylester) Phosphoric acid, tris(2-chloro-1-methylethyl) ester TCPP Trichloropropylphosphate Tris(2-chloroisopropyl)-phosphate Tris(2-chloro-1-methylethyl) phosphate
Flame retardants are compounds added to manufactured materials, such as plastics and textiles, and surface finishes and coatings that inhibit, suppress, or delay the production of flames to prevent the spread of fire.
They may be mixed with the base material (additive flame retardants) or chemically bonded to it (reactive flame retardants).
Mineral flame retardants are typically additive while organo halogen and organophosphorus compounds can be either reactive or additive.
TCPP is an additive flame retardant, i.e. it is physically combined with the material being treated rather than chemically combined.
The amount of flame retardant used in any given application depends on a number of factors such as the flame retardancy required for a given product, the effectiveness of the flame retardant and synergist within a given polymer system, the physical characteristics of the end product (e.g. colour, density, stability, etc.) and the use to which the end product will be put.
TCPP, the chemical name is tris (2-chloroisopropyl) phosphate, is low cost chlorine and phosphorous based flame retardant.
It has the best hydrolysis stability among currently available halogenated organic phosphates.
TCPP can not dissolve in water, dissolve in most organic solvent, and have good compatibility with resins.
TCPP flame retardant soluble in alcohols, benzene, esters and carbon tetrachloride.
TCPP is insoluble in water and aliphatic hydrocarbon.
TCPP has low toxicity, non-corrosive, moisture-proof and anti-static.
Tris(2‐Chloropropyl) Phosphate (TCPP): Clariant TCPP; Bayer Levagard PP; Aceto TCPP
Tris(2-chloro-1-methylethyl) phosphate (hereafter referred to as TCPP) is a reaction product containing a mixture of stereoisomers.
The individual isomers are not marketed separately.
The main isomer (50-85% w/w) is the tris(1-chloro-2-propyl) form.
The CAS number 13674-84-5 is used for this structure and also for the commercial substance.
TCPP is a widely used flame retardant in the plastics industry, especially in polyurethane processing.
TCPP is one of the most effective flame retardants due to the presence of chlorine and phosphorus in the chemical structure.
In addition, due to the synergy of Tris(2-chloro-1-methylethyl) phosphate with flame retardants, such as antimony trioxide and melamine, materials with very high fire resistance can be obtained.
TCPP, Tris(1-chloro-2-propyl)phosphate, CAS 13674-84-5, is a clear colorless liquid, stable and not volatile at ambient temperature.
TCPP is produced starting from phosphorous oxytrichloride and propylene oxide in the presence of a catalyst agent.
TCPP main application is flame retardant in rigid and flexible polyurethane foam PVC, EVA, phenolic and epoxy resins.
TCPP (trichlorine isopropyl phosphoric acid ester), English name: Tris (clorisopropyl) Phosphate, Chinese another name: flame-retardant plasticizer TCPP; Tricresyl phosphate (chloro isopropyl) ester; Tricresyl phosphate (2-chloro-1-methylethyl) ester; Tricresyl phosphate (2-chloropropyl) ester; Three (2-chloropropyl) phosphoric acid ester; Three (chloro isopropyl) phosphoric acid ester.Molecular formula: C 9H 18Cl 3PO 4, molecular weight: 327.56, CAS NO.:13674-84-5
Tris(2‐Chloropropyl) Phosphate(TCPP), 13674‐84‐5
Description
Product Name : Tris(2‐Chloropropyl) Phosphate(TCPP)
Equivalent Name: Clariant TCPP; Bayer Levagard PP; Aceto TCPP
Cas No. : 13674‐84‐5
Molecular Weight: 327.57
Application
TCPP Flame Retardant is used in the production of acetate fiber, polyvinyl‐chloride, PU foams, EVA, phenolics materials. Except the flame retarding, it can also promote the moisture resisting, low-temperature resisting, the capability of antistatic and the softness of the materials.
Features
A low-cost chlorine and phosphorous-based flame retardant.
Best hydrolysis stability among currently available phosphates flame retardant.
Does not dissolve in water, dissolve in most organic solvents, and have good compatibility with resins.
