Organic Intermediates and Silanes for Pharma - Wacker-Chemie

28 Pages·2014·3.39 MB·English

CREATING TOMORROW’S SOLUTIONS
EDITION 2017
ORGANIC INTERMEDIATES, SILANES
AND BIOTECHNOLOGICAL PRODUCTS
FOR PHARMA, AGRO AND INDUSTRIAL
APPLICATIONS
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WACKER: PROVIDING SOLUTIONS
FOR YOUR INDUSTRY SINCE 1914
In the pharmaceutical and agrochemical industries, innovative solutions
are as important as reliable production processes for the manufacture of
high-quality products. Based on 100 years of expertise, WACKER offers
fine chemicals for synthesis and biotechnologically derived products for
the formulation of actives – we are both your global supplier and individual
solution provider.
Expertise on a Large Scale

WACKER is one of the world’s leading chemical companies with 23 production sites
and around 13,500 employees across the globe. Most of our products for pharmaceutical
and agricultural applications are made at our Burghausen site, which covers 232
hectares and employs around 8,000 people. We manufacture more than 3,000 different
products in a highly integrated production system (“Verbundsystem”) at the site.
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Contents
WACKER as Your Partner 2
Our Offering 4
Our Production System 6
Our Product Portfolio 8
Product Overview 10
Product Details 12
New Products 22
Index 24
WACKER at a Glance 26
Whether you are looking for established Highly Sophisticated Production
products or innovative solutions – Processes
we support your success with a broad Many of our patents concern our production
product portfolio, extensive expertise processes. In a highly integrated production
and state-of-the-art production. system (“Verbundsystem”), we use custom
chemical processes to guarantee seam-
100 Years of Expertise less control, from the raw materials to the
In 2014, WACKER celebrated its centen- end product. Our strong backward inte-
nial, recalling its origin as a producer of gration ensures supply security.
acetic acid, which is still a key raw material
for many of our products. We have since Comprehensive Service
grown to be a leading global chemical As a solution provider, we assist you
corporation that has served the pharma- along your value chain. From large-scale
ceutical and agrochemical industries with supply to quality-assurance support –
dedication and expertise for decades. we strive to meet your specific demands.
Proprietary Technologies Committed to Sustainability
WACKER is one of the most research- We are utterly committed to the
intensive chemical companies in the principles of sustainable development
world. We currently hold over 5,600 and Responsible Care®, as well as to
patents, with over 1,900 pending. We national and international standards.
are the only global producer of alpha-, Our integrated management system
beta- and gamma-cyclodextrins and (IMS) forms the basis for this.
the first company worldwide to produce
L-Cystine by fermentation.
Your Advantages
• Broad product range of cyclodextrins and
derivatives
• Broad portfolio of organic intermediates,
organosilanes, L-Cysteine and L-Cystine
• Longstanding experience in core technologies
• Broad expertise in developing tailor-made
solutions
• Excellent customer service
• Large production capacities
• High backward integration
CAVAMAX® and CAVASOL® are registered trademarks
of Wacker Chemie AG.
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OUR OFFERING:
A HIGH-QUALITY COMBINATION
OF EXPERIENCE AND INNOVATION
Throughout our portfolio, from cyclodextrins to complex organic intermediates,
you will find a common basis – top quality standards for your specific
needs. With our products and services, we focus on the pharmaceutical
and agrochemical industries. However, some of our large-volume products
also find use as building blocks and solvents in industrial applications.
Pharma Agro Industrial
Product Group • Fine chemicals • Fine chemicals • Acetylacetone
• Silanes • Silanes • Methyl acetate
• Cyclodextrins* • Cyclodextrins* • Cyclodextrins*
• L-Cystine/L-Cysteine
• Acetic acid pharma
Application • Synthesis: building blocks, • Synthesis: building blocks • Synthesis: building blocks, solvents
reagents, solvents • Formulation: adjuvants • Performance chemicals
• Fermentation: auxiliaries
• Purification: agents
• Formulation: excipients
Quality Standard • ISO 9001/14001/50001 • ISO 9001/14001/50001 • ISO 9001/14001/50001
• Certain products comply with IPEC
GMP
• Ph. Eur./USP**
* Distributed under the tradenames CAVAMAX® and CAVASOL®.
