Preface |
|
xv | |
About the Author |
|
xvii | |
Chapter 1 The Petrochemical Industry |
|
1 | (30) |
|
|
1 | (9) |
|
1.2 Historical Aspects and Overview |
|
|
10 | (1) |
|
1.3 The Petrochemical Industry |
|
|
11 | (6) |
|
|
17 | (3) |
|
1.4.1 Primary Petrochemicals |
|
|
19 | (1) |
|
1.4.2 Products and End Use |
|
|
19 | (1) |
|
1.5 Production of Petrochemicals |
|
|
20 | (4) |
|
|
24 | (5) |
|
|
29 | (2) |
Chapter 2 Feedstock Composition and Properties |
|
31 | (48) |
|
|
31 | (1) |
|
|
31 | (28) |
|
2.2.1 Composition and Properties |
|
|
33 | (9) |
|
2.2.2 Natural Gas Liquids |
|
|
42 | (1) |
|
|
43 | (1) |
|
|
44 | (2) |
|
2.2.5 Other Types of Gases |
|
|
46 | (13) |
|
|
47 | (1) |
|
|
48 | (1) |
|
|
49 | (2) |
|
2.2.5.4 Geopressurized Gas |
|
|
51 | (1) |
|
|
51 | (2) |
|
|
53 | (4) |
|
|
57 | (1) |
|
|
58 | (1) |
|
|
59 | (9) |
|
2.3.1 Composition and Properties |
|
|
59 | (4) |
|
2.3.1.1 Opportunity Crude Oil |
|
|
61 | (1) |
|
2.3.1.2 High Acid Crude Oil |
|
|
61 | (1) |
|
|
62 | (1) |
|
|
62 | (1) |
|
2.3.2 Other Petroleum-Derived Feedstocks |
|
|
63 | (5) |
|
|
63 | (1) |
|
|
64 | (1) |
|
|
65 | (2) |
|
|
67 | (1) |
|
|
67 | (1) |
|
2.3.2.6 Used Lubricating Oil |
|
|
68 | (1) |
|
2.4 Heavy Oil, Extra Heavy Oil, and Tar Sand Bitumen |
|
|
68 | (6) |
|
|
69 | (1) |
|
|
69 | (2) |
|
|
71 | (3) |
|
|
74 | (5) |
Chapter 3 Other Feedstocks-Coal, Oil Shale, and Biomass |
|
79 | (40) |
|
|
79 | (2) |
|
|
81 | (9) |
|
|
82 | (1) |
|
3.2.2 Properties and Composition |
|
|
83 | (1) |
|
|
83 | (2) |
|
|
85 | (5) |
|
|
90 | (4) |
|
3.3.1 Shale Oil Production |
|
|
90 | (1) |
|
3.3.2 Shale Oil Properties |
|
|
91 | (3) |
|
3.3.2.1 Hydrocarbon Products |
|
|
92 | (1) |
|
3.3.2.2 Nitrogen-Containing Compounds |
|
|
93 | (1) |
|
3.3.2.3 Oxygen-Containing Compounds |
|
|
94 | (1) |
|
3.3.2.4 Sulfur-Containing Compounds |
|
|
94 | (1) |
|
|
94 | (20) |
|
|
97 | (3) |
|
|
99 | (1) |
|
|
99 | (1) |
|
|
99 | (1) |
|
|
100 | (11) |
|
|
103 | (1) |
|
|
103 | (4) |
|
3.4.2.3 Anaerobic Digestion |
|
|
107 | (3) |
|
|
110 | (1) |
|
3.4.3 Chemicals from Biomass |
|
|
111 | (9) |
|
|
111 | (1) |
|
|
112 | (2) |
|
|
114 | (1) |
|
|
114 | (1) |
|
|
115 | (4) |
Chapter 4 Feedstock Preparation |
|
119 | (46) |
|
|
119 | (1) |
|
|
120 | (27) |
|
|
121 | (6) |
|
4.2.1.1 Gas Streams from Natural Gas |
|
|
121 | (2) |
|
4.2.1.2 Natural Gas Liquids and Liquefied Petroleum Gas |
|
|
123 | (1) |
|
4.2.1.3 Gas Streams from Crude Oil |
|
|
124 | (3) |
|
|
127 | (20) |
|
|
128 | (9) |
|
4.2.2.2 Recovery of Condensable Hydrocarbon Derivatives |
|
|
137 | (5) |
|
|
142 | (3) |
