Polyester polyols from renewable resources for moisture curable hot melts

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1 placeholder title visual Polyester polyols from renewable resources for moisture curable hot melts Dr. Christina Diehl Gabriele Brenner, Sabine Thüner Düsseldorf,

2 State of the art Polyester Polyols State of the art Polyester Polyols like the DYNACOLL 7000 series of Evonik are tailor-made polyester polyols based on conventional monomers. They are used to formulate one-component moisture-curable hot melt (RHM) adhesives and sealants. Characteristics: Medium molecular weight (M n g/mol) Linear Hydroxyl end groups Conventional Polyester Raw Materials Petrochemical Raw Materials Natural gas, Natural oil Petrochemicalbased Monomers Aromatic & aliphatic diesters, dicarboxylic acids & diols Conventional Polyester-Polyols Not bio-based, but possibly biodegradable Page 2

3 Polyester Polyols as building block system for RHM formulations Building block system Reactive Hot Melt Design Amorphous PES-grades RHMs are reaction products of solid polyol mixtures with excess diisocyanates (e.g. MDI). Liquid PES-grades Crystalline PES-grades Building block systems of amorphous & liquid & crystalline Polyester grades allow a precise formulation of the RHM. Formulation example sec. To adjust RHM setting time: 40 ppw - amorphous grade A ppw - liquid grade L ppw - crystalline grade C 73XX & 4,4 MDI [OH/NCO 1/2.2] Setting Time C Page 3

4 Bio-based Polyester-Polyols: Challenges and goals Outline 1. Development of bio-based polyesters 2. Performance in RHM formulations 3. Evaluation of environmental impact Page 4

5 Bio-based Polyester-Polyols: Challenges and goals Outline 1. Development of bio-based polyesters 2. Performance in RHM formulations 3. Evaluation of environmental impact Page 5

6 Challenge: Identification of suitable bio-based monomers Problem: Most conventional monomers currently used for polyester synthesis are not available from renewables, new monomers had to be identified. Renewable Raw Materials Bio-based Monomers Bio-based Polyester-Polyols Millet, Corn, Ricinus Oil, Sugar Aliphatic Diacids & Diols Possibly additionally biodegradable Requirements: Additional requirements: sufficient thermal stability sufficient reactivity purity 30 ppw of renewable monomers allow a modular combination of amorphous, liquid and crystalline polyesters specifications comparable to established state of the art polyesters Page 6

7 Development was successful: The current product portfolio Properties: Portion of Renewables [%] OH value [KOH/g] Softening Point (R&B) [ C] Melt Viscosity [Pa s] A 1 > (130 C) Amorphous grades A 2 A 3 > 30 > (130 C) 17 (130 C) A 4 > (130 C) DYNACOLL Terra Liquid grades L 1 L 2 C 1 > 85 > (80 C) 4 (80 C) 2 (80 C) Crystalline grades C 2 C > (80 C) 2 (80 C) Acid value <2 mg KOH/g Page 7

8 Broad variety of polyester properties Improved compatibilities A1 A2 A3 A4 L1 L2 C1 C2 C3 A1 A2 A3 A4 L1 L2 C1 C C Enrichment of Polyester Properties High Tg-Polyester-Polyols with high Hydroxylnumbers available Tg [ C] A1, A2 A 7150 A3 A 7130 A OH value [mg KOH/g] 1:1 mixture / 24 h / 130 C opaque / + tranparent / - phase separation Page 8

9 Bio-based Polyester-Polyols: Challenges and goals Outline 1. Development of bio-based polyesters 2. Performance in RHM formulations 3. Evaluation of environmental impact Page 9

10 Challenge: Meet or improve current RHM properties Reactive Hot Melts (RHM) based on bio-based polyester polyols should have well-balanced and versatile adhesion properties on different substrates meet customers requirements regarding melt viscosity, softening point, open and setting time. Example 1: Flat Lamination Long open times at short setting times are needed Example 2: Edge Banding Very short setting times are needed Page 10

11 RHM formulation and performance in flat lamination application Building block system offers a broad variety of RHM formulations: A2 Characteristics of RHM3: Viscosity 130 C: Open Time: Setting Time: 17 Pa s 840 sec 150 sec RHM4 RHM3 Comparison with established formulation: L1 RHM2 C1 RHM1 [sec.] 800 Open Time Setting Time Formulation-example RHM3: A2 bio-polyol: L1 bio-polyol: C1 bio-polyol: & 4,4 MDI [OH/NCO 1/2.2] 30 ppw 30 ppw 40 ppw RHM established PES RHM 3 bio-pes Page 11

12 RHM formulation and performance in edge banding application Highly crystalline bio-based Polyester is necessary for high green strength Properties: Portion of renewables [%] Softening Point (R&B) [ C] Degree of crystallinity Biobased RHM allows lower application temperature for edge banding applications C 1 C 2 C > Guide formulation Edge banding: Viscosity [Pa.s] RHM bio PES RHM established PES 35 ppw - amorphous grade A4 20 ppw - liquid grade L2 10 ppw - crystalline grade C2 25 ppw - crystalline grade C3 10 ppw - HM PES S1402 & 4,4 MDI [OH/NCO 1/2.0] T [ C] 140 Page 12

13 Bio-based Polyester-Polyols: Challenges and goals Outline 1. Development of bio-based Polyesters 2. Performance in RHM formulations 3. Evaluation of environmental impact Page 13

14 Goal: Demonstrate environmental impact By using bio-based Polyester Polyols in RHMs for woodworking applications Resource Efficiency is supported by: (1) Bonding of wood which is a renewable substrate (2) Formulation of RHM on bio-based raw material Flat lamination Edge banding (3) Energy Savings by usage of RHMs, which allow low application temperatures and short cycle times due to high green strengths renewable substrate bio-based formulation energy saving technology

15 First Carbon Footprint evaluation Global Warming Potential (GWP) of products measured in mass of CO 2 equivalents Cradle-to gate carbon footprint primarily influenced by raw materials Cooperation with suppliers essential Results for crystalline and liquid biobased polyesters: significant reduced Carbon Footprints Evaluation of amorphous and further products in progress C 7360 C1 L 7250 L1-56% -58% Data sources: Suppliers, GaBi database, CEFIC, own calculations Page 15

16 Summary and outlook Keep an eye on green solutions! New bio-based Polyester Polyols offer new opportunites! Support of resource efficiency by using green components Modular combination of Polyesters in RHM formulation possible Well-balanced and versatile adhesive properties Implementation of new properties possible More detailed evaluation of environmental impacts Page 16

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