TRIBUTOXYETHYL PHOSPHATE (TBEP)

TRIBUTOXYETHYL PHOSPHATE (TBEP)

TRIBUTOXYETHYL PHOSPHATE (TBEP)

Tris(2-butoxyethyl) phosphate

Synonyms: 2-Butoxyethanol, phosphate;Ethanol, 2-butoxy-, phosphate (3:1);Phosphoric acid, tributoxyethyl ester;2-Butoxyethanol phosphate;Tri(2-butoxyethyl) phosphate;Tributoxyethyl phosphate;Tributyl cellosolve phosphate;Tris(2-butoxyethyl) phosphate
Other names: KP 140; Phosphoric acid, tributoxyethyl ester; Tri(butoxyethyl) phosphate; Tri(2-butoxyethyl) phosphate; Tributyl cellosolve phosphate; Tris(butoxyethyl) phosphate; Tris(2-butoxyethyl) phosphate; TBEP; Phosphoric acid, tris(2-butoxyethyl) ester; 2-Butoxyethanol phosphate; Kronitex KP-140; Phosflex T-bep; Tri(2-butoxyethanol)phosphate; Tris-(2-butoxyethyl)fosfat; 2-Butoxy-ethanol phosphate (3:1); Amgard TBEP; Tris(2-butoxyethyl)ester phosphoric acid; Phosphoric acid, tri-(2-butoxyethyl) ester; Ethanol, 2-butoxy-, 1,1′,1”-phosphate; NSC 4839; 31227-66-4; 19040-50-7

Tributoxyethyl Phosphate (TBEP) is used as a plasticizer for PVC, chlorinated rubber, and nitriles due to its flame retardant nature and good low temperature flexibility.
TBEP is also used for emulsions of floor polishes, as leveling agent in latex paints and waxes, a processing aid for acrylonitrile rubber, and an antiblock agent for cast polyurethanes.

Aid in Surface Coatings, Leveling, and Gloss
TBEP is a light-colored, high-boiling, non-flammable viscous liquid.
TBEP is generally used as a plasticizer in rubber and plastics, and aids in floor polish formation (as well as in other surface coatings), leveling and improves gloss.

Applications Tris(2-butyloxyethyl)phosphate-d27 is the isotope analog of Tris(2-butyloxyethyl)phosphate.
Tris(2-butyloxyethyl)phosphate,is an organophosphate, that can be used in the preparation of flame retardant, such as viscose fiber.

TBEP is used mainly as a component in floor polishes, a solvent in some resins, a viscosity modifier in plastisols, an antifoam and also as a plasticizer in synthetic rubber, plastics and lacquers.
TBEP is widely used as a plasticizer in rubber stoppers for vacutainer tubes and plastic ware

Tributoxyethyl phosphate (TBEP) is widely used in household materials such as plasticizer, floor polish and flame retardant in plastic resins and synthetic rubbers.

tris(2-butoxyethyl) phosphate-based is a plasticizer and defoamer.
Tributoxyethylphosphate also acts as a leveling agent for acrylic and styrenic floor polishes and coalescent additive for emulsion polymers.

Definition: A trialkyl phosphate in which the alkyl group specified is 2-butoxyethyl.

Hostaphat TBEP HQ: PHOSPHATE ESTER
Hostaphat TBEP HQ is used as a plasticizer for polymer dispersions and also improves wetting-levelling properties of dry-bright emulsions.
Hostaphat TBEP HQ is a phosphate ester used as plasticizer for polymer dispersions.