|
|
145 | (1) |
|
4.2.2.5 The Claus Process |
|
|
145 | (2) |
|
|
147 | (11) |
|
4.3.1 Refinery Configuration |
|
|
149 | (1) |
|
|
150 | (5) |
|
4.3.2.1 Thermal Cracking Processes |
|
|
150 | (3) |
|
4.3.2.2 Catalytic Cracking Processes |
|
|
153 | (2) |
|
4.3.3 Dehydrogenation Processes |
|
|
155 | (2) |
|
4.3.4 Dehydrocyclization Processes |
|
|
157 | (1) |
|
4.4 Streams from Coal, Oil Shale, and Biomass |
|
|
158 | (4) |
|
|
158 | (1) |
|
|
158 | (1) |
|
|
158 | (1) |
|
|
159 | (2) |
|
|
159 | (1) |
|
|
160 | (1) |
|
|
161 | (7) |
|
|
161 | (1) |
|
|
161 | (1) |
|
|
162 | (3) |
Chapter 5 Feedstock Preparation by Gasification |
|
165 | (44) |
|
|
165 | (3) |
|
5.2 Gasification Chemistry |
|
|
168 | (11) |
|
|
169 | (1) |
|
|
170 | (1) |
|
|
171 | (8) |
|
5.2.3.1 Primary Gasification |
|
|
174 | (1) |
|
5.2.3.2 Secondary Gasification |
|
|
174 | (2) |
|
5.2.3.3 Water-Gas Shift Reaction |
|
|
176 | (1) |
|
5.2.3.4 Carbon Dioxide Gasification |
|
|
177 | (1) |
|
5.2.3.5 Hydrogasification |
|
|
178 | (1) |
|
|
178 | (1) |
|
5.3 Gasification Processes |
|
|
179 | (14) |
|
|
180 | (1) |
|
|
181 | (2) |
|
|
183 | (10) |
|
|
183 | (1) |
|
5.3.3.2 Solvent Deasphalter Bottoms |
|
|
184 | (1) |
|
5.3.3.3 Asphalt, Tar, and Pitch |
|
|
184 | (2) |
|
|
186 | (2) |
|
|
188 | (1) |
|
|
189 | (2) |
|
|
191 | (2) |
|
|
193 | (1) |
|
5.4 Gasification in a Refinery |
|
|
193 | (5) |
|
5.4.1 Gasification of Heavy Feedstocks |
|
|
195 | (1) |
|
5.4.2 Gasification of Heavy Feedstocks with Coal |
|
|
195 | (1) |
|
5.4.3 Gasification of Heavy Feedstocks with Biomass |
|
|
196 | (2) |
|
5.4.4 Gasification of Heavy Feedstocks with Waste |
|
|
198 | (1) |
|
5.5 Gas Production and Other Products |
|
|
198 | (4) |
|
|
199 | (2) |
|
|
199 | (1) |
|
|
200 | (1) |
|
|
200 | (1) |
|
|
201 | (1) |
|
|
201 | (1) |
|
|
202 | (1) |
|
|
202 | (2) |
|
|
204 | (5) |
Chapter 6 Chemicals from Paraffin Hydrocarbons |
|
209 | (60) |
|
|
209 | (2) |
|
|
211 | (24) |
|
6.2.1 Physical Properties |
|
|
212 | (1) |
|
6.2.2 Chemical Properties |
|
|
213 | (2) |
|
6.2.3 Chemicals from Methane |
|
|
215 | (18) |
|
|
216 | (1) |
|
|
217 | (1) |
|
|
218 | (1) |
|
6.2.3.4 Chloromethane Derivatives |
|
|
218 | (2) |
|
|
220 | (3) |
|
|
223 | (1) |
|
|
223 | (3) |
|
|
226 | (3) |
|
6.2.3.9 Aldehyde Derivatives |
|
|
229 | (1) |
|
|
229 | (1) |
|
|
230 | (1) |
|
|
230 | (1) |
|
6.2.3.13 Carboxylic Acids |
|
|
231 | (1) |
|
|
231 | (1) |
|
|
232 | (1) |
|
|
233 | (2) |
|
|
235 | (3) |
|
6.3.1 Physical Properties |
|
|
235 | (1) |
|
6.3.2 Chemical Properties |
|
|
236 | (1) |
|