** Certain products fulfill Ph.Eur./USP monograph specification requirements.
Contact Us
Please also feel free to contact us if you are
looking for a particular product that is not
listed in this brochure. We will strive to find
the right solution for your application.
Wacker Chemie AG
Tel. [phone]
[email protected]
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Custom Synthesis Based on our Key Raw Materials and our Core
Technologies
Ketene chemistry Organometallic chemistry
o o o CI
o
Si CI Si CI
o
α-chlorination Silane chemistry
o o o H
CI N
CI Si + MeCI Si Si Si
CI3 C C CI3
Photochlorination
CI CI
Si Si CI
With our core technologies, we can provide Your Benefits: • Supply security due to backward integration
large-volume, single-step custom synthesis • Customized services thanks to our own and our flexible multipurpose plant
of products, such as α-chlorinated ketones. process development laboratory • Safe handling of toxic and highly flammable
In addition, we offer all the advantages • High flexibility due to large-scale production products thanks to corrosion-resistant and
of a global player as well as extensive, capacities on a scale of 10 – 1,000 MT explosion-proof equipment
individualized service. • Cost-efficient processes, e.g. due to • Safe transportation thanks to a fleet of
continuous production dedicated tank containers for bulk deliveries
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OUR PRODUCTION SYSTEM:
ENSURING HIGH QUALITY AND
SUPPLY SECURITY
At our multipurpose plant in Burghausen, we operate a unique, highly inte-
grated production system (“Verbundsystem”), which we constantly refine
to meet the most stringent of quality standards. With these refinements,
we also aim to continually reduce material and energy consumption.
Our Multipurpose Plant (ZPA*) Benefits from WACKER’s Integrated Production System (“Verbundsystem“)
Chloroacetaldehyde
Chloroacetones Chloromethylsilanes
derivatives
Acetone VAM NaOH Chlorine MeCl MeSiCl
n m
Acetic acid Ethylene NaCl MeOH Si
WACKER sources External sources WACKER intermediates or products
*ZPA (“Zwischenproduktanlage”) = WACKER’s multipurpose plant for organic intermediates.
Backward Integrated to Our Own ... and Silicon-Metal Production Plant that are generated during the reactions
Salt Mine ... Methyl chloride (MeCl) and methylchloro- are mostly separated, purified and recycled/
We extract the raw material, salt, at silanes (Me SiCl ) are produced from fed into the larger integrated “Verbund”
n m
our own salt mine in Stetten, Germany. chlorine, methanol and silicon metal production system at our Burghausen site.
The key reagents, chlorine and sodium (Müller-Rochow process). We are backward
hydroxide, are produced at our facility in integrated to silicon metal through our own Focus on Sustainability
Burghausen. Chlorine is used in our chlo- production plant in Norway. This leads to a highly efficient, safe and
rination reactions to yield chloroacetones sustainable production system. In this
(MCA, TCA and HCA), chloroacetaldehyde Production in a Closed Pipeline System context, our original goal was to reduce
and its derivatives (CLACH, CADMA, Our “Verbundsystem” (integrated production weighted specific energy consumption by
CADEA, etc.) and chloromethylsilanes system) is a highly backward-integrated, one-third between 2007 and 2022, but
(CMM1, CMM2, and CMM3). Vinyl ace- vertical system. You can benefit from our we had already achieved that by 2014.
tate, which is produced from acetic acid infrastructure that handles, for example, We have now set a goal of reducing spe-
and ethylene, is another key raw material highly corrosive reagents in a closed cific energy consumption to half of the
in the synthesis of CLACH and CADMA. pipeline system. Gases and side streams 2007 level by the year 2022.
