Your Competent Partner for the PUR Industry. PURe Partnership. Intermediates. Be Part of Innovation

Transcription

1 Your Competent Partner for the PUR Industry PURe Partnership Be Part of Innovation Intermediates

2 BASF The Chemical Company BASF is the world s leading chemical company: The Chemical Company. Its portfolio ranges from chemicals, plastics, performance products, agricultural products and fine chemicals to crude oil and natural gas. As a reliable partner to virtually all industries, BASF s intelligent solutions and high-value products help its customers to be more successful. BASF develops new technologies and uses them to open up additional market opportunities. It combines economic success with environmental protection and social responsibility, thus contributing to a better future. 2

3 The Key to Producing High-end Polyurethanes Top Intermediates Supplier BASF s Intermediates division develops, produces and markets the world s largest range of intermediates. The most important of the division s more than 600 products include amines, diols, polyalcohols and acids. Among other applications, intermediates are used as starting materials for coatings, plastics, pharmaceuticals, textile fibers, detergents and crop protectants. Innovative BASF intermediates help to improve the properties of the final product and the efficiency of production processes. BASF has a globally unique portfolio of chemical intermediates for the manufacture of outstandingly versatile PUR material, including an extensive range of high-performance catalysts, polyols, additives and solvents. In addition to a high level of supplier reliability through backward integration and global PUR expertise, BASF offers local presence and extensive customer service. The company also provides wide-ranging support in the development of innovative products and processes. Rigid and semi-rigid PUR foams are used for insulation, dashboards and insulating board. Flexible foam is used for upholstering car seats, furniture and mattresses. Polyurethane foam is also used in the soles of shoes and for energy absorbing materials in the automotive industry. Catalysts Polyols Additives Solvents Lupragen catalysts Butanediol (BDO) Polytetrahydrofuran (PolyTHF) Hexanediol (HDO) Pentanediol (PDO) Trimethylolpropane (TMP) Aminoethylethanolamine (AEEA) Diethanolamine (DEA) Triethanolamine (TEA) Methyldiethanolamine (MDEOA) Phenylethylamine (PEA) Dimethylformamide (DMF) N,N-Dimethylacetamide (DMAC) N-Methyl-2-pyrrolidone (NMP) N-Ethyl-2-pyrrolidone (NEP) Adipic Acid (AA) N4-Amine Propylene carbonate (PC) Content Catalysts 4 Polyols 5 Additives 9 Solvents 10 New Business Development 12 Polyclear Comprehensive Intermediates (Table) 14 3

4 World Leadership in PUR Catalysts BASF has more than 20 PUR catalysts in its range, making it a world leader in this segment. The company markets highperformance reaction accelerators under the Lupragen brand, including extremely low-emission PUR catalysts. Catalysts are required to facilitate the reaction of the two components isocyanate and polyol. Different catalysts are selectively applied to produce a PUR material with the desired properties, depending on whether the final product is to be a rigid, semi-rigid or flexible foam (see pages 14/15). BASF manufactures PUR catalysts at its sites in Ludwigshafen (Germany), Antwerpen (Belgium) and Geismar (USA). 4

5 Polyols Leadership in Butanediol (BDO) BASF is the world s biggest producer of 1,4-butanediol (BDO) and its derivatives. BDO is a bifunctional alcohol that is very widely used in the chemical industry. The terminal OH in each of the CH 2 OH groups of BDO can be reacted with numerous monofunctional and bifunctional compounds, for example to form polyesters with dicarboxylic acids, polyurethanes with diisocyanates and polycarbonates with phosgene. It is also used as a building block in the production of polyester polyols and polyether polyols. BDO and its derivatives are used for producing engineering plastics, polyurethanes, solvents, electronic chemicals and elastic fibers (PolyTHF ). Main BDO reaction types in PU chemistry: Polytetrahydrofuran (PolyTHF): the Ideal Soft Segment for PUR PolyTHF is one of the main soft segments for thermoplastic elastomers and crosslinked elastomers. The hard segment of thermoplastic elastomers generally consists of chain extenders such as short chain diols (e.g. 1,4- butanediol) and diamines (e.g. 1,2-propylenediamine). The amorphous soft segment (PolyTHF) not only imparts elasticity and low temperature flexibility to the finished product but influences the chemical behavior as well. Careful adjustment of the soft segment fine-tunes the desired properties of the final application. BASF is the global market leader in PolyTHF production and manufactures a wide range of PolyTHF molecular weights, including the standard molecular weights 650, 1,000 and 2,000; as well as special 250, tech molecular weights. BDO + Dicarboxylic Acids BDO + Alkylene Oxides BDO + Diisocyanates Polyester Polyols Polyether Polyols Polyurethane Polyols PolyTHF is the ideal soft segment for PUR with: excellent dynamic mechanical properties across a wide temperature range exceptional low temperature behavior superior hydrolytic stability high moisture vapor transmission excellent abrasion resistance high microbial resistance PolyTHF s physical and chemical properties give it advantages over competitive materials such as polyester polyols, due in particular to its superior hydrolysis stability and microbial resistance. 5