USAGE:
1. Manufacture of Flame Retardant Mixtures
2. Manufacture of flexible PUR foam
3. Cutting of flexible PUR foam
4. Production of foam granules and rebonded PUR foam
5. Formulation of systems and manufacture of spray foam
6. Use of spray foams
7. Manufacture of rigid PUR foam
8. Use of rigid PUR foam
9. Manufacture of one-component foams
10. Use of one-component foams
IDENTIFICATION OF THE SUBSTANCE
CAS Number: 13674-84-5
EINECS Number: 237-158-7
IUPAC Name: Tris(2-chloro-1-methylethyl) phosphate
Synonyms
2-Propanol, 1-chloro, phosphate (3:1)
Tris(monochloroisopropyl) phosphate (TMCP)
Tris(2-chloroisopropyl) phosphate (TCIP)
Phosphoric acid, tris(2-chloro-1-methylethyl) ester
Tris(beta-chloroisopropyl) phosphate
1-Chloro-2-propanol phosphate (3:1)
TCPP: this common acronym is used throughout this information sheet of ATAMAN CHEMICALS
TRIS(2-CHLORO-1-METHYLETHYL) PHOSPHATE
(TCPP)
CAS No: 13674-84-5
EINECS No: 237-158-7
Tris (1-chloro-2-propyl) phosphate = Tris(monochloroisopropyl) phosphate (TMCP) = TRIS(2-CHLORO-1-METHYLETHYL) PHOSPHATE = (tris (1-chloro-2-propyl) phosphate)
TCPP
TCPP (tris (1-chloro-2-propyl) phosphate) is a flame retardant commonly used in polyurethane foam in consumer products and in home insulation, and in electronics.
TCPP is used as an additive to polyurethane foam and is not chemically bound, and it escapes from products into the indoor environment.
tris(chloropropyl)phosphate (TCPP)
Tris Chloroisopropyl Phosphate (TCPP)
CAS : 13674-87-8
TCPP – (Tris (1-chloro-2-propyl) phosphate)is an PU foam’s additive used as flame retardant in consumer products, home insulation and electronics.
TCPP is a colorless liquid stable at ambient temperature and not volatile.
TCPP is obtained by a reaction of 1-chloro-2-propanol with phosphoryl chloride in the presence of a catalyst.
TCPP
TCPP = Tris Chloroisopropyl Phosphate = Flame Retardant
Flame Retardants
Flame retardants corresponds to several substances which are added to combustible materials to prevent fires from starting or to slow the spread of fire and provide additional escape time. Among them, there exist TCPP and TEP.
TCPP (CAS : 13674-87-8)
TCPP
TCPP Chemical Structure Composition.
Tris (1-chloro-2-propyl) phosphate is an PU foam’s additive used as flame retardant in consumer products, home insulation and electronics.
The product is a colorless liquid stable at ambient temperature and not volatile.
It’s obtained by a reaction of 1-chloro-2-propanol with phosphoryl chloride in the presence of a catalyst.
Identification and physico-chemical properties of TCPP
Property Value
CAS number: 13674-84-5
Molecular Formula: C9H18Cl3O4P
SMILES notation O=P(OC(CCl)C)(OC(CCl)C)OC(CCl)C
Molecular Weight: 327.57
Physical state: Liquid
Melting point: <-20°C (measured, commercial product composite sample)
Boiling point: ~ 288°C (decomposes) (measured, commercial product composite sample)
Relative density : 1.288 at 20°C (measured, commercial product composite sample)
Vapour pressure : 1.4 x 10-3 Pa at 25°C (measured, commercial product composite sample)
Surface tension : No study available, but not expected to exhibit surface activity
Water solubility : 1,080 mg/l at 20°C (measured, commercial product composite sample)
Partition coefficient n-octanol/water (Kow)
log Kow: 2.68 (measured, commercial product composite sample)
Flash point : No flash up to 245°C, then decomposes (closed cup; measured)
Autoflammability: >400°C (measured)
Flammability: Not expected to be flammable.
Explosive properties: Not expected to be explosive.
Oxidizing properties : Not expected to be oxidising.