EC / List no.: 201-122-9
CAS no.: 78-51-3
Mol. formula: C18H39O7P

Tris(2-butoxyethyl) phosphate

CAS names: Ethanol, 2-butoxy-, 1,1′,1”-phosphate

IUPAC names: TBEP

Tris(2-butoxyethyl) Phosphate
Tris(2-butoxyethyl) phosphate
tris(2-butoxyethyl) phosphate
Tris(2-butoxyethyl)phosphate

Trade names
2-butoxyethanol phosphate
Kronitex KP-140; KP-140
Phosflex T-BEP; Phosflex 176C; Amgard TBEP
TBOP; TBEP; TBXP
tri(2-butoxyethanol)phosphate
tri(2-butylethylether) phosphate
tributoxyethyl phosphate
tributyl cellosolve phosphate
tris(2-n-butoxyethyl)phosphate
tris(butylglycol) phosphate

PRODUCT: Tributoxyethyl phosphate
CAS #: 78-51-3
SYNONYM: Phosphoric acid, tri-(2-butoxyethyl) ester;Tributoxyethyl phosphate;2-Butoxyethanol phosphate; Ethanol, 2-butoxy-, phosphate (31); TBEP; Tris (2-butoxyethyl) phosphate

CAS    78-51-3
EINECS    201-122-9
English    tris(2-butoxyethyl) phosphate
Chemical formula    C18H39O7P
IUPAC    tris(2-butoxyethyl) phosphate
Mol.Wt.    398.4718
synonyms:
2-butoxyethanol,_phosphate_(3:1)
Ethanol, 2-butoxy-, phosphate (3:1)

Tris(2-butoxyethyl) phosphate Chemical Properties,Uses,Production

Chemical Properties
Slightly yellow, oily liquid. Insoluble or limited solubility in glycerol, glycols, and certain amines; soluble in most organic liquids. Combustible.

Uses
Primary plasticizer for most resins and elastomers, floor finishes and waxes, flame-retarding agent.

Definition
ChEBI: A trialkyl phosphate in which the alkyl group specified is 2-butoxyethyl.
Air & Water Reactions

Water soluble.

Reactivity Profile
Organophosphates, such as Tris(2-butoxyethyl) phosphate, are susceptible to formation of highly toxic and flammable phosphine gas in the presence of strong reducing agents such as hydrides. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides. Tris(2-butoxyethyl) phosphate may react with oxidizers. .

Fire Hazard
Tris(2-butoxyethyl) phosphate is combustible.

Safety Profile
A poison by intravenous route. Moderately toxic by ingestion. A skin and eye irritant. Combustible when exposed to heat or flame. Dangerous; see also PHOSPHATES; can react with oxidizing materials. To fight fire, use water, foam, CO2, dry chemical. When heated to decomposition it emits toxic fumes of POx.

Tributoxyethyl Phosphate (TBEP) is used as a plasticizer for PVC, chlorinated rubber, and nitriles due to its flame retardant nature and good low temperature flexibility.
TBEP is also used for emulsions of floor polishes, as leveling agent in latex paints and waxes, a processing aid for acrylonitrile rubber, and an antiblock agent for cast

Tributoxyethyl phosphate uses and applications include: Primary plasticizer for most resins and elastomers; coalescing solvent, plasticizer for acrylic-based polishes, gloss paints, adhesives; leveling agent in floor finishes and waxes; flame retardant for plastics; lubricant; antiwear additive; defoamer for drilling muds, cements, fracturing fluids, plasters, paper coatings, pulp bleaching, aqueous emulsion paints, adhesives, textiles, mercerizing liquorsdye baths, antifreeze, fermentation, detergents; in food packaging adhesives; defoamer in food-contact paperpaperboard; wetting agent, rheology control agent for pigments

Film Formulation
• Permanent plasticizer – helps build solids
• Primary function: film formation
• Secondary function: leveling aid and gloss build
• TBEP is 2X more efficient than standard coalescents to aid film formulation

CLASS: Solvent

FUNCTIONS: Resins, Flame Retardant, Additive, Lubricant

INDUSTRY: Textiles, Adhesives, Plastics, Detergent

Use: Tributoxy ethyl phosphate (TBEP) is a phosphate ester that, thanks to its structure, can be used in many applications including plasticisation, solvation, flame retardancy and defoaming.
Tributoxy ethyl phosphate (TBEP) is in fact a multifunctional additive that may be used to modify the properties of many polymer systems and is a particularly good levelling aid and coalescent additive for emulsion polymers.
Tributoxy ethyl phosphate (TBEP) is used in a mixed solvent/aqueous system as a defoamer during production and as a secondary plasticiser in many polymers.
The above properties in combination with inherent flame retardancy makes Tributoxy ethyl phosphate (TBEP) a real multifunctional additive essential to many polymer formulations.