6.3.3 Chemicals from Ethane |
|
|
237 | (1) |
|
|
238 | (9) |
|
6.4.1 Physical Properties |
|
|
238 | (1) |
|
6.4.2 Chemical Properties |
|
|
239 | (1) |
|
6.4.3 Chemicals from Propane |
|
|
240 | (7) |
|
|
240 | (1) |
|
|
240 | (1) |
|
|
241 | (6) |
|
|
247 | (1) |
|
|
247 | (5) |
|
6.5.1 Physical Properties |
|
|
249 | (1) |
|
6.5.2 Chemical Properties |
|
|
249 | (1) |
|
6.5.3 Chemicals from Butane |
|
|
250 | (2) |
|
|
250 | (2) |
|
6.5.3.2 Production of Aromatics |
|
|
252 | (1) |
|
|
252 | (1) |
|
6.5.4 Chemicals from Isobutane |
|
|
252 | (1) |
|
6.6 Liquid Petroleum Fractions and Residues |
|
|
252 | (14) |
|
|
254 | (3) |
|
6.6.1.1 Physical Properties |
|
|
254 | (1) |
|
6.6.1.2 Chemical Properties |
|
|
255 | (1) |
|
6.6.1.3 Chemicals from Naphtha |
|
|
256 | (1) |
|
|
257 | (1) |
|
6.6.2.1 Physical Properties |
|
|
257 | (1) |
|
6.6.2.2 Chemical Properties |
|
|
257 | (1) |
|
6.6.2.3 Chemicals from Kerosene |
|
|
258 | (1) |
|
|
258 | (2) |
|
6.6.3.1 Physical Properties |
|
|
258 | (1) |
|
6.6.3.2 Chemical Properties |
|
|
259 | (1) |
|
6.6.3.3 Chemicals from Gas Oil |
|
|
259 | (1) |
|
|
260 | (2) |
|
6.6.4.1 Physical Properties |
|
|
261 | (1) |
|
6.6.4.2 Chemical Properties |
|
|
261 | (1) |
|
6.6.4.3 Chemicals from Fuel Oil |
|
|
262 | (1) |
|
|
262 | (1) |
|
6.6.5.1 Physical Properties |
|
|
263 | (1) |
|
6.6.6 Used Lubricating Oil |
|
|
263 | (1) |
|
|
263 | (1) |
|
6.6.8 Chemicals from Liquid Petroleum Fractions and Residues |
|
|
264 | (7) |
|
|
265 | (1) |
|
|
265 | (1) |
|
|
265 | (1) |
|
|
266 | (1) |
|
|
266 | (3) |
Chapter 7 Chemicals from Olefin Hydrocarbons |
|
269 | (54) |
|
|
269 | (2) |
|
7.2 Chemicals from Ethylene |
|
|
271 | (20) |
|
|
273 | (2) |
|
|
275 | (1) |
|
7.2.3 Halogen Derivatives |
|
|
276 | (1) |
|
|
277 | (8) |
|
|
279 | (2) |
|
|
281 | (1) |
|
|
282 | (1) |
|
|
282 | (1) |
|
|
283 | (2) |
|
|
285 | (1) |
|
|
286 | (1) |
|
|
286 | (1) |
|
7.2.6.2 Perchloroethylene and Trichloroethylene |
|
|
287 | (1) |
|
|
287 | (1) |
|
|
288 | (1) |
|
|
289 | (1) |
|
|
290 | (1) |
|
|
290 | (1) |
|
7.3 Chemicals from Propylene |
|
|
291 | (12) |
|
|
294 | (2) |
|
|
296 | (3) |
|
|
299 | (1) |
|
|
300 | (1) |
|
|
300 | (2) |
|
7.3.6 Addition of Organic Acids |
|
|
302 | (1) |
|
|
302 | (1) |
|
|
303 | (1) |
|
|
303 | (1) |
|
7.4 Chemicals from C4 Olefins |
|
|
303 | (10) |
|
|
304 | (6) |
|
|
306 | (2) |
|
|
308 | (1) |
|
|
309 | (1) |
|
|
309 | (1) |
|
|
310 | (1) |
|
|
310 | (3) |
|
|
311 | (1) |
|
|
311 | (1) |
|
7.4.2.3 Addition of Alcohols |
|
|
312 | (1) |
|
|
312 | (1) |
|
|
312 | (1) |
|
|
312 | (1) |
|