6 Top Properties for PUR: Hexanediol (HDO) 1,6-Hexanediol (HDO) is a valuable specialty intermediate chemical with many applications. A linear diol containing two primary hydroxyl groups, HDO is a white, waxy solid at room temperature and melts easily to a clear liquid at temperatures above its melting range of C. HDO is produced at our global Verbund sites in Ludwigshafen, Germany and Freeport, USA. Molten HDO and HDO flakes are the grades supplied. HDO undergoes all reactions typical for primary alcohols. HDO properties are of particular value in the manufacture of polyester polyols and polyether polyols used in polyurethane elastomers, polyurethane dispersions, coatings, adhesives and polymeric plasticizers. Downstream applications of the above include protective and industrial coatings, microcellular polyurethane, cast elastomers, fibers, adhesives, plasticizers, dyestuff, cosmetics, insecticides, surfactants, printing inks and many more. HDO can also be used as a chain extender. HDO-based polyester polyols provide chain extension to the polymer and are characterized by high resistance to hydrolysis high mechanical level low glass transition temperature dry grip Pure Potential: 1,5-Pentanediol (PDO) 1,5-Pentanediol (PDO) is a bifunctional alcohol used in the synthesis of innovative thermoplastic polyurethanes, polyester resins, plasticizers, pharmaceuticals, crop protection agents and piperidine. Our high quality PDO opens up new opportunities in the organic synthesis of products requiring a 5-carbon unit. 6

7 Trimethylolpropane (TMP) Trimethylolpropane (TMP) is a major intermediate with a wide range of applications in the chemical industry, the main ones being polyurethanes, polyester polyols, polyether polyols, binders and adhesives, synthetic lubricants, polyester and alkyd resin coatings. TMP with its three primary alcohol groups is used as a threedimensional crosslinking agent. It is a white solid at room temperature and easily melts to give a clear liquid at temperatures above its melting range of C. Our TMP production process is based on a unique technology developed by BASF in the 1990s. This worldwide first non- Cannizzaro process yields a very high purity product. BASF supplies TMP hydro in flakes and molten material. TMP has a wide variety of applications, with a quaternary structure providing: superior hydrolytic stability weatherability a good balance between hardness and flexibility 7

8 Adipic Acid (AA) Adipic acid is a dibasic organic acid. High quality precursors and modern production processes give a product conforming to the most stringent quality standards. Adipic acid crystallizes to a non-hygroscopic white powder. Bulk crystallized adipic acid can be shipped within Europe by road and rail. Packaged adipic acid powder is shipped worldwide in 20- or 40-foot containers. The standard packaging is 500 kg or 1,000 kg big bags on wooden pallets. Adipic acid serves as an intermediate for the production of polyester polyols for polyurethane systems and thermoplastic polyurethanes. Major applications include elastomers, flexible foams and rigid foams. 8