Synonyms:
ethanol, 2-butoxy-, 1,1′,1”-phosphate
phosphoric acid, tributoxyethyl ester
tributoxyethyl phosphate

Compatibility
Compatible with countless different chemistries, including wax emulsions, styrene acrylic copolymers, styrenes, polystyrenes, etc.

Excellent Benefits
TBEP provides low temperature flexibility, good resilience, low compression set, and is non-reactive.

Flame Retardant
TBEP is an alkyl flame retardant and plasticizer, which can be used in many PVC and coatings applications.

Synonyms
Synonyms: 2-Butoxyethanol, phosphate; Ethanol, 2-butoxy-, phosphate (3:1); Phosphoric acid, tributoxyethyl ester; 2-Butoxyethanol phosphate; Tri (2-butoxyethyl) phosphate; Tributoxyethyl phosphate; Tributyl cellosolve phosphate; Tris (2-butoxyethyl) phosphate.

Tris(2-butoxyethyl) phosphate is a trialkyl phosphate in which the alkyl group specified is 2-butoxyethyl.
Tris(2-butoxyethyl) phosphate has a role as an environmental contaminant and a flame retardant.

Tris(2-butoxyethyl) phosphate is a phosphate ester flame retardant
Phosphate ester flame retardants are human- made chemicals added to consumer and industrial products for the purpose of reducing flammability.
Phosphate ester flame retardants are composed of a group of chemicals with similar properties but slightly different structures.
Phosphate esters are typically liquids at room temperature; however, some are solids.

Tributoxyethyl phosphate is a slightly yellow viscous liquid.

Reactivity Profile
Organophosphates, such as TRIBUTOXYETHYL PHOSPHATE, are susceptible to formation of highly toxic and flammable phosphine gas in the presence of strong reducing agents such as hydrides. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides. This material may react with oxidizers. (NTP, 1992).

201-122-9 [EINECS]
4-01-00-02422 (Beilstein Handbook Reference) [Beilstein]
78-51-3 [RN]
KJ9800000
MFCD00009456
Phosphate de tris(2-butoxyéthyle) [French] [ACD/IUPAC Name]
phosphoric acid tris(2-butoxyethyl) ester
Phosphoric acid, tri(butoxyethyl) ester
Phosphoric acid, tributoxyethyl ester
Phosphoric acid, tris(2-butoxyethyl) ester
Tris(2-butoxyethyl) phosphate [ACD/IUPAC Name]
Tris-(2-butoxyethyl)fosfat [Czech]
Tris(2-butoxyethyl)phosphat [German] [ACD/IUPAC Name]
tris(2-n-butoxyethyl) phosphate
1716010 [Beilstein]
2-butoxyethanol phosphate
2-Butoxy-ethanol phosphate (3:1)
2-BUTOXYETHANOL PHOSPHATE (3:1)
2-Butoxyethanol, phosphate
4O2OPO&O2O4&O2O4 [WLN]
Amgard TBEP
EINECS 201-122-9
Ethanol, 2-butoxy-, 1,1′,1”-phosphate
ETHANOL, 2-BUTOXY-, PHOSPHATE (3:1)
https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:35038
Kronitex KP-140
NCGC00091600-02
Phosflex T-be
Phosflex T-bep
phosphoric acid tris-(2-butoxyethyl) ester
Phosphoric acid tris(2-n-butoxyethyl) ester
Phosphoric acid, tri-(2-butoxyethyl) ester
pTri(2-butoxyethanol) phosphate
TBEP
Tri(2-butoxyethanol) phosphate
Tri(2-butoxyethanol)phosphate
TRI(2-BUTOXYETHYL) PHOSPHATE
TRI-(2-BUTOXYETHYL)-PHOSPHATE
Tri-(2-Butoxyethyl)phosphate (en)
Tri(butoxyethyl) phosphate
TRI-2-BUTOXYETHYL PHOSPHATE
Tributoxy Ethyl Phosphate
Tri-butoxyethyl phosphate
TRIBUTOXYETHYL PHOSPHATE
Tributyl cellosolve phosphate
Tris(2-butoxyethyl)ester phosphoric acid
Tris-(2-butoxyethyl)fosfat [Czech]
tris(2-butoxyethyl)phosphate
Tris-(2-butoxyethyl)phosphate
Tris(2-butyloxyethyl)phosphate
Tris(butoxyethyl) phosphate
Tris(butoxyethyl)phosphate
tris[2-(butyloxy)ethyl] phosphate
Tris-2-butoxyethyl phosphate
WLN: 4O2OPO&O2O4&O2O4