7.5 Chemicals from Diolefins |
|
|
313 | (3) |
|
7.5.1 Chemicals from Butadiene |
|
|
313 | (3) |
|
|
314 | (1) |
|
7.5.1.2 Hexamethylenediamine |
|
|
314 | (1) |
|
|
314 | (1) |
|
|
315 | (1) |
|
|
315 | (1) |
|
|
316 | (1) |
|
|
316 | (1) |
|
7.6 Chemicals from Acetylene |
|
|
316 | (5) |
|
|
321 | (2) |
Chapter 8 Chemicals from Aromatic Hydrocarbons |
|
323 | (36) |
|
|
323 | (8) |
|
8.2 Chemicals from Benzene |
|
|
331 | (12) |
|
|
334 | (5) |
|
|
339 | (1) |
|
|
340 | (2) |
|
|
342 | (1) |
|
|
343 | (1) |
|
8.3 Chemicals from Toluene |
|
|
343 | (9) |
|
|
345 | (1) |
|
|
345 | (2) |
|
|
347 | (1) |
|
|
348 | (1) |
|
|
348 | (2) |
|
|
350 | (2) |
|
8.4 Chemicals from Xylene Isomers |
|
|
352 | (3) |
|
8.5 Chemicals from Ethylbenzene |
|
|
355 | (2) |
|
|
357 | (2) |
Chapter 9 Chemicals from Non-hydrocarbons |
|
359 | (26) |
|
|
359 | (1) |
|
|
360 | (3) |
|
|
361 | (1) |
|
9.2.2 Properties and Uses |
|
|
362 | (1) |
|
|
363 | (1) |
|
|
363 | (1) |
|
9.3.2 Properties and Uses |
|
|
364 | (1) |
|
9.4 Carbon Dioxide and Carbon Monoxide |
|
|
364 | (2) |
|
|
365 | (1) |
|
9.4.2 Properties and Uses |
|
|
365 | (1) |
|
|
366 | (2) |
|
|
366 | (1) |
|
9.5.2 Properties and Uses |
|
|
367 | (1) |
|
|
368 | (3) |
|
|
368 | (2) |
|
9.6.2 Properties and Uses |
|
|
370 | (1) |
|
|
371 | (2) |
|
|
372 | (1) |
|
9.7.2 Properties and Uses |
|
|
372 | (1) |
|
|
373 | (3) |
|
|
373 | (2) |
|
9.8.2 Properties and Uses |
|
|
375 | (1) |
|
|
376 | (4) |
|
|
376 | (3) |
|
9.9.2 Properties and Uses |
|
|
379 | (1) |
|
|
380 | (3) |
|
|
381 | (1) |
|
9.10.2 Properties and Uses |
|
|
382 | (1) |
|
|
383 | (2) |
Chapter 10 Chemicals from the Fischer-Tropsch Process |
|
385 | (36) |
|
|
385 | (3) |
|
10.2 History and Development of the Fischer-Tropsch Process |
|
|
388 | (2) |
|
|
390 | (2) |
|
10.4 Production of Synthesis Gas |
|
|
392 | (9) |
|
|
393 | (2) |
|
|
395 | (6) |
|
|
395 | (3) |
|
10.4.2.2 Autothermal Reforming |
|
|
398 | (1) |
|
10.4.2.3 Combined Reforming |
|
|
399 | (1) |
|
10.4.2.4 Partial Oxidation |
|
|
400 | (1) |
|
10.4.3 Product Distribution |
|
|
401 | (1) |
|
|
401 | (2) |
|
10.6 Reactors and Catalysts |
|
|
403 | (6) |
|
|
403 | (2) |
|
|
405 | (4) |
|
10.7 Products and Product Quality |
|
|
409 | (3) |
|
|
409 | (1) |
|
|
410 | (2) |
|
10.8 Fischer-Tropsch Chemistry |
|
|
412 | (5) |
|
10.8.1 Chemical Principles |
|
|
412 | (4) |
|
10.8.2 Refining Fischer-Tropsch Products |
|
|
416 | (1) |
|
|
417 | (4) |
Chapter 11 Monomers, Polymers, and Plastics |
|
421 | (46) |
|
|
421 | (4) |
|
11.2 Processes and Process Chemistry |
|
|
425 | (6) |
|
