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PLACCEL® Polyester Polyol

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PLACCEL® Polyester Polyol Document No. 20140102 PLACCEL® Polyester polyol Organic Chemical Products Company Page 1/30 Key Technology 1. Oxidation reaction with peracetic acid O O O O CH CHO 3 CH3COOH O2 Baeyer-Villiger Reaction O Epoxidizing Reaction 2. Ring opening reaction and polymerization of epoxy and epsilon- caprolactone Page 2/30 PLACCEL M (epsilon-caprolactone monomer) O O Table. Typical properties Product Name PLACCEL M Molecular weight 114.14 Appearance [r.t.] Colorless liquid Specific gravity (20 / 4oC) 1.0693 Boiling point (oC) 237.1 Vapor pressure (mmHg / 20oC) 0.02 Viscosity (mPa・s / 20oC) 6.6 Flash points (oC) 118 The above data are not specifications and may change without any notice. Page 3/30 Advantages of PLACCEL M using as modifiers Good reactivity with some active hydrogen groups (-OH, -NH groups) 1) Reacting end-functional group has primary hydroxyl group • Reaction with hardener is easily • Crosslinked material is tightly 2) Introducing polycaprolactone moiety • To improve compatibility with some resin • To improve solubility • To improve flexibility at low temperature Page 4/30 Polycaprolactone Polyol (Oligomer) diol as initiator PLACCEL PLACCEL 205, 208, 210, 212, 220, 230, 240 M Mw/Mn < 1.4 PLACCEL 210N, 220N, 230N, 210CP, 220CPB, 220CPT Liquid PLACCEL 205U, L212AL, L220AL Water resistance PLACCEL 220EB PTMG or PPG co-polymer PLACCEL T2205, P3403 PCD co-polymer PLACCEL 220EC triol as initiator PLACCEL 303, 305, 308, 312, 320, L320AL tetraol as initiator PLACCEL 410 Page 5/30 We have others basis of Special Molecular design. Polycaprolactonediol family with a molecular weight of 2000 Narrow PLACCEL 220N PLACCEL 220CPT distribution grade Abrasion res. Low acid value Compression Hydrolysis res. permanent Liquid grade PLACCEL 220 as Standard grade PLACCEL L220AL Elastic recovery Improved solubility Carbonate diols grade PTMG PLACCEL CD 220 modification Co-polymer grade to liquid PLACCEL CD220PL PLACCEL T2205 PLACCEL 220EC Hydrolysis res. Hydrolysis res. Cold res. Heat res. Page 6/30 PLACCEL general series (Polycaprolactonediol) O O O R O H n O O m H Table. Typical properties Product Name 205 210 220 240 Molecular weight 525 1,000 2,000 4,000 Appearance [r.t.] Paste Wax Wax Wax Color (APHA) 10 10 15 20 Viscosity (mPa･s/75oC) - 120 372 - OH value (KOHmg/g) 213.3 112.8 56.7 28.5 Acid value (KOHmg/g) 0.08 0.09 0.07 0.07 The above data are not specifications and may change without any notice. Page 7/30 PLACCEL N series (Narrow distribution grade) PLACCEL N series are characterized for its narrow molecular weight distribution. Table. Typical properties Product Name 210N 220N 230N Molecular weight 1,000 2,000 3,000 Appearance [r.t.] Wax Wax Wax Color (APHA) 10 10 10 Viscosity (mPa･s/75oC) 84 242 - OH value (KOHmg/g) 113.2 56.1 37.1 Acid value (KOHmg/g) 0.13 0.10 0.13 The above data are not specifications and may change without any notice. Page 8/30 PLACCEL CP series (Narrow distribution and better hydrolysis resistance) PLACCEL CP series are characterized for different initiator. In addition, PLACCEL220 CPT is higher hydrolysis resistance, due to a lower acid value. Table. Typical properties Product Name 210CP 220CPB 220CPT Molecular weight 1,000 2,000 2,000 Appearance [r.t.] Paste Wax Wax Color (APHA) 10 10 10 Viscosity (mPa･s/75oC) - - 