Tris(2-butoxyethyl) phosphate
78-51-3
TBEP
TRI(2-BUTOXYETHYL) PHOSPHATE
Tributoxyethyl phosphate
Phosflex T-bep
Tris(butoxyethyl) phosphate
Ethanol, 2-butoxy-, phosphate (3:1)
Tri(butoxyethyl) phosphate
Kronitex KP-140
Tributyl cellosolve phosphate
KP 140
Phosphoric acid, tributoxyethyl ester
Phosphoric acid, tris(2-butoxyethyl) ester
Tri(2-butoxyethanol)phosphate
2-Butoxyethanol, phosphate
NSC 4839
Tris-(2-butoxyethyl)fosfat
UNII-RYA6940G86
CCRIS 5942
Tri(2-butoxyethanol) phosphate
HSDB 2564
2-Butoxyethanol phosphate (3:1)
Ethanol, 2-butoxy-, 1,1′,1”-phosphate
tributoxy ethyl phosphate
2-Butoxyethanol phosphate
EINECS 201-122-9
Tris(butoxyethyl)phosphate
Tris-(2-butoxyethyl)fosfat [Czech]
BRN 1716010
AI3-04596
CHEBI:35038
RYA6940G86
tris[2-(butyloxy)ethyl] phosphate
TBEP;KP 140;Hostaphat B 310
Phosphoric acid, tri-(2-butoxyethyl) ester
DSSTox_CID_1758
DSSTox_RID_76309
Ethanol, phosphate (3:1)
DSSTox_GSID_21758
WLN: 4O2OPO&O2O4&O2O4
Tris(2-butoxyethyl) phosphate, 95%
CAS-78-51-3
Phosphoric acid, tri(butoxyethyl) ester
Tris(2-butoxyethyl) phosphate,C18H39O7P,78-51-3
tris-2-butoxyethyl phosphate
C18H39O7P
Amgard TBEP
MFCD00009456
ACMC-209pei
Phosphoric Acid Tris(2-butoxyethyl) Ester
EC 201-122-9
NCIOpen2_007840
SCHEMBL37268
4-01-00-02422 (Beilstein Handbook Reference)
KSC377C2F
BIDD:ER0626
tris-(2-butoxyethyl)phosphate
CHEMBL1534811
DTXSID5021758
CTK2H7122
NSC4839
KS-000011BY
NSC-4839
NSC62228
ZINC3861027
2-Butoxy-ethanol phosphate (3:1)
Phosphoric acid tris(2-butoxyethyl)
Tox21_201593
Tox21_302891
ANW-37192
NSC-62228
Tris(2-butoxyethyl) phosphate, 94%
AKOS015839670
TRI-(2-BUTOXYETHYL)-PHOSPHATE
Tris(2-butoxyethyl)ester phosphoric acid
AS-59809
I587
Phosphoric acid tris(2-n-butoxyethyl)ester
FT-0689063
P0683
Phosphoric acid tris(2-n-butoxyethyl) ester
C14446
Tris(2-butoxyethyl) phosphate

2-BUTOXYETHANOL PHOSPHATE
KP 140
KP-140
PHOSFLEX T-BEP
TBEP
TBXP
TRI(2-BUTOXYETHYL) PHOSPHATE
TRI(2-BUTOXYETHYL)PHOSPHATE
TRIBUTOXYETHYL PHOSPHATE
TRIBUTYL CELLOSOLVE PHOSPHATE
TRIS(2-BUTOXYETHYL) PHOSPHATE
TRIS(2-BUTOXYETHYL)ESTER PHOSPHORIC ACID
TRIS(2-N-BUTOXYETHYL) PHOSPHATE
TRIS-2-BUTOXYETHYL PHOSPHATE