For a list of abbreviations, please refer to pages 10 and 11.
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OUR PRODUCTION SYSTEM:
ENSURING HIGH QUALITY AND
SUPPLY SECURITY
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OUR PRODUCT PORTFOLIO:
YOUR SOUND BASIS FOR SUCCESS
Our broad portfolio of organic intermediates, silanes and biotechnologically
derived products is based on six key raw materials. We are thus highly
backward integrated, which we consider an essential element of our portfolio
strategy. We are committed to further developing our offering on this basis
to meet your specific needs.
Starch
Products Derived from Starch: Cyclodextrins
OH
HO O
OHO O Cyclodextrins are naturally occurring cyclic oligosaccharides. Depending on the
O HO HO OHO number of glucose units, they are described as alpha- (6 units), beta- (7 units)
O OH HO OH and gamma- (8 units) cyclodextrins.
HO Cyclodextrins are superior solubility enhancers for active ingredients which can
O
HO
HO increase bioavailability and control the release of volatile substances. They can be
O O
HO OH used as process aid in fermentations and as solubilizer for cell culture media, too.
O
OH OH WACKER is the only global producer of all three native cyclodextrins, which are
HO OHO OH OHO O marketed as CAVAMAX® products. We also offer chemically modified derivatives
O HO under the CAVASOL® trademark. All our native cyclodextrins are produced from
starch at our Eddyville plant in Iowa, USA.
CAVAMAX® W6/W7/W8
CAVASOL® W7 M
CAVASOL® W6 HP
CAVASOL® W7 HP
CAVASOL® W8 HP
Glucose
Products Derived from Glucose: L-Cystine and L-Cysteine
L-Cystine and L-Cysteine are important agents in protein refolding (e.g. insulin).
They are used as raw materials for API synthesis (e. g. expectorants) and as ingredients
in cell culture media. Traditionally, they are of human or animal origin.
WACKER is the first global company to produce L-Cystine in a patented process
through fermentation in E.coli. Due to their fermentative origin, our amino acids are
of the highest purity, TSE/BSE-free and certified as halal and kosher.
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Acetone
Products Derived from Acetone: Chlorinated Intermediates
Acetone was a major pillar of WACKER’s portfolio in the first half of the 20th century.
This tradition is resumed in our acetone-derived products. Our chlorinated acetones
are broadly used in the pharmaceutical and agrochemical industries as C-3 building
blocks for the synthesis of active ingredients.
Acetic Acid
Products Derived from Acetic Acid: Organic Acids, Esters and Diketones
WACKER’s success was built on the production of acetic acid at the beginning of
the 20th century. This legacy lives on in the products that are based on acetic acid.
We offer a highly pure acetic acid grade for pharmaceutical and electronic applications.
Our methyl acetate is used as solvent in the pharmaceutical, coatings and detergent
industries.
Chloroacetaldehyde and its acetal derivatives are highly functionalized C-2 building
blocks for organic synthesis and find use in the pharmaceutical and agrochemical
industries.
Our ketene-derived products serve as building blocks in the synthesis of active
ingredients and we are proud to be the only remaining Western producer of
acetylacetone. Our acetylacetone is used in PVC stabilizers and as raw material
in the synthesis of organic intermediates for the pharmaceutical and agrochemical
industries.
Calcium Acetylacetonate is widely used as a component in PVC stabilizers especially
for PVC window frames and special cables.
O O
Ca
O O
Si and MeOH
Products Derived from Silicon and Methanol: Silyl Building Blocks and
Silylating Agents
WACKER is an important producer of organosilanes.
Our chlorosilanes find use as silylating agents, predominantly in carbohydrate and
beta-lactam chemistry.
Our C-8 or C-18 chlorosilanes are used for the production of reversed-phase
chromatographic material.