9 Additives is making a name as a special catalyst in the flexible foam segment. The high amine content significantly reduces starting time. This property is an advantage when rapid foam injection is required. N4-amine is produced by addition of ethylene diamine and acrylonitrile followed by hydrogenation. Aminoethylethanolamine (AEEA) is used as a chain extender and crosslinker for polyurethanes and affects polymer properties accordingly. The product s bifunctionality is a requirement for its use in these areas. Both the hydroxy and the amine function react very well with isocyanates. Methyldiethanolamine (MDEOA) is an amine-based polyol that is suitable for use as a PUR catalyst and as a special polyol in PUR synthesis. A double-action additive (catalyst and polyol), MDEOA is also a useful crosslinker and chain extender. BASF is the world s only manufacturer with full backward integration covering all the raw materials contained in MDEOA. Ethanolamines (EOA) N4-Amine are used in various PUR applications as chain extenders and cross-linkers. Mono-, di- and triethanolamine (MEOA, DEOA, TEOA) forms exist. DEOA and TEOA may be used as a polymerization starter in polyol manufacture. The catalytic effect also provides a means of controlling the foaming rate and subsequent curing. BASF offers a high level of supplier reliability as European market leader with full backward integration on the raw materials side and plants in Germany and Belgium. The company also has an extensive product range with a variety of solutions and mixtures. Mono-, di- and triethanolamine (MEOA, DEOA, TEOA) are produced by synthesis of ethylene oxide and ammonia. In addition to pure grades and an array of mixtures and solutions, BASF supplies a mixture of TEOA and DEOA created specially for the PU market and sold under the product name Triethanolamine PU. 9

10 Solvents BASF is a leading producer of dimethylformamide (DMF), N,N-dimethylacetamide (DMAC), N-methyl-2-pyrrolidone (NMP), N-ethyl-2-pyrrolidone (NEP) and propylene carbonate (PC) with integrated production sites in Ludwigshafen (Germany), Nanjing (China) and Camaçari (Brazil). Expertise in the production of DMF, DMAC, NMP, NEP and PC combined with fully backward-integrated production sites in all major consumption areas go to make BASF the polyurethane industry s supplier and partner of choice. As the world s leading chemical company, BASF has many years of experience in DMF, DMAC, NMP, NEP and PC with regard to issues such as health, sustainability, product stewardship, safety and the environment. We share this expertise to make our customers more successful. 10

11 Dimethylformamide (DMF) is a colorless, high-boiling, polar liquid with high solvency power. It is freely miscible with water and easily recycled. DMF is a major solvent in the production of PUR elastomers, spandex fibers and synthetic leather. N-Methyl-2-pyrrolidone (NMP) and N-Ethyl-2-pyrrolidone (NEP) are semi-volatile, aprotic, highly polar solvents. Both products are colorless, highly mobile liquids with a faint amine-like odor. NMP and NEP are infinitely miscible with water and most organic solvents. Other uses: solvent in PAC fiber production reaction medium in the production of active ingredients for pharmaceuticals and agrochemicals intermediate in numerous industrial processes selective absorbent for gases Applications for NMP and NEP include: polyurethane dispersion production cleaning molds and production systems (nozzles, tanks) removal of PU-based paints and resins process aid in the manufacture of PU-based adhesives N,N-Dimethylacetamide (DMAC) Propylene Carbonate (PC) is a colorless, water miscible and polar liquid which is commonly used as a solvent for industrial applications and organic reactions. DMAC is the solvent of choice for the production of spandex fibers. has a number of beneficial properties and characteristics in urethane chemistry applications. In can be used as a viscosity reducer, compatibilizer, reactive diluent and plasticizer in urethane systems. Other fields of application for N,N-dimethylacetamide are: solvent for the production of PAC fibers Other fields of applications for propylene carbonate are: solvent replacement for toxic solvents (low toxicity and non irritability) production of pharmaceuticals and agrochemicals solvent and reaction medium for a variety of industrial processes 11

12 Ready for You: Intermediates Innovation Team The New Business Development team of the BASF Intermediates Division, operating in Europe, the NAFTA region, and Asia, is specialized in the life sciences sector, general industrial applications and special technologies. Based on its extensive expertise, the team endeavors to develop new chemicals and processes and to use existing intermediates in new contexts, thereby creating new applications for these products. The emphasis is on maintaining close contact with customers while offering the benefits of being part of BASF s global Verbund of integrated research and production structures. The team has direct access to BASF s three competence centers and, thus, to some 5,500 researchers, and it can rely on a vast number of state-of-the-art multi-product manufacturing plants, including two plants producing chiral amines. Customers are supplied with bespoke intermediates produced to their individual requirements in both small lab- and world-scale quantities. The product range is complemented by extensive services providing solutions to satisfy the particular demands of small- and medium-sized companies: BASF develops suitable analytical methods and logistics solutions, and assists with the notification of new substances as well as patent-law and environmental issues. 12

