Polyols
Polyols
Polyols
Polyols
C1 C2 C3 C4 C5 C6 C7 C8 C9 C10 C11 C12 C13 Aldehydes Alcohols Polyols Acids Anhydrides Esters Amines
Polyols
3 4
Neopentyl glycol Trimethylolpropane Pentaerythritol Dipentaerythritol 1,3-Butylene glycol Hexylene glycol TCD Alcohol DM
4 5 6 7 8 9 9
Substance and safety data, Transport classifications Safety notes Delivery and storage Contacts
10
11 12
Polyols 2
Introduction
USA
Bishop Clear Lake Houston Chicago Cincinnati Charlotte Savannah Linden
As one of the worlds largest producer of polyols, Celanese Chemicals is pleased to offer a wide variety of global polyol products and services with manufacturing, storage and R&D facilities all over the world. In addition to monofunctional Alcohols1), we offer one of the widest choices of di-, tri-, tetra and polyfunctional polyols available from any producer worldwide, including some available as molten liquids and solids. Whether you are looking to optimize polymers, resins and coatings, and want to modify molecular weight, functionality, chain structure, or crosslinking;
looking for lubricants to increase lubricity, heat resistance or control viscosity; a manufacturer of personal care products and perfumes, cleaning agents, explosives, or other products utilizing polyols; The Celanese Chemicals ONE STOP POLYOL SHOP has the right polyol for you! And in the event we dont yet offer exactly what you need, our R&D staff is eager to develop it with you.
Mexico
Cangrejera
Japan
Tokyo Osaka Shimizu
Germany
Oberhausen Arnsberg
China
Shanghai Guangzhou
Netherlands
Rotterdam
Belgium
Antwerp
Spain
Barcelona
South Africa
Durban
Polyols 3
Product overview
Product descriptions
HO OH OH O HO OH OH
Neopentyl glycol
Neopentyl glycol is a white, crystalline solid with a mint-like odor. It is readily soluble at room temperature in water, alcohols, glycol ethers, ketones, and esters. It is very reactive and has a high chemical and thermal resistance. Its derivative products are stable against hydrolysis, heat and light due to the absence of hydrogen atoms in the alpha-position. Neopentyl glycol is used primarily as an intermediate in the manufacture of polyester resins for powder coatings, in alkyd, polyester and polyurethane resins for water- and solvent-based coatings including high-solid systems and automotive coatings, and in coil coatings. Polymers containing Neopentyl glycol exhibit improved storage stability, pot life, impact- and scratch-resistance, solvent-, water- and weathering resistance as well as high gloss. Another important use of Neopentyl glycol is as an intermediate for hydraulic fluids, synthetic lubricant oils, and greases. Neopentyl glycol esters deliver thermal stability while the chain length of the acids2) can be finetuned to obtain the desired viscosity. Advantages of such lubricants are good lubricity over a wide temperature range and reduced corrosivity. Due to their high specific heat and thermal conductivity, such lubricants are also used in refrigeration compressors and as metal working (cutting, drilling, grinding) fluids.
Dipentaerythritol
HO HO
OH OH
HO
OH
Pentaerythritol 2,2-Bis-(hydroxymethyl)1,3-propanediol
HO HO
OH OH
HO
OH
Trimethylolpropane 1,1,1-Tris-(hydroxymethyl)propane
HO OH HO
Polyols 4
Trimethylolpropane (TMP)
Trimethylolpropane is a white, waxy, hygroscopic solid with little or no odor. TMP is insoluble in hydrocarbons, and soluble in water and alcohol. This trifunctional polyol is used primarily as an intermediate in the manufacture of alkyd resins for coatings and inks, and urethane based foams and coatings. TMP based alkyd resins (both waterborne and solvent based) produce films based on the neopentyl carbon structure which imparts a high degree of stability against heat, ultraviolet light, and chemical attack. The three primary hydroxyl groups ensure reactivity and the physical form and low melting point of TMP impart ease of handling. Polymer resins formulated on Trimethylolpropane exhibit improved durability, lower viscosity, faster cure rates, and often higher molecular weights than formulations using glycerine. TMP is also used as an intermediate in the manufacture of multifunctional acrylate monomers (MFAs).
Other applications for Neopentyl glycol include the preparation of highly durable magnetic coatings and magnetic recording media based on polyurethane or polyester binders, adhesives, ink resins, plasticizers, mortar and cement formulations, and photographic materials. Neopentyl glycol is also employed in the synthesis of pharmaceuticals and pesticides, perfumes and fragrances, fiber lubricants and antistatic agents and fabric softeners3). Celanese Chemicals is pleased to offer Neopentyl glycol in three different forms: Neopentyl glycol Flake is a white, crystalline solid with a mild mint-like odor.