WO2011145024A2
WIPO (PCT)
Reduced phosphorus (tbep) floor coatings
Abstract
The invention provides an aqueous floor coating composition, comprising water, at least one polymer film forming agent, and a plasticizing agent, wherein at least a portion of the plasticizing agent is a synergistic combination of tributoxyethyl phosphate and a benzoate ester blend.
Such compositions have reduced phosphorus content, yet retain the leveling and gloss of tributoxyethyl phosphate plasticizers and also exhibit improved soil resistance.

Description
REDUCED PHOSPHORUS (TBEP) FLOOR COATINGS

FIELD OF THE INVENTION

This invention relates to plasticized floor coating compositions.
More particularly, this invention relates to floor coating compositions containing an organic polymer as the floor coating material and a blend of tributoxyethyl phosphate and benzoate esters as the plasticizer.
This blend retains the good leveling and gloss characteristics of phosphate plasticizers but with improved soil resistance with a lower phosphorus content.

SUMMARY OF THE INVENTION

The invention provides an aqueous floor coating composition comprising a plasticizer with reduced phosphorus content.
The aqueous floor coating composition is water based, preferably zinc free and comprises a specific combination of TBEP and benzoate ester blend.

Thus, in one embodiment the invention comprises an alkali-soluble, or organic polymer coating composition, comprising water, at least one alkali-soluble or organic polymeric film forming agent.
The plasticizer combination is a specific ratio of TBEP and benzoic ester blend and has one or more improved properties such as improved leveling and/or soil removal over either of the plasticizers alone.

Applicants have found that a floor coating compositions with a plasticizer comprising a blend of at least 40% by weight of TBEP in the plasticizer component preferably 40-60% by weight of TBEP with the remainder comprising a blend of benzoate esters provides a good leveling and gloss with superior soil resistance than TBEP alone.

It is further preferred that, based on the total composition, the total amount of the above-mentioned plasticizer preferably included according to the invention is from about 2to 35% by weight, preferably from about 2 to 20% by weight.

CAS    78-51-3
Name    Phosphoric acid, tri-(2-butoxyethyl) ester
Chemical formula    C18H39O7P
Mol.Wt.    398.4718
synonyms
2-Butoxyethanol phosphate
2-Butoxy-ethanol phosphate (3:1)
Phosphoric acid, tri-(2-butoxyethyl) ester
Phosphoric Acid, tributoxyethyl ester
Phosphoric acid, tris(2-butoxyethyl) ester
TBEP
Tri(2-butoxyethanol)phosphate
Tri(2-butoxyethyl) phosphate
Tri(butoxyethyl) phosphate
Tributyl cellosolve phosphate
Tris(2-butoxyethyl) phosphate
Tris(2-butoxyethyl)ester phosphoric acid
Tris-(2-butoxyethyl)fosfat
Tris(butoxyethyl) phosphate
Tris2-butoxyethyl

Tris(2-butoxyethyl) phosphate (TBEP) is used in floor polishes and as a plasticizer in rubber and plastics.
The worldwide production volume is not available but is estimated to be in the range of 5000–6000 tonnes.

TBEP occurs in the environment only as a result of human activity.
Its distribution in the environment has been investigated in certain industrialized countries.

Empirical formula: C18H39O7P
Relative molecular mass: 398.54
Common name: tris(2-butoxyethyl) phosphate
Synonyms: phosphoric acid, tris(2-butoxyethyl)
ester; tri(2-butoxyethanol)
phosphate; tris(2-n-butoxyethyl)
phosphate; tributoxyethyl
phosphate; TBOP; TBEP; TBXP
(only in Japanese literature);
2-butoxyethanol phosphate (RTCES,
1989); tri(2-butylethylether)
phosphate; tris(butylglycol)
phosphate; tributyl cello solve
phosphate
Trade names: Kronitex KP-140; KP-140; Phosflex TBEP; Phosflex 176C; Amgard TBEP
CAS registry number: 78-51-3
CAS name: Ethanol, 2-butoxy, phosphate (3:1)
EINECS number: 201-122-9

TBEP is a light-coloured, high-boiling, non-flammable viscous liquid with a butyl-like odour under normal conditions.
It is more soluble in non-polar than in polar solvents.