Our chloromethylsilanes serve as building blocks in the synthesis of active ingredients
for the pharmaceutical and agrochemical industries.
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PRODUCT OVERVIEW
Product Name WACKER Name CAS # Min. Assay [%] Availability Industries
Cyclodextrins
α-Cyclodextrin CAVAMAX® W6 10016-20-3 90.0 •
α-Cyclodextrin CAVAMAX® W6 Pharma 10016-20-3 98.0 •
β-Cyclodextrin CAVAMAX® W7 7585-39-9 95.0 •
β-Cyclodextrin CAVAMAX® W7 Pharma 7585-39-9 98.0 •
γ-Cyclodextrin CAVAMAX® W8 17465-86-0 90.0 •
γ-Cyclodextrin CAVAMAX® W8 Pharma 17465-86-0 98.0 •
Methyl-β-cyclodextrin CAVASOL® W7 M 128446-36-6 95.0 •
Methyl-β-cyclodextrin, techn. solution CAVASOL® W7 M TL 128446-36-6 50 •
Methyl-β-cyclodextrin CAVASOL® W7 M Pharma 128446-36-6 98.0 •
Hydroxypropyl-α-cyclodextrin CAVASOL® W6 HP TL 128446-33-3 50 •
Hydroxypropyl-β-cyclodextrin CAVASOL® W7 HP 128446-35-5 95.0 •
Hydroxypropyl-β-cyclodextrin CAVASOL® W7 HP TL 128446-35-5 40 •
Hydroxypropyl-β-cyclodextrin CAVASOL® W7 HP Pharma 128446-35-5 98.0 •
Hydroxypropyl-γ-cyclodextrin CAVASOL® W8 HP 128446-34-4 n/a •
Hydroxypropyl-γ-cyclodextrin CAVASOL® W8 HP Pharma 128446-34-4 98 •
Chlorinated Intermediates
Monochloroacetone MCA 78-95-5 96.0 •
1,1,1-Trichloroacetone 1,1,1-TCA 918-00-3 95.0 Upon request
1,1,3-Trichloroacetone 1,1,3-TCA 921-03-9 86.5 •
1,1-Dichloroacetone 1,1-DCA 513-88-2 96.0 Upon request
Hexachloroacetone HCA 116-16-5 99.2 •
Hexachloroacetone, high purity HCA h.p. 116-16-5 99.8 •
Hexachloroisopropanol 6188-63-2 99.0 Upon request
Chloroacetaldehyde, 45% solution CLACH 107-20-0 45.0 •
Chloroacetaldehyde dimethylacetal CADMA 97-97-2 99.0 •
Chloroacetaldehyde diethylacetal CADEA 621-62-5 98.0 Upon request
2-(Chloromethyl)-1,3-dioxolane Dioxolane 2568-30-1 98.0 Upon request
2-(Chloromethyl)-1,3-dioxepane CMDO 54237-96-6 Upon request
Ethyl-2-chloroacetoacetate 2-Cl-ACE 609-15-4 96.0 •
N,N-Dimethyl-2-chloroacetoacetamide DMCAA 5810-11-7 96.0 •
3-Chloro-2-butanone 3-Cl-MEK 4091-39-8 96.0 •
Amino Acids
L-Cystine Pharma CYSS 56-89-3 98.5 •
L-Cysteine HCl HO Pharma CYSH 7048-04-6 98.5 •
2
L-Cysteine free base CYSF 52-90-4 98.0 •
Organic Acids & Esters
Acetic acid pharma HOAc Pharma 64-19-7 99.9 •
Methyl acetate 97% MetAc 79-20-9 97 •
Methyl acetate 99.5% MetAc 79-20-9 99.5 •
Isopropenyl acetate IPA 108-22-5 99.0 •
1-Acetoxy-2-propanone Acetoxyacetone 592-20-1 97.0 Upon request
Pharma Agro Industrial
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