90% Neopentyl glycol Slurry is a clear, colorless liquid solution with a mild characteristic odor. It is highly reactive yet thermally stable, and will not autopolymerize. To maintain a pumpable viscosity and to allow for temperature drop during shipping. it must be kept above 55C-60C. Actual crystallization will not occur until <37 C. Neopentyl glycol Molten is a clear, colorless liquid with mild odor. It is highly reactive, yet thermally stable, and will not autopolymerize. To avoid crystallization, it must be kept around 160C.
2) Celanese Chemicals offers a wide range of such carboxylic acids. Please refer to our separate brochure Carboxylic acids. 3) A more detailed overview on Neopentyl glycol and its application is given in Neopentyl glycol as a modern key substance by P. Lappe, H. Springer, J. Weber, Chemiker-Zeitung 113 (1989) 293. We also offer reprints of this article in English.
Polyols 5
soluble in most synthetic and conventional hydrocarbon lubricants. This adds to their value enabling them to be used as lubricants even for such demanding applications as jet aircraft turbines. Miscellaneous end-use areas for Trimethylolpropane-based products include plastics, plasticizers, elastomers, surfactants, textile finishes, and as a surface treatment for titanium dioxide. Celanese Chemicals offers Trimethylolpropane (TMP) in three different forms: Trimethylolpropane Flake is a white, waxy, hygroscopic solid with little or no odor. Trimethylolpropane Molten is a colorless, viscous, and odor-less liquid. It is soluble in water. Solidification occurs at 60C. For ease of transfer through pumps, pipes etc., it is recommended that a temperature of 77C-104C be maintained in the customers facility. Trimethylolpropane Molten Premium Grade is a viscous, odorless and colorless liquid with a maximum acid washed color of 6.5 Gardner units. It is soluble in water. Solidification occurs at 60C. For ease of transfer through pumps, pipes etc., it is recommended that a temperature of 77C-104C be maintained in the customers facility.
The stringent color related specifications for MFAs are met by our special high purity Premium Grade material. Esters of Trimethylolpropane are finding increasing use as base stocks for synthetic lubricants. The neopentyl structure of this polyol lends thermal stability to the ester molecule while the chain length of the acids can be varied to obtain the desired viscosity. Other properties of these esters include high specific heat and thermal conductivity combined with good lubricity over a wide temperature range. These esters are readily
2) Celanese Chemicals offers a wide range of such carboxylic acids. Please refer to our separate brochure Carboxylic acids.
Polyols 6
The variety of acid and polyol combinations permit tailoring of an ester with the desired lubricating properties. The principal advantages of polyol ester lubricants are their stability at high temperatures, and good flow and lubricating ability at both high and low temperatures. These properties enable Penta-based lubricants to be used in such demanding applications as the lubrication of jet aircraft turbines. Rosin and tall oil ester production are other major uses for Pentaerythritol. These resins can be used as tackifiers for adhesive formulations, and in inks and coatings. Varnishes made with these Pentaerythritol esters show excellent solvent release, drying properties, and resistance to water and alkali. The use of Pentaerythritol in synthetic drying oils provides fast drying varnishes. Additional end-uses include heat stabilizers, plasticizers that maintain their electrical properties on aging, chlorinated polyether resins, and paint swelling agents (intumescents) used in flame retardant paints. Penta is also
used as an intermediate in the manufacture of multifunctional acrylate monomers for use in radiation cured polymer systems. Our Nitration Grade Pentaerythritol is used in the manufacture of Pentaerythritol tetranitrate (PETN), an explosive used in commercial blasting for mining and quarrying, and detonator cord. Celanese Chemicals is pleased to offer Pentaerythritol (PE or Penta) in various grades: Pentaerythritol Technical Grade with 86-90% Mono-Penta.
Polyols 7
Furthermore 1,3-Butylene glycol is nonirritating and offers limited bacteriostatic and fungicidal activity. Miscellaneous end-uses for 1,3-BG are found in surfactants, inks, solvents for natural and synthetic flavorings, and coupling agents, plasticizers in cellophane for food packaging applications and aircraft wing-deicing. 1,3-Butylene glycol undergoes a wide variety of reactions typical of aliphatic alcohols. Because of its somewhat hindered configuration at carbon three, derivatives tend to be more stable than those of comparable glycols, which can lead to important and useful differences in the properties of end products. Celanese is pleased to offer two grades of 1,3-Butylene glycol: a standard grade for industrial applications and 1,3-Butylene glycol Cosmetic Grade for personal care and pharmaceutical formulations. The Cosmetic Grade is produced to more stringent limits, undergoes more extensive analysis, and meets the specifications of US Pharmacopeia, Food Chemical Codex, FDA, and Japanese Society of Cosmetic Ingredients.