TBEP is produced by reacting phosphorus oxychloride and butoxyethanol (butyl glycol) and stripping hydrochloric acid and excess of butoxyethanol.
Another production method uses the sodium salt of the glycol. In this case, the by-product is sodium chloride.

2-butoxy
2-Butoxy-ethanol phosphate (3:1)
2-Butoxy-ethanolphosphate(3:1)
2-butoxy-ethanophosphate(3:1)
Amgard TBEP
Ethanol, 2-butoxy-, phosphate (3:1)
tri(butoxyethyl)
Tri(butylcellosolve)phosphate
Tributyl cellosolve phosphate
tributylcellosolvephosphate
Tris(2-butoxyethyl)ester phosphoric acid
Tris-(2-butoxyethyl)fosfat
Tris2-butoxyethyl
TBXP
TRIS(BUTOXYETHYL) PHOSPHATE 98%
TRIS(BUTOXYETHYL)PHOSPHATE (TBEP)
Tris-(2-butoxyethyl)-phosphat
Tributoxylethyl Phosphate
Tris(2-butoxyethyl) phosphate | TBEP
O,O,O-Tris(2-butoxyethyl)phosphate
Tri(2-butoxyethyl) phospha
Tris(3-butoxyethyl) phosphate
Phosphoric acid tris(2-butoxyethyl)
TRIS(2-BUTOXYETHANOL)PHOSPHATE
Tris(2-butoxyethyl) phosphate,95%
Tributoxyethyl Phosphate (TBEP)
PHOSPHORIC ACID TRIS(2-N-BUTOXYETHYL) ESTER
PHOSPHORIC ACID TRIS(2-BUTOXYETHYL) ESTER
TBEP
TRI(BUTOXYETHYL)PHOSPHATE
TRIS(BUTOXYETHYL) PHOSPHATE
TRIS(2-BUTOXYETHYL) PHOSPHATE
ethanol,2-butoxy-,phosphate(3:1)
KP 140
kp140
KP-140
Kronitex kp-140
kronitexkp-140
Phosflex T-bep
phosflext-bep
Phosphoric Acid, tributoxyethyl ester
Tri(2-butoxyethanol)phosphate
Tri(2-butoxyethyl) phosphate
tri(2-butoxyethyl)phosphate
2-BUTOXYETHANOL PHOSPHATE
Plasticizer TBEP
Ethanol, 2-butoxy-, 1,1′,1”-phosphate
Tris(2-butoxyethyl)Phosphate>
tris(2-Butoxyethyl) Phosphate (TBEP) @100 μg/mL in Toluene
Tri-butoxyethyl phosphate@1000 μg/mL in Hexane
Tris(2-butoxyethyl) phosphate Solution in Acetone, 100μg/mL
78-51-3
76-51-3
CH3CH23OCH2CH2O3PO
C18H39PO7
C4H9OC2H4O3PO
C18H39O7P
Plasticizer

SYNONYMS: Tri(butyl cellosolve) phosphate;Tris(2-butoxyethyl) phosphate; TBEP; 2-Butoxyethanol phosphate; Phosphoric acid tris(2-butoxyethyl)ester; Tributyl cellosolve phosphate; Tri(2-butoxyethanol) phosphate;

IUPAC Name :tris(2-butoxyethyl) phosphate
Synonyms
Phosphoric acid, tri-(2-butoxyethyl) ester
Phosphoric acid, tris(2-butoxyethyl) ester
TBEP
Tri(2-butoxyethyl) phosphate
Tris(2-butoxyethyl) phosphate
Tris(butoxyethyl)phosphate