Document LKbnJmQOKXOdyZpVdbkpZYY6Q

Ethanolamines/Glycol Ethers Tier 3 Procedure Section Number: Issue Number: Original Date: Revision Date: Title: References: 1707 1.3 09-17-92 Author: Mike Viator 12-11-95 Process Description And Chemistry Glossary Of Equipment Identification (Text #114) 1707 Process Description And Chemistry: 1.0 Objective: 1.1 To provide a process and chemistry description of the plant's processes for training needs. 2.0 Responsibility: 2.1 It is the responsibility of the operations supervisor to ensure this material is utilized by the trainee to aid in understanding the process. 3.0 Ethanolamines: 3.1 Ethanolamines are produced from the reaction of aqueous ammonia and ethylene oxide. There are three main reactions which take place simultaneously to give three main products as follows: 3.1.1 Desired reactions NH3 (AQ) Ammonia + 0 /\ CH2-CH2 Ethylene Oxide H2NCH2CH20H Monoethanolamines (MEA) 3.1.2 H2NCH2CH20H + Monoethanolamines 0 /\ CH2 CH2 = Ethylene Oxide HN(CH2CH20H)2 Diethanolamines (DEA) 3.1.3 HN(CH2CH20H)2 + Diethanolamines 0 /\ CH2 CH2 = Ethylene Oxide N(CH2CH20H)3 Triethanolamines (TEA or T-99) DO A 060240 CONFIDENTIAL 3.1.4 Undesired Reactions EO + H20 = MEG [CH20HCH20H] EO + MEA = MEAGE [H0CH2CH20CH2CH2NH2] EO + DEA = DEAGE [H0CH2CH20CH2CH2NHCH2CH20H] EO + TEA = TEAGE [H0CH2CH20CH2CH2N(H0CH2CH2)2]Di 4.0 EB Series Reactions: 4.1 The following reactions are carried out in the presence of 100 to 300 ppm potassium hydroxide. The catalyst is neutralized by the addition of oleic acid to the product mixture in the alcohol removal tower. 4.1.1 Desired Reactions 0 /\ CH3-(CH2)2-CH2-OH + CH2-CH2 = CH3-(CH2)2-CH2-0-CH2-CH2-OH n-butanol ethylene oxide ethylene butyl glycol ether (EB) 4.1.2 EO + EB = CH3-(CH2)2-CH2-0-(CH2)2-0-CH2-CH2-OH Diethylene butyl glycol ether (DB) 4.1.3 EO + DB = CH3-(CH2)CH2-0-(0-CH2-CH2)3-OH Triethylene butyl glycol ether (TB) 4.1.4 EO + TB = Highers (T4EB, T5EB, and highers) 4.1.5 Undesired Reactions EO + H20 = MEG [CH20HCH20H] EO + MEG = DEG [CH20HCH20CH2CH20H] EO + DEG = TEG [H0(C2H40)3H] 5.0 PM Series Reactions: 5.1 There are four major pm series products; propylene glycol methyl ether (pm), dipropylene glycol methyl ether(dpm), tripropylene glycol methyl ether (tpm), and Dowfroth-250, a mixture of tpm and higher homologs. The reactions are carried out in the presence of 200 to 2000 ppm potassium hydroxide (KOH). The KOH catalyst is neutralized by the addition of oleic acid to the alcohol removal tower during the portion of the process designed to produce dpm and higher homologs. 5.1.1 o /\ CH2-CH-CH3 + propylene oxide CH30H methanol O I = CH3-CH-CH2-0-CH3 (PM) 5.1.2 PO + PM = DPM [CH30C3H60C3H60H] D0 A OfcO?41 confidential 5.1.3 PO + DPM = TPM [CH20C3H60C3H60C3H60H] 5.1.4 PO + TPM = HIGHERS [4PM, T5PM, AND HIGHERS) 5.1.5 Undesired Reactions PO + MeOH = PM, PO + H20 = MPG [CH3CH0HCH20H] PO + MPG = DPG [(CH3CH0HCH2)20] PO + DPG = TPG [H0(C3H60)2C3H60H] Revisions: 6.1 Revision #1 04-20-93 Yearly Review 6.2 Revision #2 12-23-94 Yearly Review 6.3 Revision 3 12-11-95 Yearly Review DO A 060242 CONFIDENTIAL