13 Polyclear 136 Unique Aliphatic, Polyurea Coatings Chain Extender BASF has received United States Environmental Protection Agency approval to market its new, aliphatic, modified isophorone diamine (mipda) chain extender for use in formulating light-stable polyurea coatings. These coatings are used in a variety of applications that range from the sealing of concrete floors to the protection of pick-up truck beds. Polyclear 136 is the world's only aliphatic diamine chain extender that is approved for use in the United States, the European Union (EINECS approved) and Asia (IECSC approved). Sold under the trade name Polyclear 136, this new product was jointly developed by BASF and The Hanson Group LLC, Duluth, Ga., to provide improved performance to polyurea coatings formulators. It demonstrates BASF s expertise in and commitment to polyether amines and the polyurea industry. Performance: reduced overall formulation and coating costs when compared to other diamines faster film property development similar to aromatic polyureas improved system processability improved substrate adhesion better system thermal stability low viscosity excellent UV and color stability TM = registered by The Hanson Group LLC 13

14 Comprehensive Intermediates PUR Portfolio BASF Name International Name CAS No. Mol weight TSCA ENCS/ISHL [g/mol] Lupragen N 100 N,N-Dimethylcyclohexylamine Lupragen N 101 N,N-Dimethylethanolamine Lupragen N 103 N,N-Dimethylbenzylamine Lupragen N 104 N-Ethylmorpholine Lupragen N 105 N-Methylmorpholine MITI/MOL Lupragen N 106 2,2 -Dimorpholinodiethylether Lupragen N 107 Dimethylaminoethoxyethanol Lupragen N 201 Triethylenediamine 33% sol. in Dipropyleneglycol Lupragen N 202 Triethylenediamine 25% sol. in Butanediol Lupragen N 203 Triethylenediamine 33% sol. in Ethyleneglycol Lupragen N 204 N,N'-Dimethylpiperazine Lupragen N 205 Bis(2-dimethylaminoethyl)ether Lupragen N 206 Bis(2-dimethylaminoethyl)ether % sol. in Dipropyleneglycol Lupragen N 301 Pentamethyldiethylenetriamine Lupragen N 400 N,N,N -Trimethylaminoethylethanolamine Lupragen N 500 N,N,N,N -Tetramethyl-1,6-hexandiamine Lupragen N 600 1,3,5-Tris(dimethylaminopropyl)-sym hexahydrotriazin Lupragen N 700 1,8-Diazabicyclo-5,4,0-undecene Lupragen API N-(3-Aminopropyl)imidazole Lupragen DMI 1,2-Dimethylimidazole Lupragen NMI 1-Methylimidazole PolyTHF 650S Polytetramethyleneetherglycol 650S PolyTHF 1000 Polytetramethyleneetherglycol PolyTHF 1000S Polytetramethyleneetherglycol 1000S PolyTHF 2000 Polytetramethyleneetherglycol ,4-Butanediol 1,4-Butanediol ,6-Hexanediol 1,6-Hexanediol ,5-Pentanediol 1,5-Pentanediol TMP (Trimethylolpropane) Trimethylolpropane NEP (N-Ethyl-2-pyrrolidone) 1-Ethyl-2-pyrrolidone NMP (N-Methyl-2-pyrrolidone) 1-Methyl-2-pyrrolidone PC (Propylene carbonate) Propylene carbonate DMAPA 3-(Dimethylamino)propylamine Exclusively marketed by Degussa Goldschmidt 14

15 EINECS-No. Melting Boiling Assay Application point point [%] Flexible Foam Semi-rigid Rigid Elastomer Adhesives TPU Slapstock Molded Foam Foam Shoe Sole Coatings C C min (GC) C C min (GC) < 40 C C min (GC) C C min (GC) C C min (GC) C 309 C min (GC) < 70 C 204 C min (GC) C n.d (Titration) C 216 C (Titration) C 196 C (Titration) C C min (GC) < 80 C 188 C min (GC) < 80 C 188 C min (GC) < 20 C 199 C min (GC) < 70 C 210 C min (GC) C C min (GC) C 225 C C 261 C min (GC) C 296 C min (GC) C 205 C min (GC) C 198 C min (GC) none (Polymer) 18 C >250 C none (Polymer) 24 C >250 C none (Polymer) 24 C >250 C none (Polymer) 30 C >250 C C 230 C min (GC) C C min (GC) C C min (GC) C C min (GC) < 75 C C min (GC) C C min (GC) C C min (GC) < 50 C 135 C min (GC) 15

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