Polyols 8
TCD Alcohol DM
TCD Alcohol DM, a mixture of isomeric, tricyclic primary C12 diols, is a colorless liquid which is highly viscous at room temperature and has a characteristic, mild odor. It is miscible with the usual polar organic solvents, but only sparingly soluble in water and aliphatic and aromatic hydrocarbons. TCD Alcohol DM is mainly used in the synthesis of polymeric compounds such as polyacrylates, polyesters, epoxy resins and polyurethanes. These resins are employed in: paints and coatings with good adhesion, high tensile strength, heat-, weather- and impact resistance; low-viscosity adhesives; sealing and molding compounds including anaerobic products; and curable polymer compositions with high hardness, durability and solvent resistance. Photosensitive materials and photoresists with high photosensitivity, high transparency and resistance to dry etching, organic glasses with high refractive indexes, and dental materials with high transparency and strength are made from this specialty diol. Photocurable resins for coated optical fibers based on TCD Alcohol DM diacrylate show good heat and moisture resistance and rapid hardening. Epoxy resins based on the diol exhibit high bending and peel strength, hardness, and very low water absorption. Polyurethanes based on TCD Alcohol DM have high adhesion, strength, modulus and increased glass transition temperature. This tricyclic diol is used as a fixative in the fragrance industry and in halogen-free immersion oils for microscopy with superior optical characteristics. Derivatives are used to produce synthetic lubricants.
Polyols 9
Polyol Neopentyl glycol Flake Neopentyl glycol Molten Neopentyl glycol Slurry Trimethylolpropane Flake Trimethylolpropane Molten
% (w/w)
wt-% %(w/w)
mg KOH/g wt-% max. 0.10 max. 0.10 max. 0.10 max. 0.003 max. 0.003 max. 0.003
mm Hg
mg/m3 non non non non regu- regu- regu- regulated lated lated lated not 3 / III 3 / III 3 / III allowed non non non non regu- regu- regu- regulated lated lated lated non non non non regu- regu- regu- regu- 10 lated lated lated lated not 9 / III 9 / III 9 / III allowed not 9 / III 9 / III 9 / III allowed non non non non regu- regu- regu- regu- 10 lated lated lated lated non non non non regu- regu- regu- regu- 10 lated lated lated lated non non non non regu- regu- regu- regu- 10 lated lated lated lated non non non non regu- regu- regu- regu- 10 lated lated lated lated non non non non regu- regu- regu- regu- 10 lated lated lated lated non non non non regu- regu- regu- regulated lated lated lated non non non non regu- regu- regu- regulated lated lated lated non non non non regu- regu- regu- regu- 125 lated lated lated lated
min. 99.0
32,27
max. 20
max. 0.3
0,008
104.15 500
> 5000
380
Xi
1 (744) 5.2.5.
126-30-7
weak
min. 99.0
32,27
max. 15 max. 15 (50% solution) max. 5 max. 1 (Gardner) max. 5 max. 5 max. 6.5 (Gardner) max. 1 (Gardner)
max. 0.3
0,008
104.15
380
Xi
1 (744) 5.2.5.
126-30-7
weak
min. 99.0 32,27 (water free) min. 37.5 min. 37.5 min. 37.5
0,008
30 at 50C
380
Xi
1 (744) 5.2.5.
126-30-7
weak
min. 98.0
59
appr. 285
134.18 600-800
5.6
14000
179
1.3 / 9.7
does not require a hazard 1 (1211) 5.2.5. warning label does not require a hazard 1 (1211) 5.2.5. warning label does not require a hazard 1 (1211) 5.2.5. warning label
77-99-6
min. 98.0
59
appr. 285
5.6
<0.13
14000
179
1.3 / 9.7
77-99-6
Trimethylolmin. 98.0 propane Premium (Molten) Pentaerythritol Tech Grade 86.0 - 90.0 Mono-PE max. 2 Formals
59
appr. 285
5.6
<0.13
14000
179
1.3 / 9.7
77-99-6
47.9 49.0
252
136.15 750-820
7.4 at 25C
<0.13
47 - 50 25500
does not re1.6 / 12.5 quire a hazard 1 (276) warning label does not require a hazard 1 (276) warning label does not require a hazard 1 (276) warning label does not require a hazard 1 (276) warning label
5.2.5.
115-77-5
odorless
min. min. 98.0 Mono49.3 PE min. min. 98.0 Mono49.3 PE max. 89 Mono-PE 11-13 Di-PE 12-15 Di + Tri-PE min. 90 Di-PE
max. 1 (Gardner)
256-262
136.15 810-840
7.4 at 25C
<0.13
50 - 58 25500
5.2.5.
115-77-5
odorless
256-262
136.15 810-840
7.4 at 25C
<0.13
58
25500
5.2.5.
115-77-5
odorless
136.15
7.4 at 25C
<0.13
25500
5.2.5.