Viscosity (kinematic viscosity): 68.5 cP at 20°C (measured)
Henry’s law constant: 3.96 x 10-4 Pa m3/mol at 25°C (by calculation from vapour pressure and water solubility)
Properties and applications
The advantages of TCPP:
TCPP is effective flame retardant for polyurethane materials, epoxy resins, vinyl ester resins and unsaturated polyester resins,
TCPP has synergy effect with powder flame retardants (including antimony trioxide, melamine),
TCPP has excellent miscibility and compatibility of the product with liquid raw materials,
TCPP helps to reduce the viscosity of the formulation based on high molecular weight polyols.
The benefits of using TCPP:
obtaining rigid polyurethane foams that meet the requirements of DIN 4102-1 norm (class B2) and have good physical and mechanical parameters,
the possibility of obtaining flame-retardant materials based on epoxy resins, vinyl ester resins and unsaturated polyester resins,
improvement of the production process of rigid polyurethane foams,
reduction of production costs.
Applications:
construction industry – assembly foams, pre-insulated pipes, chemical anchors, adhesives, varnishes, protective coatings, construction panels, thermal insulation of buildings, acoustic insulation of rooms, decorative elements,
transport sector- thermal insulation of refrigerated vehicles, acoustic insulation of vehicles,
refrigeration industry – thermal insulation of industrial cold stores,
C.A.S.E. – coatings, adhesives, sealants, elastomers.
Categories
Alternative names
Tris(2-chloro-1-methylethyl) phosphate, TCPP, reaction mass of tris(2-chloropropyl) phosphate and tris(2-chloro-1-methylethyl) phosphate and phosphoric acid, bis(2-chloro-1-methylethyl) 2-chloropropyl ester and phosphoric acid, 2-chloro-1-methylethyl bis(2-chloropropyl) ester, tris(2-chloro-1-methylethyl) phosphate [CAS# 13674-84-5], Phosphorous oxychloride, reaction products with propylene oxide, 2-Propanol, 1-chloro-, 2, 2′, 2”-phosphate, 2-Propanol, 1-chloro-, phosphate (3:1), 2-Propanol, 1-chloro-, phosphate, phosphoric acid, tris(2-chloro-1-methylethyl) ester, Reaction products of phosphoryl trichloride and 2-methyloxirane, organophosphorus compound
ENVIRONMENTAL EXPOSURE
The environmental fate and behaviour of TCPP is characterised by the following properties:
• TCPP is expected to degrade in the atmosphere by reaction with hydroxyl radicals, with an estimated half-life of 8.6 hours.
• TCPP is inherently biodegradable, though not fulfilling the criteria of the EU Risk Assessment Technical Guidance Document (TGD) for degradation in the waste water treatment plant (WWTP).
There is some evidence of microbial acclimation, which suggests that removal at some industrial sites could be higher than modelled in the risk assessment.
TCPP does not not readily hydrolyse (t1/2 >1 year in neutral conditions at ambient temperature).
• It does not adsorb significantly to organic matter, based on an estimated log Koc of 174, and has a low tendency to volatilise from water, based on a Henry’s Law constant 3.96 x 10-4 Pa.m3 /mol.
• TCPP has a low potential to bioaccumulate in fish (the measured bioconcentration factor (BCF) is 0.8-4.6).
Fugacity modelling suggests that if TCPP were released to air, it would mostly precipitate to soil; if released to water or soil, it would mostly remain in the compartment of release.
There is relatively little movement between soil and water, because transfer via the air compartment is very slow.
In water, the modelled adsorption to sediment is very low.
Flexible PUR foam containing TCPP is used in upholstery and bedding
TCPP belongs to the family of organophosphate flame retardants (OPFRs).
TCPP is used amongst others as flame retardants in flexible PUR foams in articles such as baby mattresses, car safety seats, baby slings, and residential upholstered furniture.
TCPP = tris(2-chloro-1-methylethyl) phosphate;
TCPP is used as an additive flame retardant for manufacturing of building or construction materials
TCPP is highly soluble in water and has a low octanol-water partition coefficient
TCPP is manufactured from the reaction of phosphorous oxytrichloride with propylene oxide in the presence of a catalyst (UNEP 1999; WHO 1998).
After removal of acidic impurities and residual catalyst, the final product, also referred to as TCPP, may consist of four chain isomers of TCPP (including another three CAS RNs 76025-08-6, 76649-15-5, 6145-73-9).