11.2.1 Addition Polymerization |
|
|
426 | (1) |
|
11.2.2 Free Radical Polymerization |
|
|
427 | (1) |
|
11.2.3 Cationic Polymerization |
|
|
427 | (1) |
|
11.2.4 Anionic Polymerization |
|
|
428 | (1) |
|
11.2.5 Coordination Polymerization |
|
|
428 | (1) |
|
11.2.6 Condensation Polymerization |
|
|
429 | (1) |
|
11.2.7 Ring-Opening Polymerization |
|
|
430 | (1) |
|
|
431 | (15) |
|
|
435 | (2) |
|
11.3.1.1 Low-Density Polyethylene |
|
|
435 | (1) |
|
11.3.1.2 High-Density Polyethylene |
|
|
436 | (1) |
|
11.3.1.3 Linear Low-Density Polyethylene |
|
|
436 | (1) |
|
11.3.1.4 Properties and Uses |
|
|
436 | (1) |
|
|
437 | (1) |
|
11.3.3 Polyvinyl Chloride |
|
|
438 | (1) |
|
|
439 | (1) |
|
|
440 | (1) |
|
|
441 | (1) |
|
|
441 | (1) |
|
11.3.8 Polyether Sul fones |
|
|
442 | (2) |
|
11.3.9 Poly(phenylene) Oxide |
|
|
444 | (1) |
|
|
444 | (1) |
|
11.3.11 Butadiene Polymers and Copolymers |
|
|
445 | (1) |
|
11.4 Plastics and Thermoplastics |
|
|
446 | (7) |
|
|
449 | (1) |
|
11.4.2 Chemical Structure |
|
|
450 | (1) |
|
|
451 | (2) |
|
11.4.3.1 Mechanical Properties |
|
|
451 | (1) |
|
11.4.3.2 Chemical Properties |
|
|
452 | (1) |
|
11.4.3.3 Electrical Properties |
|
|
453 | (1) |
|
11.4.3.4 Optical Properties |
|
|
453 | (1) |
|
11.5 Thermosetting Plastics |
|
|
453 | (4) |
|
|
453 | (2) |
|
|
455 | (1) |
|
11.5.3 Unsaturated Polyesters |
|
|
455 | (1) |
|
11.5.4 Phenol-Formaldehyde Resins |
|
|
455 | (1) |
|
|
456 | (1) |
|
|
457 | (1) |
|
|
457 | (5) |
|
|
458 | (1) |
|
|
459 | (2) |
|
|
460 | (1) |
|
|
460 | (1) |
|
|
460 | (1) |
|
|
460 | (1) |
|
|
461 | (1) |
|
11.6.2.6 Other Nylon Polymers |
|
|
461 | (1) |
|
11.6.3 Acrylic and Modacrylic Fibers |
|
|
461 | (1) |
|
|
462 | (1) |
|
11.6.5 Polypropylene Fibers |
|
|
462 | (1) |
|
|
462 | (3) |
|
11.7.1 Styrene-Butadiene Rubber |
|
|
463 | (1) |
|
|
464 | (1) |
|
|
464 | (1) |
|
|
465 | (1) |
|
|
465 | (1) |
|
11.7.6 Ethylene-Propylene Rubber |
|
|
465 | (1) |
|
|
465 | (2) |
Chapter 12 Pharmaceuticals |
|
467 | (22) |
|
|
467 | (3) |
|
12.2 Medicinal Oils from Petroleum |
|
|
470 | (8) |
|
12.2.1 Mineral Oil/White Oil |
|
|
471 | (1) |
|
|
472 | (2) |
|
|
474 | (1) |
|
|
475 | (1) |
|
|
476 | (2) |
|
12.3 Pharmaceutical Products |
|
|
478 | (1) |
|
12.4 Production of Pharmaceuticals |
|
|
479 | (7) |
|
|
480 | (1) |
|
|
480 | (1) |
|
|
481 | (1) |
|
|
482 | (1) |
|
|
482 | (1) |
|
|
482 | (1) |
|
|
483 | (1) |
|
|
483 | (1) |
|
|
484 | (1) |
|
|
485 | (1) |
|
|
485 | (1) |
|
|
485 | (1) |
|
|
486 | (3) |
Conversion Tables |
|
489 | (4) |
Glossary |
|
493 | (64) |
Index |
|
557 | |