115-77-5
odorless
Dipentaerythritol
254.28
appr. 1356 103.9 at 25C 103.9 at 25C 38.9 (at 5 20C) appr. 650 at 80C
> 2000
does not require a hazard 1 (2147) 5.2.5. warning label 394 does not re1.9 / 12.6 quire a hazard 1 (5307) 5.2.5. warning label does not re1.9 / 12.6 quire a hazard 1 (5307) 5.2.5. warning label 1.0 / 9.9 Xi 5.2.5. 1 (5025) III
126-58-9
odorless
max. 10
max. 0.5
0,004
-50
207
1.005
90.12
1.4412
0.08
107-88-0
max 10
max max max 0.5 0.05 0.005 max. max. 0.1 0.005
-50
207
1.43900,08 1.4410
393
107-88-0
Hexylene glycol
max. 10
-50
197
1.4276
0.05
> 2000 93
306
107-41-5
TCD Alcohol DM
max. 25
max. 0.15
appr. 23
appr. 11 2250
185
250
Xi
1 (5133) 5.2.5.
non non non non 26896-48-0 regu- regu- regu- regulated lated lated lated
Polyols 10
Safety notes
Polyols are organic chemicals which must, as a general rule, be handled with care. For instance localized action of the concentrated product may cause irritation of the eyes, skin and respiratory organs. When working with the products it is essential to ensure that they do not come in contact with the skin and that, above all, the vapours are not inhaled and the compounds not swallowed. Suitable protective equipment should be used, such as gloves, goggles and fume extraction facilities. Polyol dust can form an explosive organic dust cloud. We neither suggest or guarantee, that such hazards are the only ones which exist. Further information on the risks and resultant precautions that must be taken and the need for hazard warning labels for certain products is given in the safety data section of the table as well as in the product and safety data sheets. The accident prevention regulations and the data sheets produced by the Employers Liability Insurance Association of the Chemical Industry should be observed.
Depending on the product, Polyols are dispatched in road tankers, or in different bag sizes. Some products readily absorb moisture from the air. Further details are given in the product and safety data sheets.
Polyols 11
Celanese Chemicals
Besides this brief summary of our product portfolio more detailed information is available from the Business Line Polyols & Olefin Derivatives. Brochures containing numerous substance data, safety data, transport classification, and information regarding delivery and storage are available for: Carboxylic Acids, Amines, Olefin Derivatives, and Polyols. In addition, an overview of our technology portfolio and fields of application is available. It also should be mentioned that many derivatives on the products listed here as well as new products based on our technologies can be manufactured on request: We offer customized solutions to your specific needs.
The Business Line Polyols & Olefin Derivatives is serving its customers worldwide from the Sales Offices in Dallas (USA), Kronberg (Germany), Tokyo (Japan), Hong Kong and Shanghai (China). Dallas: Tel: +1 800 344 2461 Fax: +1 972 443 8070 Kronberg: Tel: +49 69 305 2261 Fax: +49 69 305 81099 Tokyo: Tel: +81 3 3947 0471 Fax +81 3 3947 0481 Hong Kong: Tel: +852 2506 0230 Fax: +852 2506 2511 Shanghai: Tel: +86 21 6887 5127 Fax: +86 21 6887 6899
Production Sites are located in Bay City and Bishop (Texas) in the United States, Oberhausen and Frankfurt a.M. in Germany, and Cangrejera in Mexico. In our R&D Center in Oberhausen (Germany) we are developing new products and work on technical optimizations for and together with our customers. We also offer customized solutions to your specific needs. Ask us: R&D Center Oberhausen Tel: +49 208 693 2398 Fax +49 208 693 2031 e-mail: [email protected]
Celanese Chemicals 1601 West LBJ Freeway Dallas, TX 75234-6034 Tel: +1 972 443 40 00 Fax: +1 972 443 49 20 Celanese Chemicals Europe GmbH Frankfurter Str. 111 61476 Kronberg / Germany Tel: +49 (0)69 305 1 60 00 Fax: +49 (0)69 305 1 60 06 www.celanesechemicals.com
All rights reserved, Celanese Chemicals Europe GmbH, Kronberg, 2004. The information contained in this publication is based on our present state of knowledge and is intended to provide general notes on our products and their uses. To the best of our knowledge this information is accurate; however we do not assume any liability whatsoever for the accuracy and completeness of such information. It should not therefore be construed as promising or guaranteeing specific properties of the products described or their suitability for particular application. We strongly recommend that users seek and adhere to our current instructions for handling these products, and to entrust the handling of such products to adequately trained personnel only. Please adhere to the instructions and information contained in the corresponding Material Safety Data Sheets (MSDS) before attempting to process our products. Any existing industrial property rights must be observed. = registered trademark
Polyols 12