The composition is dominated by TCPP (up to 85%), with the balance composed by the other three chain isomers in varying amounts based on commercial products provided by different suppliers.
Plastic Additives / Flame Retardants
Description
TCPP is a halogen based flame retardant of high efficiency.
Chemical composition
Tris (2-chloroisopropyl)-phosphate (TCPP)
Typical properties
Appearance: clear, almost colourless liquid
Phosphorus content: 9.5 % (calculated)
Chlorine content: 32.5 % (calculated)
Acid value: < 0.05 mg KOH/g
Water content: < 0.1 %
Hazen colour value: < 50
Refractive index nD 20°C: 1.460 – 1.466
Density at 20°C: 1.289 g/cm3
Viscosity at 20°C: < 100 mPas
Storage
If stored correctly and kept in the original sealed container, the product has a shelf life of at least 6 months.
Packaging
Road tankers / containers, 1250 kg non-returnable containers, 260 kg drums
Applications
TCPP is especially suitable as flame retardant for polyurethanes, in particular PIR / PUR-rigid foams, as well as for thermosets.
Product safety
Relevant safety data and references as well as possibly necessary warning labels are to be found in safety data sheet.
TCPP
Toy Safety Directive – Substances Restricted in Toys
Tris(2-chloro-1-methylethyl) phosphate
Tris(2-chloro-1-methylethyl) phosphate
tris(2-chloro-1-methylethyl) phosphate
CAS names
2-Propanol, 1-chloro-, 2,2′,2”-phosphate
IUPAC names
2-Propanol, 1-chloro-, 2,2′,2”-phosphate
TCPP
Tri(1-chloromethylethyl)phosphate
Tri-(1-chloroisopropyl)phosphate
Trichloropropylphosphate (TCPP)
Tris ( chloroisopropyl ) phosphate
Tris (2-Chlorisopropyl) phosphat
Tris (2-chloro-1-methylethyl) phosphate
TRIS(1-CHLORO-2-PROPYL) PHOSPHATE
Tris(1-chloro-2-propyl) phosphate
TRIS(1-CHLORO-2-PROPYL)PHOSPHATE
tris(1-chloropropan-2-yl) phosphate
tris(1-chloropropan-2-yl)phosphate
tris(2-chlorisopropyl)-phosfate
Tris(2-chlorisopropyl)-phosphate
Tris(2-chloro-1-methylethyl) phosphate
tris(2-chloro-1-methylethyl) phosphate
tris(2-chloro-1-methylethyl)phosphate
tris(chloro-1-methylethyl)phosphate
TRIS-(2-CHLORO-1-METHYLETHYL)-PHOSPHATE
TCPP
Tris-(β-chloropropyl)-phosphate
13674-84-5
CAS number
16839-32-0
CAS number
16839-32-0
Deleted CAS number
98112-32-4
CAS number
98112-32-4
Flame retardants Raw Materials are a group of very different substances which differ in their chemical and physical properties, their chemical behavior, action and performance, toxicology and, of course, to the environmental point of view.
These Flame Retardants Raw materials have one effect in common, and it is reducing the flammability of materials where they are used, like in thermoplastics, thermosets, textiles, coatings and more
Flame Retardants inhibit or resist the spread of fire.
Product: CAS Number:
Brominated
BPS Brominated Polystyrene 88497-56-7
BDDP Tetrabromobisphenol A Bis (2,3 Dibromopropyl Ether) 21850-44-2
DBDPE Decabromodiphenilethane 84852-53-9
NP503 (HBCD FREE FR)
TBBA Tetrabromobisphenol A 79-94-7
Others:
Antimony Pentoxide 1314-60-9
ATO Antimony Trioxide (various grades) 1309-64-4
Colemanite
Flame Retardant MB, Halogenated
Magnesium Hydroxide 1309-42-8
MP Melamine Phosphate 20208-95-1
MPP Melamine Polyphosphate 218768-84-4
TCPP Trichloropropylphosphate 13674-84-5
Tin (IV) Oxide (Stannic Oxide) 18282-10-5
TPP Triphenyl Phosphate 115-86-6
Zinc Borate 12767-90-7
Zinc Hydroxystannate 12027-96-2
Zinc Stannate 12036-37-2
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