244 OH value (KOHmg/g) 112.8 57.2 56.6 Acid value (KOHmg/g) 0.16 0.16 0.02 The above data are not specifications and may change without any notice. Page 9/30 PLACCEL polyfunctional series (Polycaprolactonepolyol) PLACCEL polyfunctional series is completely control of number of functional group according to ring opening polymerization. Table. Typical properties Product Name 305 312 320 410 number of functional group 3 3 3 4 Molecular weight 550 1,250 2,000 1,030 Appearance [r.t.] Liquid Wax Wax Liquid Color (APHA) 10 20 20 15 Viscosity (mPa･s) 1,279/25oC 152/75oC 281/75oC 272/60oC OH value (KOHmg/g) 305.6 136.1 85.4 217.8 Acid value (KOHmg/g) 0.50 0.38 0.29 0.56 The above data are not specifications and may change without any notice. Page 10/30 PLACCEL AL series (Liquid types polycaprolactonepolyol) PLACCEL AL series are amorphous and viscous liquid of polycaprolactonepolyol. Table. Typical properties Product Name L212AL L220AL L320AL number of functional group 2 2 3 Molecular weight 1250 2,000 2,000 Appearance [r.t.] Liquid Liquid Liquid Color (APHA) 15 10 10 Viscosity (mPa･s/25oC) 3,168 8,433 10,831 OH value (KOHmg/g) 90.2 56.8 83.4 Acid value (KOHmg/g) 0.17 0.20 0.45 The above data are not specifications and may change without any notice. Page 11/30 PLACCEL E series (Improved hydrolytic stability) PLACCEL E series are liquid polyester diol with improved hydrolytic stability. PLACCEL 220EB is special adipate polyester. PLACCEL 220EC is co-polymer with polycabonatediol. Table. Typical properties Product Name 220EB 220EC number of functional group 2 2 Molecular weight 2,000 2,000 Appearance [r.t.] Liquid Liquid Color (APHA) 20 45 Viscosity (mPa･s/75oC) 752 1,055 OH value (KOHmg/g) 56.8 56.5 Acid value (KOHmg/g) 0.24 0.02 The above data are not specifications and may change without any notice. Page 12/30 PLACCEL CD series (Polycarbonatediol) General Grade : CD220 Liquid Grade w/ lower Md. : CD220PL Table. Typical properties Product Name CD210 CD220 CD205PL CD220PL Molecular weight 1,000 2,000 500 2,000 Appearance [r.t.] Wax Wax Liquid Liquid Color (APHA) 20 10 10 10 Viscosity (mPa･s) 415.4/75oC 2,588/75oC 1,396/25oC 4615/60oC OH value (KOHmg/g) 111.5 55.7 230.6 57.6 Acid value (KOHmg/g) 0.02 0.03 0.05 0.03 The above data are not specifications and may change without any notice. Page 13/30 PLACCEL T2205, P3403 (PTMG or PPG initiated polycaprolactone) *Excellent properties at low temperature *Excellent compression permanent *Improved abrasion resistance Table. Typical properties Product Name T2205 P3403 Initiator PTMG PPG number of functional group 2 3 Molecular weight 2000 4000 Appearance [r.t.] Wax Liquid Color (APHA) 25 25 OH value (KOHmg/g) 55.0 42.4 Acid value (KOHmg/g) 0.12 0.26 The above data are not specifications and may change without any notice. Page 14/30 Characteristics of the polyurethane elastomers by used several diols Other Polyols PLACCEL Diols PBGA PTMG PCD 220 220N L220AL 220CPT T2205 Water CP⇒CPT × ○ ◎ △ △ △ ○ △ resistance poor good excellent fair fair fair good fair Heat △ × ◎ ○ ○ ○ ○ △ resistance fair poor excellent good good good good fair Oil × ○ ○ ○ ○ ○ ○ ○ resistance poor good good good good good good good Cold × ◎ × ○ ○ ○ ○ ◎ resistance poor excellent poor good good good good excellent Compression × △ × × ○ ○ ○ ◎ permanent poor fair poor poor good good good excellent Abrasion △ × ○ ○ ◎ △ ○ △ resistance fair poor good good excellent fair good fair Weather ○ × ○ ○ ○ ○ ○ × resistance good poor good good good good good poor Mw/Mn Mw/Mn modified types Standard Liquid <1.4 <1.4 by ether Note; PBGA: Polybutylenegycoladipate, PTMG: Polytetramethyleneglycol, PCD: Polycarbonatediol, PLACCEL; Polycaprolactonediol Page 15/30 Preparation of Polyurethane 1) PLACCEL / MDI / 1,4-BG (PLACCEL content : 60.0%) 2) Preparation Process A)PLACCEL / MDI Prepolymer 80oC NCO=10% 80oC*1.5hr Mixing Mold About 1min 100 or 120oC B)PLACCEL + 1,4-BG 80oC Reaction 120oC*17hr Index(NCOpre/OH)=1.04 3) Formulation (ex. Using PLACCEL 220) A) Prepolymer Mn mol weight mol mol weight ratio PLACCEL 220 2004 1.000 2004 PLACCEL 220 1.138 1.000 60.00 MDI 250 4.820 1205 MDI 4.820 4.236 31.71 Total 3209 1,4-BG 3.498 3.074 8.28 Blend ratio B) Hardener Mn mol weight Total 100 A)Prepolymer PLACCEL=60.00%, Index(NCO/OH)=1.040 PLACCEL 220 2004 0.138 276 100.0 parts 1,4-BG 90 3.498 315 B)Hardener 18.4 parts Total 591 Page 16/30 Physical properties (1) Formulation Polyol (PLACCEL) 210 210N 210CP 212 212CP 220 PLACCEL 1.000 1.000 1.000 1.000 1.000 1.000 mol MDI 2.211 2.219 2.238 2.712 2.702 4.199 ratio 1,4-BG 1.154 1.162 1.179 1.637 1.627 3.071 Index[NCO]pre/[OH] 1.035 1.038 1.039 1.041 1.036 1.035 TPU Hardness (JIS A) 85 85 87 86 86 90 100%M (MPa) 6.3 5.9 7.5 7.2 7.7 8.6 200%M (MPa) 9.8 9.3 11.6 10.9 11.9 13.3 300%M (MPa) 21.3 23.1 26.0 22.0 22.9 21.2 Tensile 400%M (MPa) - - - - - 39.0 properties Tensile strength 45.3 47.9 42.4 53.2 40.2 46.6 (MPa) Elongation (%) 375 370 340 390 360 430 Tearing strength (N/mm) B 81 80 77 86 83 93 Softening point (oC) 209 210 207 209 208 205 Tg (DMS) (1Hz,2oC/min) -18.1 -17.0 -18.9 -28.4 -25.5 -39.1 Page 17/30 Physical properties (2) Formulation Polyol (PLACCEL) 220N 220CPB 230 230CP 240 240CP PLACCEL 1.000 1.000 1.000 1.000 1.000 1.000 mol MDI 4.22 4.15 6.084 6.152 8.060 8.124 ratio 1,4-BG 3.091 3.030 4.888 4.952 6.788 6.850 Index[NCO]pre/[OH] 1.042 1.037 1.048 1.038 1.037 1.043 TPU Hardness (JIS A) 90 90 90 93 93 92 100%M (MPa) 9.0 9.1 7.9 10.5 9.3 6.3 200%M (MPa) 12.9 12.8 12.7 14.3 14.5 11.1 300%M (MPa) 20.0 19.2 19.1 19.2 20.4 16.9 Tensile 400%M (MPa) 36.3 32.9 30.5 27.1 29.2 25.7 properties 500%M (MPa) - - - 36.5 48.8 - Tensile strength 41.7 40.4 50.8 43.5 52.4 40.4 (MPa) Elongation (%) 420 425 495 530 525 490 Tearing strength (N/mm) B 102 98 109 110 125 111 Softening point (oC) 204 202 210 213 212 214 Tg (DMS) (1Hz,2oC/min) -39.2 -38.9 -45.6 -46.4 -31.9 -50.0 Page 18/30 Preparation of Casting Urethane Elastomer Formulation for Polyurethane Solution Isocyanate : 4,4’-Diphenylmethane diisocyanate (MDI) Isocyanate Index : 105 Chain-extender : 1,4-Butanediol (BG) Equivalent ratio of Polyols / MDI / BG : 1.0 / 3.0 / 2.0 Synthesis of Polyurethane 1,4-BG Polyol Mixing Casting MDI 1st curing；80oC*1.5hr Prepolymerization 2nd curing；120oC*20hr o 80 C*1hr Aging；room temp.(25oC)*1week Page 19/30 Mechanical Properties of Casting Urethane Elastomers (1) PLACCEL PLACCEL PLACCEL PLACCEL Polyol 220 220N 220CP L220AL Hardness (JIS A) 82 84 81 78 100%M (MPa) 5.0 5.1 5.3 4.9 Tensile 300%M (MPa) 11.0 10.5 10.8 9.7 Properties Tensile strength (MPa) 44.5 39.9 42.8 38.1 Elongation (%) 536 512 519 614 Tearing strength (N/mm) B 82 75 77 73 Impact Resilience (%) 63 66 60 53 Abrasion per 1000times*1 (mg) 53 49 72 72 Recovery of Elasticity (%) 17 65 79 85 Compression Set (100oC*70hr) (%) 45 48 57 47 *1:Taper method : 1kg weight.
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